Standard Article

The Neber Rearrangement

  1. William F. Berkowitz

Published Online: 31 OCT 2012

DOI: 10.1002/0471264180.or078.02

Organic Reactions

Organic Reactions

How to Cite

Berkowitz, W. F. 2012. The Neber Rearrangement. Organic Reactions. 78:2:321–410.

Author Information

  1. Queens College of the City University of New York, New York

Publication History

  1. Published Online: 31 OCT 2012

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Abstract

An early investigation of the Beckmann rearrangement led Neber to discover that treatment of O-sulfonyl ketoximes with base led to the formation of 2H-azirines. Neber's subsequent papers described in detail the full panoply of reactions, intermediates, and byproducts associated with the reaction, including α-amino ketones formed by acidic hydrolysis of the azirines. This chapter is devoted to the base-promoted rearrangement of oxime O-derivatives, commonly O-sulfonates, representing the original “Neber” rearrangement, and the corresponding reaction of N, N, N-trimethylhydrazonium iodides, the “modified Neber” rearrangement, discovered by Smith.

Keywords:

  • Beckmann Rearrangement;
  • Ketoximes;
  • 2H-Azirines;
  • α-amino ketones;
  • Neber Rearrangement

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  1. 1 - 250
Compound Information
Molecular Weight:0
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:119.378
Molecular Formula:CHCl3
InChIKey:HEDRZPFGACZZDS-UHFFFAOYSA-N
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Compound Information
Molecular Weight:152.1926
Molecular Formula:C8H10N2O
InChIKey:BFQRUWQLAIRNQS-UHFFFAOYSA-P
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Compound Information
Molecular Weight:358.455
Molecular Formula:C19H22N2O3S
InChIKey:KBXFKEWKWYTVNP-UHFFFAOYSA-N
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Compound Information
Molecular Weight:175.184
Molecular Formula:C10H9NO2
InChIKey:ZFHLVGLOJCNOPP-UHFFFAOYSA-N
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Compound Information
Molecular Weight:504.4523
Molecular Formula:C24H30N2O6P2
InChIKey:XRIQQNZSBTYADK-UHFFFAOYSA-N
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Compound Information
Molecular Weight:253.2341
Molecular Formula:C12H16NO3P
InChIKey:PQZAFHJSHMFNSG-LBPRGKRZSA-N
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Compound Information
Molecular Weight:202.2078
Molecular Formula:C8H14N2O4
InChIKey:VVWRJUBEIPHGQF-MDZDMXLPSA-N
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Compound Information
Molecular Weight:225.2857
Molecular Formula:C15H15NO
InChIKey:SXEBLVKLMOIGER-UHFFFAOYSA-N
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Compound Information
Molecular Weight:209.2863
Molecular Formula:C15H15N
InChIKey:HKLCRSPWWWHDBV-UHFFFAOYSA-N
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Compound Information
Molecular Weight:297.37
Molecular Formula:C14H19NO4S
InChIKey:OEDMTSFDJNERRJ-NTCAYCPXSA-N
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Compound Information
Molecular Weight:149.1897
Molecular Formula:C9H11NO
InChIKey:AUYFJUMCPAMOKN-CSKARUKUSA-N
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Compound Information
Molecular Weight:220.27
Molecular Formula:C10H9N3OS
InChIKey:KRSGPOHYGBALEF-UHFFFAOYSA-O
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Compound Information
Molecular Weight:250.2952
Molecular Formula:C16H14N2O
InChIKey:FNIXZYOAWRRHIG-UHFFFAOYSA-N
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Compound Information
Molecular Weight:192.2112
Molecular Formula:C11H12O3
InChIKey:CZDQPKDUJDKJRF-UHFFFAOYSA-N
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Compound Information
Molecular Weight:84.1588
Molecular Formula:C2H5KO
InChIKey:RPDAUEIUDPHABB-UHFFFAOYSA-N
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Compound Information
Molecular Weight:326.272
Molecular Formula:C16H24BrNO
InChIKey:RYWQBJITSSVGAN-FBMGVBCBSA-N
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Compound Information
Molecular Weight:103.1213
Molecular Formula:C7H5N
InChIKey:JFDZBHWFFUWGJE-UHFFFAOYSA-N
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Compound Information
Molecular Weight:105.9884
Molecular Formula:CNa2O3
InChIKey:CDBYLPFSWZWCQE-UHFFFAOYSA-L
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Compound Information
Molecular Weight:120.368
Molecular Formula:MgO4S
InChIKey:CSNNHWWHGAXBCP-UHFFFAOYSA-L
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Compound Information
Molecular Weight:82.0768
Molecular Formula:C3H7NaO
InChIKey:WBQTXTBONIWRGK-UHFFFAOYSA-N
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Compound Information
Molecular Weight:429.7
Molecular Formula:CCaO4PbPd
InChIKey:PLZOXPUNXLARGC-UHFFFAOYSA-L
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Compound Information
Molecular Weight:187.2173
Molecular Formula:C11H10N2O
InChIKey:PRSVILNIOFKNNP-UHFFFAOYSA-O
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Compound Information
Molecular Weight:219.3453
Molecular Formula:C14H23N2
