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(−)(1S)-1-Phenylethyl Hydroperoxide and (+)(1R)-1-Phenylethyl Hydroperoxide

  1. Amol A. Kulkarni

Published Online: 16 SEP 2013

DOI: 10.1002/047084289X.rn01610

e-EROS Encyclopedia of Reagents for Organic Synthesis

e-EROS Encyclopedia of Reagents for Organic Synthesis

How to Cite

Kulkarni, A. A. 2013. (−)(1S)-1-Phenylethyl Hydroperoxide and (+)(1R)-1-Phenylethyl Hydroperoxide. e-EROS Encyclopedia of Reagents for Organic Synthesis. .

Author Information

  1. Howard University, Washington, DC, USA

Publication History

  1. Published Online: 16 SEP 2013

Chemistry Terms

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Abstract

original image

(−)(1S)-1-Phenylethyl Hydroperoxide

[116102-42-2] C8H10O2 (MW 138.16)

InChI = 1S/C8H10O2/c1-7(10-9)8-5-3-2-4-6-8/h2-7,9H,1H3/t7-/m0/s1

InChIKey = GQNOPVSQPBUJKQ-ZETCQYMHSA-N

original image

(+)(1R)-1-Phenylethyl Hydroperoxide

[78833-98-4] C8H10O2 (MW 138.16)

InChI = 1S/C8H10O2/c1-7(10-9)8-5-3-2-4-6-8/h2-7,9H,1H3/t7-/m1/s1

InChIKey = GQNOPVSQPBUJKQ-SSDOTTSWSA-N

(reagent used as an oxidant in wide array of reactions)

Physical Data: bp 250 °C (at 760 mm Hg); d 1.089 g cm−3.

Solubility: soluble in dichloromethane, carbon tetrachloride, and most organic solvents.

Form Supplied in: the reagents are not commercially available.

Purification: purified using silica gel flash column chromatography, elution with 1:9 ethyl acetate:hexanes.1

Handling, Storage, and Precautions: unknown, but like most alkyl hydroperoxides. PEHP should be stored cold (ca. 0 °C) in the absence of light in a container unlikely to shatter if there is pressure build up. Exposing concentrated solutions of PEHP to heat, acid, reducing agents, or transition metal salts should be avoided. Excess PEHP should be carefully decomposed by treatment with reducing agents such as aq. sodium sulfite, methyl sulfide, or triphenylphosphine.

