Standard Article

Sodium Borohydride and Iodine

  1. Jack D. Brown,
  2. Dustin Haddenham

Published Online: 16 SEP 2013

DOI: 10.1002/047084289X.rn01598

e-EROS Encyclopedia of Reagents for Organic Synthesis

e-EROS Encyclopedia of Reagents for Organic Synthesis

How to Cite

Brown, J. D. and Haddenham, D. 2013. Sodium Borohydride and Iodine. e-EROS Encyclopedia of Reagents for Organic Synthesis. .

Author Information

  1. Boehringer Ingelheim Chemicals, Inc., Petersburg, VA, USA

Publication History

  1. Published Online: 16 SEP 2013

Chemistry Terms

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Abstract

original image

(Sodium borohydride)

[16940-66-2] (MW 37.83)

InChI = 1S/BH4.Na/h1H4;/q-1;+1

InChIKey = YOQDYZUWIQVZSF-UHFFFAOYSA-N

original image

(Iodine)

[7553-56-2] (MW 253.81)

InChI = 1S/I2/c1-2

InChIKey = PNDPGZBMCMUPRI-UHFFFAOYSA-N

(Sodium borohydride is used as a reducing reagent in organic synthesis)

(Iodine is used as a source for iodine in organic synthesis, oxidations, and dehydrations)

Physical Data: (NaBH4) mp >300°C; bp NA. (I2) mp 113°C; bp 184°C; d 4.93 g l−1.

Solubility: (NaBH4) soluble in H2O, alcohol (will react over time), and DMF. (I2) soluble in H2O and alcohol.

Form Supplied in: (NaBH4) as a gray powder, pellets, or as a clear colorless solution in aqueous sodium hydroxide. (I2) as a dark solid, rhombic, violet–black crystals with a metallic luster or as a violet solution in H2O or alcohol.

Handling, Storage, and Precautions: (NaBH4) if stored in ambient conditions, the material is very stable for long periods of time. The material is a moderate fire hazard if exposed to heat or flames or by the chemical reaction with oxidizers. It will react with water or steam to produce hydrogen or in contact with acid vapors. Boron compounds are not considered highly toxic, and therefore not an industrial poison.

(I2) if stored under ambient conditions, the material is very stable for long periods of time. Dangerous, when heated, emitting toxic fumes of iodine and iodine compounds. Iodine can react vigorously with reducing materials.