InChIKey:IXLBXQJDWBJNCK-PRSJPOKTSA-N
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Compound Information
Molecular Weight:387.449
Molecular Formula:C20H21NO5S
InChIKey:AVOPFPCOXICAID-XUTLUUPISA-N
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Compound Information
Molecular Weight:304.364
Molecular Formula:C15H16N2O3S
InChIKey:NGDHHCFUEZRLHX-BMRADRMJSA-N
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Compound Information
Molecular Weight:208.2332
Molecular Formula:C11H13NO3
InChIKey:ZOMBTPCGFJEUCY-UHFFFAOYSA-O
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Compound Information
Molecular Weight:221.2093
Molecular Formula:C11H11NO4
InChIKey:JPXYVCPFCDMGFC-FMIVXFBMSA-N
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Compound Information
Molecular Weight:78.133
Molecular Formula:C2H6OS
InChIKey:IAZDPXIOMUYVGZ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:133.1903
Molecular Formula:C9H11N
InChIKey:BXYSFSIUKXZNSP-FPLPWBNLSA-N
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Compound Information
Molecular Weight:224.2994
Molecular Formula:C12H20N2O2
InChIKey:KBOPWKYCQOBODX-UHFFFAOYSA-N
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Compound Information
Molecular Weight:354.4858
Molecular Formula:C22H30N2O2
InChIKey:AODMLCHTTKAMJO-RTWAWAEBSA-N
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Compound Information
Molecular Weight:294.4134
Molecular Formula:C19H24N3
InChIKey:GNEOFFMLWUZNLZ-UZYVYHOESA-N
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Compound Information
Molecular Weight:295.3325
Molecular Formula:C18H17NO3
InChIKey:GFYYECNRFBZSHE-UHFFFAOYSA-N
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Compound Information
Molecular Weight:241.2405
Molecular Formula:C11H15NO5
InChIKey:JKJRHYDYLILWEX-UHFFFAOYSA-N
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Compound Information
Molecular Weight:347.452
Molecular Formula:C17H17NO3S2
InChIKey:ANUQUJCVTMEKSJ-FBMGVBCBSA-N
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Compound Information
Molecular Weight:415.441
Molecular Formula:C18H26NO6PS
InChIKey:OFBBMLMRWRADPA-ZPHPHTNESA-N
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Compound Information
Molecular Weight:73.0938
Molecular Formula:C3H7NO
InChIKey:BCDGQXUMWHRQCB-UHFFFAOYSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:101.19
Molecular Formula:C6H15N
InChIKey:ZMANZCXQSJIPKH-UHFFFAOYSA-N
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Compound Information
Molecular Weight:447.674
Molecular Formula:C26H41NO3S
InChIKey:AZKUUQNZEQUQCQ-QAIYWERISA-N
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Compound Information
Molecular Weight:135.1632
Molecular Formula:C8H9NO
InChIKey:HEQOJEGTZCTHCF-UHFFFAOYSA-N
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Compound Information
Molecular Weight:293.406
Molecular Formula:C19H23N3
InChIKey:SUHWFGZAVWGRPR-UHFFFAOYSA-N
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Compound Information
Molecular Weight:219.2796
Molecular Formula:C13H17NO2
InChIKey:RFRUYORFRCQSIM-UHFFFAOYSA-N
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Compound Information
Molecular Weight:260.312
Molecular Formula:C13H12N2O2S
InChIKey:BOGGAHNGYHYVEA-UHFFFAOYSA-N
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Compound Information
Molecular Weight:131.1745
Molecular Formula:C9H9N
InChIKey:BHNHHSOHWZKFOX-UHFFFAOYSA-N
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Compound Information
Molecular Weight:240.2766
Molecular Formula:C15H13NO2
InChIKey:YCUPCJRCRIWPHT-DZGCQCFKSA-O
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Compound Information
Molecular Weight:390.453
Molecular Formula:C19H22N2O5S
InChIKey:YDVXBTKKWSHTHB-HEHNFIMWSA-N
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Compound Information
Molecular Weight:41.0519
Molecular Formula:C2H3N
InChIKey:WEVYAHXRMPXWCK-UHFFFAOYSA-N
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Compound Information
Molecular Weight:147.2169
Molecular Formula:C10H13N
InChIKey:VITWGSRUBCMZAY-SCZZXKLOSA-N
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Compound Information
Molecular Weight:54.0237
Molecular Formula:CH3NaO
InChIKey:WQDUMFSSJAZKTM-UHFFFAOYSA-N
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Compound Information
Molecular Weight:313.414
Molecular Formula:C18H19NO2S
InChIKey:ZBGVFUNOUPEBTQ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:221.3612
Molecular Formula:C14H25N2
InChIKey:CFNNZRLDKPWWGZ-CCEZHUSRSA-N
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Compound Information
Molecular Weight:107.123
Molecular Formula:C6H14LiN
InChIKey:ZCSHNCUQKCANBX-UHFFFAOYSA-N
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Compound Information
Molecular Weight:318.499
Molecular Formula:C7H6Cl3N3O5
InChIKey:HESWDLGSDLWGNX-VAWYXSNFSA-N
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Compound Information
Molecular Weight:434.509
Molecular Formula:C22H30NO4PS
InChIKey:URAJVFUIPREQPY-LNVKXUELSA-N
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Compound Information