Featured Compounds

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  1. 1 - 86
Compound Information
Molecular Weight:122.1644
Molecular Formula:C8H10O
InChIKey:WAPNOHKVXSQRPX-UHFFFAOYSA-N
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Compound Information
Molecular Weight:138.1638
Molecular Formula:C8H10O2
InChIKey:GQNOPVSQPBUJKQ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:106.165
Molecular Formula:C8H10
InChIKey:YNQLUTRBYVCPMQ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:138.1638
Molecular Formula:C8H10O2
InChIKey:GQNOPVSQPBUJKQ-ZETCQYMHSA-N
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Compound Information
Molecular Weight:122.1644
Molecular Formula:C8H10O
InChIKey:WAPNOHKVXSQRPX-SSDOTTSWSA-N
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Compound Information
Molecular Weight:124.1372
Molecular Formula:C7H8O2
InChIKey:LHGVFZTZFXWLCP-UHFFFAOYSA-N
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Compound Information
Molecular Weight:214.3028
Molecular Formula:C15H18O
InChIKey:ZXDHXGHBOCFERH-ZRDIBKRKSA-N
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Compound Information
Molecular Weight:230.3022
Molecular Formula:C15H18O2
InChIKey:NDWCGNVPEJEYCD-ZFWWWQNUSA-N
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Compound Information
Molecular Weight:230.3022
Molecular Formula:C15H18O2
InChIKey:NDWCGNVPEJEYCD-UKRRQHHQSA-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:41.0519
Molecular Formula:C2H3N
InChIKey:WEVYAHXRMPXWCK-UHFFFAOYSA-N
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Compound Information
Molecular Weight:208.2552
Molecular Formula:C15H12O
InChIKey:DQFBYFPFKXHELB-VAWYXSNFSA-N
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Compound Information
Molecular Weight:224.2546
Molecular Formula:C15H12O2
InChIKey:UQGMJZQVDNZRKT-GJZGRUSLSA-N
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Compound Information
Molecular Weight:224.2546
Molecular Formula:C15H12O2
InChIKey:UQGMJZQVDNZRKT-HUUCEWRRSA-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:92.1384
Molecular Formula:C7H8
InChIKey:YXFVVABEGXRONW-UHFFFAOYSA-N
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Compound Information
Molecular Weight:134.1751
Molecular Formula:C9H10O
InChIKey:OOCCDEMITAIZTP-QPJJXVBHSA-N
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Compound Information
Molecular Weight:150.1745
Molecular Formula:C9H10O2
InChIKey:PVALSANGMFRTQM-RKDXNWHRSA-N
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Compound Information
Molecular Weight:150.1745
Molecular Formula:C9H10O2
InChIKey:PVALSANGMFRTQM-IUCAKERBSA-N
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Compound Information
Molecular Weight:244.2021
Molecular Formula:C9H21O4V
InChIKey:DSGGJXAUQHKOGQ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:436.4587
Molecular Formula:C27H20N2O4
InChIKey:MQHQBOAJQNSUBN-UHFFFAOYSA-N
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Compound Information
Molecular Weight:154.229
Molecular Formula:C8H10OS
InChIKey:FEVALTJSQBFLEU-UHFFFAOYSA-N
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Compound Information
Molecular Weight:154.229
Molecular Formula:C8H10OS
InChIKey:FEVALTJSQBFLEU-JTQLQIEISA-N
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Compound Information
Molecular Weight:154.229
Molecular Formula:C8H10OS
InChIKey:FEVALTJSQBFLEU-SNVBAGLBSA-N
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Compound Information
Molecular Weight:170.229
Molecular Formula:C8H10O2S
InChIKey:YYDNBUBMBZRNQQ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:284.215
Molecular Formula:C12H28O4Ti
InChIKey:VXUYXOFXAQZZMF-UHFFFAOYSA-N
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Compound Information
Molecular Weight:153.823
Molecular Formula:CCl4
InChIKey:VZGDMQKNWNREIO-UHFFFAOYSA-N
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Compound Information
Molecular Weight:430.0392
Molecular Formula:C10H5F6IO4
InChIKey:PEZNEXFPRSOYPL-UHFFFAOYSA-N
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Compound Information
Molecular Weight:122.1644
Molecular Formula:C8H10O
InChIKey:WAPNOHKVXSQRPX-ZETCQYMHSA-N
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Compound Information
Molecular Weight:120.1485
Molecular Formula:C8H8O
InChIKey:KWOLFJPFCHCOCG-UHFFFAOYSA-N
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Compound Information
Molecular Weight:31.9988
Molecular Formula:O2
InChIKey:MHAJPDPJQMAIIY-UHFFFAOYSA-N