Featured Compounds

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  1. 1 - 103
Compound Information
Molecular Weight:253.80894
Molecular Formula:I2
InChIKey:PNDPGZBMCMUPRI-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:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:37.833
Molecular Formula:BH4Na
InChIKey:YOQDYZUWIQVZSF-UHFFFAOYSA-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:34.0147
Molecular Formula:H2O2
InChIKey:MHAJPDPJQMAIIY-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:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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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:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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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:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:170.1626
Molecular Formula:C8H10O4
InChIKey:AXJVPXNVESYGDT-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:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:130.0987
Molecular Formula:C5H6O4
InChIKey:LVHBHZANLOWSRM-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:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:227.004
Molecular Formula:C8Cl2N2O2
InChIKey:HZNVUJQVZSTENZ-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:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:1.00794
Molecular Formula:H
InChIKey:UFHFLCQGNIYNRP-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:32.0419
Molecular Formula:CH4O
InChIKey:OKKJLVBELUTLKV-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:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:141.939
Molecular Formula:CH3I
InChIKey:INQOMBQAUSQDDS-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:18.0153
Molecular Formula:H2O
InChIKey:XLYOFNOQVPJJNP-UHFFFAOYSA-N
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Compound Information
Molecular Weight:283.3648
Molecular Formula:C18H21NO2
InChIKey:DPSTYIXXTJIIJH-MRXNPFEDSA-N
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Compound Information
Molecular Weight:164.104
Molecular Formula:C2H3F3O3S
InChIKey:OIRDBPQYVWXNSJ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:117.1463
Molecular Formula:C5H11NO2
InChIKey:KZSNJWFQEVHDMF-BYPYZUCNSA-N
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Compound Information
Molecular Weight:88.1051
Molecular Formula:C4H8O2
InChIKey:KQNPFQTWMSNSAP-UHFFFAOYSA-N
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Compound Information
Molecular Weight:155.2374
Molecular Formula:C9H17NO
InChIKey:FSVCKELTLCGQHU-MRVPVSSYSA-N
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Compound Information
Molecular Weight:150.1745
Molecular Formula:C9H10O2
InChIKey:MTZQAGJQAFMTAQ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:230.287
Molecular Formula:C12H20LiPSi
InChIKey:ZAEBYJGNTKRWPJ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:393.5014
Molecular Formula:C25H32NOP
InChIKey:DTIKTQJXZJFUKI-OAQYLSRUSA-N
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Compound Information
Molecular Weight:64.055
Molecular Formula:C4H9Li
InChIKey:VATDYQWILMGLEW-UHFFFAOYSA-N
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Compound Information
Molecular Weight:116.2046
Molecular Formula:C6H16N2
InChIKey:KWYHDKDOAIKMQN-UHFFFAOYSA-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:165.1891
Molecular Formula:C9H11NO2
InChIKey:COLNVLDHVKWLRT-QMMMGPOBSA-N
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Compound Information
Molecular Weight:151.2056
Molecular Formula:C9H13NO
InChIKey:STVVMTBJNDTZBF-VIFPVBQESA-N
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Compound Information
Molecular Weight:296.748
Molecular Formula:C3Cl6O3
InChIKey:Not Available
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Compound Information
Molecular Weight:177.1998
Molecular Formula:C10H11NO2
InChIKey:Not Available
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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:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:148.1156
Molecular Formula:C8H4O3
InChIKey:LGRFSURHDFAFJT-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:114.551
Molecular Formula:CH3ClO2S
InChIKey:QARBMVPHQWIHKH-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:84.933
Molecular Formula:CH2Cl2
InChIKey:YMWUJEATGCHHMB-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:325.8198
Molecular Formula:CCs2O3
InChIKey:FJDQFPXHSGXQBY-UHFFFAOYSA-L
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Compound Information
Molecular Weight:76.118
Molecular Formula:C2H4OS
InChIKey:DUYAAUVXQSMXQP-UHFFFAOYSA-N
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Compound Information
Molecular Weight:118.97
Molecular Formula:Cl2OS
InChIKey:FYSNRJHAOHDILO-UHFFFAOYSA-N
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Compound Information
Molecular Weight:175.1824
Molecular Formula:C7H13NO4
InChIKey:YEJSPQZHMWGIGP-RXMQYKEDSA-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:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:32.0452
Molecular Formula:H4N2
InChIKey:OAKJQQAXSVQMHS-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:190.647
Molecular Formula:C7H7ClO2S
InChIKey:YYROPELSRYBVMQ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:49.0072
Molecular Formula:CNNa
InChIKey:RTVFYQXEHKQMKO-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:79.0999
Molecular Formula:C5H5N
InChIKey:Not Available
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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:149.029
Molecular Formula:C5H9Br
InChIKey:LOYZVRIHVZEDMW-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:41.0519
Molecular Formula:C2H3N
InChIKey:WEVYAHXRMPXWCK-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:142.218
Molecular Formula:C8H19Al
InChIKey:AZWXAPCAJCYGIA-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:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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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:112.922
Molecular Formula:CH3AlCl2
InChIKey:YSTQWZZQKCCBAY-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:39.9971
Molecular Formula:HNaO
InChIKey:HEMHJVSKTPXQMS-UHFFFAOYSA-M
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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:37.954
Molecular Formula:AlH4Li
InChIKey:OCZDCIYGECBNKL-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:56.1056
Molecular Formula:HKO
InChIKey:KWYUFKZDYYNOTN-UHFFFAOYSA-M
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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:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:82.1436
Molecular Formula:C6H10
InChIKey:HGCIXCUEYOPUTN-UHFFFAOYSA-N
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Compound Information
Molecular Weight:100.1589
Molecular Formula:C6H12O
InChIKey:Not Available
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Compound Information
Molecular Weight:198.3019
Molecular Formula:C12H22O2
InChIKey:KISVAASFGZJBCY-UHFFFAOYSA-N
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Compound Information
Molecular Weight:216.3172
Molecular Formula:C12H24O3
InChIKey:VASIFKMMXNGAGN-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:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:179.1495
Molecular Formula:C9H8O4
InChIKey:FNJSWIPFHMKRAT-UHFFFAOYSA-M
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Compound Information
Molecular Weight:166.1739
Molecular Formula:C9H10O3
InChIKey:CPWIWKDXZSJHHG-UHFFFAOYSA-N
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Compound Information
Molecular Weight:150.1745
Molecular Formula:C9H10O2
InChIKey:CRZQGDNQQAALAY-UHFFFAOYSA-N
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Compound Information
Molecular Weight:122.1644
Molecular Formula:C8H10O
InChIKey:WRMNZCZEMHIOCP-UHFFFAOYSA-N
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Compound Information
Molecular Weight:344.083
Molecular Formula:C11H20Br2O2
InChIKey:XRHFMODAJQYCQJ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:330.1
Molecular Formula:C11H22Br2O
InChIKey:XYZSWTZGRJFHST-UHFFFAOYSA-N
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Compound Information
Molecular Weight:216.2741
Molecular Formula:C11H20O4
InChIKey:OSYQOBUUFRGFNG-UHFFFAOYSA-N
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Compound Information
Molecular Weight:202.2906
Molecular Formula:C11H22O3
InChIKey:NFJQGHRDVMDLKM-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:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:117.1479
Molecular Formula:C8H7N
InChIKey:SUSQOBVLVYHIEX-UHFFFAOYSA-N
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Compound Information
Molecular Weight:121.1796
Molecular Formula:C8H11N
InChIKey:BHHGXPLMPWCGHP-UHFFFAOYSA-N
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Compound Information
Molecular Weight:139.238
Molecular Formula:C9H17N
InChIKey:PLZZPPHAMDJOSR-UHFFFAOYSA-N
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Compound Information
Molecular Weight:143.2697
Molecular Formula:C9H21N
InChIKey:FJDUDHYHRVPMJZ-UHFFFAOYSA-N
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