Molecular Weight:140.1863
Molecular Formula:C6H12N4
InChIKey:VKYKSIONXSXAKP-UHFFFAOYSA-N
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Compound Information
Molecular Weight:197.1912
Molecular Formula:C8H11N3O3
InChIKey:OOARZSBQYGBXSL-UHFFFAOYSA-N
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Compound Information
Molecular Weight:73.0938
Molecular Formula:C3H7NO
InChIKey:ZMXDDKWLCZADIW-UHFFFAOYSA-N
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Compound Information
Molecular Weight:373.5946
Molecular Formula:C24H41N2O
InChIKey:PONRBIFJBPOPRL-NRTIPCCVSA-N
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Compound Information
Molecular Weight:121.1796
Molecular Formula:C8H11N
InChIKey:RQEUFEKYXDPUSK-UHFFFAOYSA-N
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Compound Information
Molecular Weight:140.567
Molecular Formula:C7H5ClO
InChIKey:PASDCCFISLVPSO-UHFFFAOYSA-N
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Compound Information
Molecular Weight:504.8065
Molecular Formula:C28H53N4PSi
InChIKey:AEEXTVDWXIYSFH-UHFFFAOYSA-N
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Compound Information
Molecular Weight:425.436
Molecular Formula:C19H24NO6PS
InChIKey:ICSUREUGKSLPRZ-VXPUYCOJSA-N
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Compound Information
Molecular Weight:548.222
Molecular Formula:CeH8N8O18
InChIKey:XMPZTFVPEKAKFH-UHFFFAOYSA-P
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Compound Information
Molecular Weight:277.3172
Molecular Formula:C18H15NO2
InChIKey:RSAHJIGJBAOLBE-UHFFFAOYSA-N
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Compound Information
Molecular Weight:205.3187
Molecular Formula:C13H21N2
InChIKey:UCOZWJOIWZNIIS-OWBHPGMISA-N
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Compound Information
Molecular Weight:56.1056
Molecular Formula:HKO
InChIKey:KWYUFKZDYYNOTN-UHFFFAOYSA-M
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Compound Information
Molecular Weight:177.2655
Molecular Formula:C11H17N2
InChIKey:LWWZABCGEWMYFH-ZRDIBKRKSA-N
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Compound Information
Molecular Weight:127.1412
Molecular Formula:C6H9NO2
InChIKey:ZMBABEKQNCEQRV-RXMQYKEDSA-N
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Compound Information
Molecular Weight:340.396
Molecular Formula:C18H16N2O3S
InChIKey:LISXCLQRTVHLFW-CZIZESTLSA-N
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Compound Information
Molecular Weight:205.3187
Molecular Formula:C13H21N2
InChIKey:UCOCRPQUUKUJSR-BUHFOSPRSA-N
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Compound Information
Molecular Weight:278.522
Molecular Formula:C9H6Cl3N3O
InChIKey:UMAZVZYRMHUKRD-UHFFFAOYSA-N
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Compound Information
Molecular Weight:261.2765
Molecular Formula:C13H15N3O3
InChIKey:LXUKVKRQGCLIEN-VHSXEESVSA-N
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Compound Information
Molecular Weight:80.912
Molecular Formula:BrH
InChIKey:CPELXLSAUQHCOX-UHFFFAOYSA-N
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Compound Information
Molecular Weight:152.2367
Molecular Formula:C9H16N2
InChIKey:GQHTUMJGOHRCHB-UHFFFAOYSA-N
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Compound Information
Molecular Weight:114.0233
Molecular Formula:C2HF3O2
InChIKey:DTQVDTLACAAQTR-UHFFFAOYSA-N
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Compound Information
Molecular Weight:204.2445
Molecular Formula:C12H13NO2
InChIKey:JYZJVCVETBKETC-UHFFFAOYSA-O
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Compound Information
Molecular Weight:138.19
Molecular Formula:C6H6N2S
InChIKey:OYOFPHGLKPCGTC-UHFFFAOYSA-N
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Compound Information
Molecular Weight:380.3136
Molecular Formula:C14H26N2O6P2
InChIKey:ZBGZOCSDGCHPEQ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:264.408
Molecular Formula:C10H20N2O2S2
InChIKey:JMDOCUVXEUYJOZ-GHXNOFRVSA-N
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Compound Information
Molecular Weight:241.2405
Molecular Formula:C11H15NO5
InChIKey:OXMXUBATJSAKRP-UHFFFAOYSA-N
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Compound Information
Molecular Weight:261.2546
Molecular Formula:C11H20NO4P
InChIKey:OAFHCXNBQUREIP-UHFFFAOYSA-N
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Compound Information
Molecular Weight:212.2505
Molecular Formula:C12H12N4
InChIKey:ICQBFCSDFFAQQS-UHFFFAOYSA-N
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Compound Information
Molecular Weight:99.1311
Molecular Formula:C5H9NO
InChIKey:XBPWUNNYJOLFGX-UHFFFAOYSA-N
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Compound Information
Molecular Weight:138.1021
Molecular Formula:C4H11O3P
InChIKey:SULWMEGSVQCTSK-UHFFFAOYSA-N
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Compound Information
Molecular Weight:37.954
Molecular Formula:AlH4Li
InChIKey:OCZDCIYGECBNKL-UHFFFAOYSA-N
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Compound Information
Molecular Weight:145.201
Molecular Formula:C10H11N
InChIKey:FRGAJCJAEQEGQB-UHFFFAOYSA-N
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Compound Information
Molecular Weight:250.2952
Molecular Formula:C16H14N2O
InChIKey:WGSOKVVRAGXYOM-UHFFFAOYSA-N
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Compound Information
Molecular Weight:229.2313
Molecular Formula:C13H11NO3
InChIKey:BRHDDXLIGATCLE-UHFFFAOYSA-N
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Compound Information
Molecular Weight:313.4769
Molecular Formula:C21H31NO
InChIKey:NRBDZYWLTPTVGW-GCOKGBOCSA-N
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Compound Information
Molecular Weight:190.647
Molecular Formula:C7H7ClO2S
InChIKey:YYROPELSRYBVMQ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:218.3126
Molecular Formula:C11H23NO3
InChIKey:WPVAUHBYZCNYKD-UHFFFAOYSA-O
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Compound Information
Molecular Weight:60.052
Molecular Formula:C2H4O2
InChIKey:QTBSBXVTEAMEQO-UHFFFAOYSA-N
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Compound Information
Molecular Weight:68.0503
Molecular Formula:C2H5NaO
InChIKey:QDRKDTQENPPHOJ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:312.5197
Molecular Formula:C17H32O3Si
InChIKey:ZCHAMXRRMUUDEG-UHFFFAOYSA-N
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Compound Information
Molecular Weight:450.509
Molecular Formula:C22H30NO5PS
InChIKey:VVYJRPFMAWWTQR-UHFFFAOYSA-N
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Compound Information
Molecular Weight:219.263
Molecular Formula:C10H9N3OS
InChIKey:VOVYXLGIABDCOJ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:579.9144
Molecular Formula:C35H58N3PSi
InChIKey:YLOBVEVZWVCXEN-UHFFFAOYSA-N
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Compound Information
Molecular Weight:18.0153
Molecular Formula:H2O
InChIKey:XLYOFNOQVPJJNP-UHFFFAOYSA-N
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Compound Information
Molecular Weight:58.1023
Molecular Formula:C3H8N
InChIKey:HYHSFFFCLDOXCJ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:98.078
Molecular Formula:H2O4S
InChIKey:QAOWNCQODCNURD-UHFFFAOYSA-N
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Compound Information
Molecular Weight:135.2062
Molecular Formula:C9H13N
InChIKey:KWTSXDURSIMDCE-UHFFFAOYSA-N
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Compound Information
Molecular Weight:227.28
Molecular Formula:C10H13NO3S
InChIKey:GYOKHDOXHGBGTQ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:65.0099
Molecular Formula:N3Na
InChIKey:PXIPVTKHYLBLMZ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:229.2496
Molecular Formula:C14H12FNO
InChIKey:ZZSZRUHEYVOHJZ-PEZBUJJGSA-N
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Compound Information
Molecular Weight:145.201
Molecular Formula:C10H11N
InChIKey:ZOWAHVSKJOSXCM-UHFFFAOYSA-N
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Compound Information
Molecular Weight:102.0886
Molecular Formula:C4H6O3
InChIKey:Not Available
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Compound Information
Molecular Weight:319.4831
Molecular Formula:C23H29N
InChIKey:LYINZGMMMXSEMK-UHFFFAOYSA-N
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Compound Information
Molecular Weight:304.364
Molecular Formula:C15H16N2O3S
InChIKey:IWIHENBHXSGDKP-BMRADRMJSA-N
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Compound Information
Molecular Weight:220.2692
Molecular Formula:C15H12N2
InChIKey:URUHKHGBRNTPGA-UHFFFAOYSA-N
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Compound Information
Molecular Weight:74.1216
Molecular Formula:C4H10O
InChIKey:RTZKZFJDLAIYFH-UHFFFAOYSA-N
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Compound Information
Molecular Weight:131.1745
Molecular Formula:C9H9N
InChIKey:LSTLUDQMQUGUEQ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:117.1479
Molecular Formula:C8H7N
InChIKey:GLWWLZNPPPOICI-UHFFFAOYSA-N
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Compound Information
Molecular Weight:160.012
Molecular Formula:C5H6BrN
InChIKey:BBFCIBZLAVOLCF-UHFFFAOYSA-N
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Compound Information
Molecular Weight:22.98976928
Molecular Formula:HNa
InChIKey:MPMYQQHEHYDOCL-UHFFFAOYSA-N
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Compound Information
Molecular Weight:243.2393
Molecular Formula:C11H18NO3P
InChIKey:WEVUQFZEQYBIDT-HJWRWDBZSA-N
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Compound Information
Molecular Weight:311.257
Molecular Formula:C16H23BrO
InChIKey:WYDLWGCZQBSCDW-UHFFFAOYSA-N
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Compound Information
Molecular Weight:114.551
Molecular Formula:CH3ClO2S
InChIKey:QARBMVPHQWIHKH-UHFFFAOYSA-N
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Compound Information
Molecular Weight:282.156
Molecular Formula:C11H8BrNOS
InChIKey:GEGBZGSOBVHMQT-UHFFFAOYSA-N
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Compound Information
Molecular Weight:158.0339
Molecular Formula:KMnO4
InChIKey:VZJVWSHVAAUDKD-UHFFFAOYSA-N
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Compound Information
Molecular Weight:138.2055
Molecular Formula:CK2O3
InChIKey:BWHMMNNQKKPAPP-UHFFFAOYSA-L
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:82.0338
Molecular Formula:C2H3NaO2
InChIKey:VMHLLURERBWHNL-UHFFFAOYSA-M
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Compound Information
Molecular Weight:142.042
Molecular Formula:Na2O4S
InChIKey:PMZURENOXWZQFD-UHFFFAOYSA-L
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Compound Information
Molecular Weight:117.1463
Molecular Formula:C5H11NO2
InChIKey:CSDTZUBPSYWZDX-UHFFFAOYSA-N
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Compound Information
Molecular Weight:255.2515
Molecular Formula:C15H14NOP
InChIKey:WNMKUIKFMCRWKS-UHFFFAOYSA-N
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Compound Information
Molecular Weight:989.037
Molecular Formula:C46H50BrN5O9S2Si
InChIKey:YELXNOIYRVOJGJ-AIYDLAIWSA-N
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Compound Information
Molecular Weight:138.1021
Molecular Formula:C4H11O3P
InChIKey:MJUJXFBTEFXVKU-UHFFFAOYSA-N
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Compound Information
Molecular Weight:356.213
Molecular Formula:C18H14BrNO2
InChIKey:PAAJWICRFMZKEK-UHFFFAOYSA-N
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Compound Information
Molecular Weight:92.1384
Molecular Formula:C7H8
InChIKey:YXFVVABEGXRONW-UHFFFAOYSA-N
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Compound Information
Molecular Weight:175.184
Molecular Formula:C10H9NO2
InChIKey:OFEKSAHEQDFLIQ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:69.491
Molecular Formula:ClH4NO
InChIKey:WTDHULULXKLSOZ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:342.3459
Molecular Formula:C18H18N2O5
InChIKey:PONBXFLSOCBNJL-UHFFFAOYSA-N
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Compound Information
Molecular Weight:254.123
Molecular Formula:C11H12BrNO
InChIKey:HEIVLSDWNCTLJX-ACCUITESSA-N
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Compound Information
Molecular Weight:147.1308
Molecular Formula:C8H5NO2
InChIKey:XKJCHHZQLQNZHY-UHFFFAOYSA-N
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Compound Information
Molecular Weight:133.27
Molecular Formula:C2H5BrMg
InChIKey:TWTWFMUQSOFTRN-UHFFFAOYSA-M
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Compound Information
Molecular Weight:215.2478
Molecular Formula:C13H13NO2
InChIKey:KXMUCGVPEIFIMQ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:407.482
Molecular Formula:C23H21NO4S
InChIKey:BTMDZQBZTUJOIN-DARPEHSRSA-N
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Compound Information
Molecular Weight:133.1903
Molecular Formula:C9H11N
InChIKey:LKQAJXTWYDNYHK-UHFFFAOYSA-N
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Compound Information
Molecular Weight:262.2855
Molecular Formula:C18H15P
InChIKey:RIOQSEWOXXDEQQ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:308.257
Molecular Formula:C16H22BrN
InChIKey:PKSNEDQOGIPFMY-UHFFFAOYSA-N
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Compound Information
Molecular Weight:112.212
Molecular Formula:C4H9KO
InChIKey:LPNYRYFBWFDTMA-UHFFFAOYSA-N
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Compound Information
Molecular Weight:163.012
Molecular Formula:C5H7BrO
InChIKey:KZBPPOPPFUDSOP-UHFFFAOYSA-N
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Compound Information
Molecular Weight:454.496
Molecular Formula:C23H22N2O6S
InChIKey:GKOPYPNEKJICOK-HIXSDJFHSA-N
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Compound Information
Molecular Weight:452.674
Molecular Formula:C16H16Cl3N3O6
InChIKey:FAIAZASJGLNVCK-SNVBAGLBSA-N
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Compound Information
Molecular Weight:204.2445
Molecular Formula:C12H13NO2
InChIKey:RVKNLYWVFNAWDW-UHFFFAOYSA-O
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Compound Information
Molecular Weight:191.1647
Molecular Formula:C7H14NO3P
InChIKey:PIBBJBFIVXVCNU-UHFFFAOYSA-N
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Compound Information
Molecular Weight:357.382
Molecular Formula:C14H19N3O6S
InChIKey:UDLIVGREFMSGGA-ZDUSSCGKSA-N
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Compound Information
Molecular Weight:333.3556
Molecular Formula:C21H16FNO2
InChIKey:JBWQICWGFBISBU-IBGZPJMESA-N
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Compound Information
Molecular Weight:962.86
Molecular Formula:C45H50Br2N4O6SSi
InChIKey:UEUQIWXFOXZUHV-UHFFFAOYSA-N
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Compound Information
Molecular Weight:171.2383
Molecular Formula:C12H13N
InChIKey:CEZWSAOCVMLSPM-ZZXKWVIFSA-N
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Compound Information
Molecular Weight:307.4708
Molecular Formula:C19H33NO2
InChIKey:UOLCWKPNWDZCIP-WXWBBQJKSA-N
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Compound Information
Molecular Weight:72.1057
Molecular Formula:C4H8O
InChIKey:WYURNTSHIVDZCO-UHFFFAOYSA-N
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Compound Information
Molecular Weight:220.3538
Molecular Formula:C14H24N2
InChIKey:JUZWFJLRSXDADH-UHFFFAOYSA-N
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Compound Information
Molecular Weight:299.343
Molecular Formula:C13H17NO5S
InChIKey:VDZNPTLMVYURLB-SDNWHVSQSA-N
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Compound Information
Molecular Weight:101.9613
Molecular Formula:Al2O3
InChIKey:TWNQGVIAIRXVLR-UHFFFAOYSA-N
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Compound Information
Molecular Weight:32.0419
Molecular Formula:CH4O
InChIKey:OKKJLVBELUTLKV-UHFFFAOYSA-N
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Compound Information
Molecular Weight:60.095
Molecular Formula:C3H8O
InChIKey:KFZMGEQAYNKOFK-UHFFFAOYSA-N
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Compound Information
Molecular Weight:382.65
Molecular Formula:C12H10Cl3N3O3S
InChIKey:UXEPVTVDJJNCGZ-MFOYZWKCSA-N
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Compound Information
Molecular Weight:88.1051
Molecular Formula:C4H8O2
InChIKey:RYHBNJHYFVUHQT-UHFFFAOYSA-N
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Compound Information
Molecular Weight:162.252
Molecular Formula:C11H17N
InChIKey:NHHAYCDWPIQCRC-UHFFFAOYSA-N
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Compound Information
Molecular Weight:289.35
Molecular Formula:C15H15NO3S
InChIKey:AEGKUBDVZDDCEV-DTQAZKPQSA-N
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Compound Information
Molecular Weight:108.642
Molecular Formula:C3H9ClSi
InChIKey:IJOOHPMOJXWVHK-UHFFFAOYSA-N
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Compound Information
Molecular Weight:293.3392
Molecular Formula:C18H16N2O2
InChIKey:XGTHMWXQQJKVAB-UHFFFAOYSA-O
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Compound Information
Molecular Weight:135.1632
Molecular Formula:C8H9NO
InChIKey:JHNRZXQVBKRYKN-VQHVLOKHSA-N
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Compound Information
Molecular Weight:354.4858
Molecular Formula:C22H30N2O2
InChIKey:FZCNRHPWONNSIV-LEWJYISDSA-N
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Compound Information
Molecular Weight:175.2701
Molecular Formula:C12H17N
InChIKey:IBDPDJFBXBVRFS-UHFFFAOYSA-N
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Compound Information
Molecular Weight:198.812
Molecular Formula:Cl2FeH8O4
InChIKey:WSSMOXHYUFMBLS-UHFFFAOYSA-L
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Compound Information
Molecular Weight:147.2169
Molecular Formula:C10H13N
InChIKey:USNABQLQNLAFCJ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:108.567
Molecular Formula:C4H9ClO
InChIKey:IXZDIALLLMRYOU-UHFFFAOYSA-N
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Compound Information
Molecular Weight:450.724
Molecular Formula:C16H14Cl3N3O4S
InChIKey:BXGUCLPCFHNHAG-UHFFFAOYSA-N
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Compound Information
Molecular Weight:278.3898
Molecular Formula:C16H26N2O2
InChIKey:DIRRMKPRTNLWNU-UHFFFAOYSA-N
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Compound Information
Molecular Weight:190.1986
Molecular Formula:C10H10N2O2
InChIKey:UGOPYQLXEZEAGL-UHFFFAOYSA-N
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Compound Information
Molecular Weight:371.405
Molecular Formula:C16H21NO7S
InChIKey:MLUICNFIQRYVCM-GZTJUZNOSA-N
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Compound Information
Molecular Weight:58.0791
Molecular Formula:C3H6O
InChIKey:CSCPPACGZOOCGX-UHFFFAOYSA-N
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Compound Information
Molecular Weight:46.0684
Molecular Formula:C2H6O
InChIKey:LFQSCWFLJHTTHZ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:78.1118
Molecular Formula:C6H6
InChIKey:UHOVQNZJYSORNB-UHFFFAOYSA-N
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Compound Information
Molecular Weight:434.551
Molecular Formula:C25H26N2O3S
InChIKey:OJEIYCTUKCEFHA-WNAAXNPUSA-N
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Compound Information
Molecular Weight:326.4326
Molecular Formula:C20H26N2O2
InChIKey:Not Available
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Compound Information
Molecular Weight:84.933
Molecular Formula:CH2Cl2
InChIKey:YMWUJEATGCHHMB-UHFFFAOYSA-N
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Compound Information
Molecular Weight:427.453
Molecular Formula:C22H22NO4PS
InChIKey:JPCBNVDTGMZBQV-FCDQGJHFSA-N
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Compound Information
Molecular Weight:901.057
Molecular Formula:C40H44N4O12S4
InChIKey:PUHPGPQJEOBGQK-UDKYLTKXSA-N
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Compound Information
Molecular Weight:159.808
Molecular Formula:Br2
InChIKey:GDTBXPJZTBHREO-UHFFFAOYSA-N
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Compound Information
Molecular Weight:231.356
Molecular Formula:C15H23N2
InChIKey:XSVKMCVJNJCMHF-XEIPJVJCSA-N
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Compound Information
Molecular Weight:36.461
Molecular Formula:ClH
InChIKey:VEXZGXHMUGYJMC-UHFFFAOYSA-N
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Compound Information
Molecular Weight:318.3294
Molecular Formula:C18H14N4O2
InChIKey:BCDGTUOCYVVKMT-UHFFFAOYSA-N
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Compound Information
Molecular Weight:275.2998
Molecular Formula:C15H17NO4
InChIKey:KUDHUWANGRDSFM-UHFFFAOYSA-N
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Compound Information
Molecular Weight:393.456
Molecular Formula:C22H19NO4S
InChIKey:UKUZCBKMKVMPIF-BSYVCWPDSA-N
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Compound Information
Molecular Weight:219.2811
Molecular Formula:C16H13N
InChIKey:FSBPQTRUHOMNPG-UHFFFAOYSA-N
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Compound Information
Molecular Weight:236.108
Molecular Formula:C11H10BrN
InChIKey:JCEVVEDOCLAFTJ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:898.979
Molecular Formula:C45H52BrN5O6SSi
InChIKey:BWIVNWVIKFKBHY-UHFFFAOYSA-N
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Compound Information
Molecular Weight:206.3562
Molecular Formula:C12H18OSi
InChIKey:ZCNQIKXAMNBENN-XGICHPGQSA-N
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Compound Information
Molecular Weight:394.465
Molecular Formula:C17H18N2O5S2
InChIKey:AUDKXUNJCGILBL-OBGWFSINSA-N
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Compound Information
Molecular Weight:194.273
Molecular Formula:C10H11NOS
InChIKey:MUFQWXMMSGWLHJ-UHFFFAOYSA-O
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Compound Information
Molecular Weight:221.34
Molecular Formula:C8H15NO2S2
InChIKey:NTFGEUCWDJNCNO-UHFFFAOYSA-N
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Compound Information
Molecular Weight:79.0999
Molecular Formula:C5H5N
InChIKey:Not Available
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Compound Information
Molecular Weight:281.415
Molecular Formula:C18H19NS
InChIKey:BUIVQWIGAJCSSV-UHFFFAOYSA-N
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Compound Information
Molecular Weight:551.411
Molecular Formula:C26H24BrN5O4
InChIKey:GJUDAXVXCIOMSH-PVOZEADUSA-O
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Compound Information
Molecular Weight:185.2212
Molecular Formula:C8H4KNO2
InChIKey:FYRHIOVKTDQVFC-UHFFFAOYSA-M
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Compound Information
Molecular Weight:357.423
Molecular Formula:C19H19NO4S
InChIKey:DMNKLDNHBLQXTB-HMMYKYKNSA-N
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Compound Information
Molecular Weight:373.449
Molecular Formula:C17H15N3O3S2
InChIKey:NHFXSIDSRFGZMH-MOSHPQCFSA-N
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Compound Information
Molecular Weight:261.2546
Molecular Formula:C11H20NO4P
InChIKey:OAFHCXNBQUREIP-UHFFFAOYSA-N
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Compound Information
Molecular Weight:361.684
Molecular Formula:C2H2CuF6O6S2
InChIKey:Not Available
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Compound Information
Molecular Weight:297.415
Molecular Formula:C18H19NOS
InChIKey:MHTUSWQNJFTFFC-UHFFFAOYSA-N
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Compound Information
Molecular Weight:90.121
Molecular Formula:C4H10O2
InChIKey:XTHFKEDIFFGKHM-UHFFFAOYSA-N
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Compound Information
Molecular Weight:18.0153
Molecular Formula:H2O
InChIKey:XLYOFNOQVPJJNP-UHFFFAOYSA-N
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Compound Information
Molecular Weight:454.496
Molecular Formula:C23H22N2O6S
InChIKey:GKOPYPNEKJICOK-GFMRDNFCSA-N
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Compound Information
Molecular Weight:261.2765
Molecular Formula:C13H15N3O3
InChIKey:LXUKVKRQGCLIEN-UWVGGRQHSA-N
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Compound Information
Molecular Weight:324.4168
Molecular Formula:C20H24N2O2
InChIKey:LOUPRKONTZGTKE-NBGVHYBESA-N
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Compound Information
Molecular Weight:46.0684
Molecular Formula:C2H6O
InChIKey:LFQSCWFLJHTTHZ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:434.551
Molecular Formula:C25H26N2O3S
InChIKey:OJEIYCTUKCEFHA-RWEWTDSWSA-N
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Compound Information
Molecular Weight:253.2341
Molecular Formula:C12H16NO3P
InChIKey:PQZAFHJSHMFNSG-UHFFFAOYSA-N
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Compound Information
Molecular Weight:177.2655
Molecular Formula:C11H17N2
InChIKey:LWWZABCGEWMYFH-BENRWUELSA-N
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Compound Information
Molecular Weight:326.272
Molecular Formula:C16H24BrNO
InChIKey:RYWQBJITSSVGAN-VLGSPTGOSA-N
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Compound Information
Molecular Weight:245.3826
Molecular Formula:C16H25N2
InChIKey:AFYFRKOPPJZLII-WUKNDPDISA-N
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Compound Information
Molecular Weight:289.3312
Molecular Formula:C18H15N3O
InChIKey:GARFLKZDLGKGST-UHFFFAOYSA-N
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Compound Information
Molecular Weight:269.2781
Molecular Formula:C16H16NOP
InChIKey:WKLYGDXESDCUES-MRXNPFEDSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:347.5143
Molecular Formula:C21H35N2O2
InChIKey:VUEJESAVBMYUTJ-DQRAZIAOSA-N
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Compound Information
Molecular Weight:253.2341
Molecular Formula:C12H16NO3P
InChIKey:PQZAFHJSHMFNSG-GFCCVEGCSA-N
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Compound Information
Molecular Weight:202.2078
Molecular Formula:C8H14N2O4
InChIKey:VVWRJUBEIPHGQF-KTKRTIGZSA-N
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Compound Information
Molecular Weight:467.69
Molecular Formula:C19H13Cl3N4O4
InChIKey:BEEUMHQVZYCYSH-PFONDFGASA-N
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Compound Information
Molecular Weight:175.1873
Molecular Formula:C9H9N3O
InChIKey:PQWDWLKTBBPFKT-UHFFFAOYSA-N
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Compound Information
Molecular Weight:406.458
Molecular Formula:C21H18N4O3S
InChIKey:OEYBQOZUWFQSMC-BSYVCWPDSA-N
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Compound Information
Molecular Weight:223.3092
Molecular Formula:C13H20FN2
InChIKey:NGRJOGWSYFQGGQ-SQFISAMPSA-N
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Compound Information
Molecular Weight:130.9657
Molecular Formula:C2H4NY
InChIKey:BQUUYQQWSZRFAL-UHFFFAOYSA-N
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Compound Information
Molecular Weight:245.3826
Molecular Formula:C16H25N2
InChIKey:PHOOIGRZHYHHCV-MSUUIHNZSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:261.295
Molecular Formula:C10H15NO5S
InChIKey:OSVBWFVSXYKEOF-QTCACZPWSA-N
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Compound Information
Molecular Weight:248.2826
Molecular Formula:C15H12N4
InChIKey:FZMWWLAZWHDRDC-UHFFFAOYSA-N
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Compound Information
Molecular Weight:185.2649
Molecular Formula:C13H15N
InChIKey:KIIJFLWTUKXPNN-UHFFFAOYSA-N
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Compound Information
Molecular Weight:231.356
Molecular Formula:C15H23N2
InChIKey:XPIWSAMKWAVJRQ-DTQAZKPQSA-N
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Compound Information
Molecular Weight:185.2649
Molecular Formula:C13H15N
InChIKey:MKLZGCOPICIQRE-UHFFFAOYSA-N
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Compound Information
Molecular Weight:477.657
Molecular Formula:C26H39NO5S
InChIKey:DFWXDMGOHHPZJZ-SOYKGTTHSA-N
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Compound Information
Molecular Weight:259.4091
Molecular Formula:C17H27N2
InChIKey:XDNHNVMPTWTXFK-DCFDFSPGSA-N
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Compound Information
Molecular Weight:261.278
Molecular Formula:C16H11N3O
InChIKey:XSVDGKZAFFMECI-UHFFFAOYSA-N
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Compound Information
Molecular Weight:102.1543
Molecular Formula:C5H11NO
InChIKey:QFQPULHETHXBCL-UHFFFAOYSA-O
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Compound Information
Molecular Weight:416.491
Molecular Formula:C21H24N2O5S
InChIKey:FNICYGHVTZCHRH-OQKWZONESA-N
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Compound Information
Molecular Weight:234.3803
Molecular Formula:C15H26N2
InChIKey:SLRCCWJSBJZJBV-TUVASFSCSA-N
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Compound Information
Molecular Weight:141.1677
Molecular Formula:C7H11NO2
InChIKey:KKULBWQWJAGWFK-UHFFFAOYSA-N
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Compound Information
Molecular Weight:245.3826
Molecular Formula:C16H25N2
InChIKey:DMJSIPKRGQWHPA-MSUUIHNZSA-N
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Compound Information
Molecular Weight:199.2915
Molecular Formula:C14H17N
InChIKey:MLUQQDIYONBCKC-UHFFFAOYSA-N
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Compound Information
Molecular Weight:113.1146
Molecular Formula:C5H7NO2
InChIKey:NTJJSFGIAMQYCN-SCSAIBSYSA-N
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Compound Information
Molecular Weight:213.2352
Molecular Formula:C12H11N3O
InChIKey:GQGFZCGKHITHBX-UHFFFAOYSA-N
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Compound Information
Molecular Weight:196.221
Molecular Formula:C6H12O5S
InChIKey:JUSMHIGDXPKSID-DVKNGEFBSA-N
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Compound Information
Molecular Weight:265.2634
Molecular Formula:C16H11NO3
InChIKey:PJQVKCZWBDEMGK-UHFFFAOYSA-N
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Compound Information
Molecular Weight:213.2352
Molecular Formula:C12H11N3O
InChIKey:WUABBSJAAJGVIV-UHFFFAOYSA-N
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Compound Information
Molecular Weight:234.256
Molecular Formula:C14H10N4
InChIKey:UFSSITYLANVHON-UHFFFAOYSA-N
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Compound Information
Molecular Weight:305.4549
Molecular Formula:C19H31NO2
InChIKey:VRWZPGWKNQPCQR-KRWDZBQOSA-N
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