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Compound Information
Molecular Weight:86.1323
Molecular Formula:C5H10O
InChIKey:Not Available
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Compound Information
Molecular Weight:102.1317
Molecular Formula:C5H10O2
InChIKey:HJXAWVLTVYGIBH-UHFFFAOYSA-N
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Compound Information
Molecular Weight:206.1932
Molecular Formula:C8H14O6
InChIKey:MEBSSWGCHWMCKY-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:140.2227
Molecular Formula:C9H16O
InChIKey:BHMQPIJXSKLQKE-RMKNXTFCSA-N
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Compound Information
Molecular Weight:156.2221
Molecular Formula:C9H16O2
InChIKey:XCAGIGSRDNABAH-UHFFFAOYSA-N
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Compound Information
Molecular Weight:150.1745
Molecular Formula:C9H10O2
InChIKey:PVALSANGMFRTQM-UHFFFAOYSA-N
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Compound Information
Molecular Weight:210.2711
Molecular Formula:C15H14O
InChIKey:VDZJHCQPPWSRFX-UHFFFAOYSA-N
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Compound Information
Molecular Weight:226.2705
Molecular Formula:C15H14O2
InChIKey:KFUJDJACONISEU-UHFFFAOYSA-N
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Compound Information
Molecular Weight:148.2017
Molecular Formula:C10H12O
InChIKey:LLNAMUJRIZIXHF-VQHVLOKHSA-N
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Compound Information
Molecular Weight:164.2011
Molecular Formula:C10H12O2
InChIKey:ZXCJUHWLCBNLOX-UHFFFAOYSA-N
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Compound Information
Molecular Weight:146.1858
Molecular Formula:C10H10O
InChIKey:Not Available
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Compound Information
Molecular Weight:162.1852
Molecular Formula:C10H10O2
InChIKey:PJQWDBYGSUMUBT-XCBNKYQSSA-N
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Compound Information
Molecular Weight:162.1852
Molecular Formula:C10H10O2
InChIKey:PJQWDBYGSUMUBT-OIBJUYFYSA-N
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Compound Information
Molecular Weight:222.2818
Molecular Formula:C16H14O
InChIKey:SSXZWAYXQSKEMV-FMIVXFBMSA-N
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Compound Information
Molecular Weight:238.2812
Molecular Formula:C16H14O2
InChIKey:XMLFNFVRQZKLTI-HZPDHXFCSA-N
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Compound Information
Molecular Weight:238.2812
Molecular Formula:C16H14O2
InChIKey:XMLFNFVRQZKLTI-HOTGVXAUSA-N
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Compound Information
Molecular Weight:238.2812
Molecular Formula:C16H14O2
InChIKey:KJHHAPASNNVTSN-KPKJPENVSA-N
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Compound Information
Molecular Weight:254.2806
Molecular Formula:C16H14O3
InChIKey:GAMOPGGZIQWBEM-HZPDHXFCSA-N
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Compound Information
Molecular Weight:254.2806
Molecular Formula:C16H14O3
InChIKey:GAMOPGGZIQWBEM-HOTGVXAUSA-N
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Compound Information
Molecular Weight:287.151
Molecular Formula:C15H11BrO
InChIKey:QMHDTKUBDZUMNH-IZZDOVSWSA-N
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Compound Information
Molecular Weight:303.151
Molecular Formula:C15H11BrO2
InChIKey:JNLVEYCRYFQKCW-HUUCEWRRSA-N
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Compound Information
Molecular Weight:303.151
Molecular Formula:C15H11BrO2
InChIKey:JNLVEYCRYFQKCW-GJZGRUSLSA-N
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Compound Information
Molecular Weight:124.1803
Molecular Formula:C8H12O
InChIKey:SUIWRIPFUAFDJP-BQBZGAKWSA-N
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Compound Information
Molecular Weight:140.1797
Molecular Formula:C8H12O2
InChIKey:AQKZNTBBGPQPBG-RNFRBKRXSA-N
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Compound Information
Molecular Weight:140.1797
Molecular Formula:C8H12O2
InChIKey:AQKZNTBBGPQPBG-BQBZGAKWSA-N
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Compound Information
Molecular Weight:140.1797
Molecular Formula:C8H12O2
InChIKey:WLYUMBPDHPMKHM-BQBZGAKWSA-N
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Compound Information
Molecular Weight:140.1797
Molecular Formula:C8H12O2
InChIKey:WLYUMBPDHPMKHM-RNFRBKRXSA-N
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Compound Information
Molecular Weight:92.504
Molecular Formula:C2H6AlCl
InChIKey:JGHYBJVUQGTEEB-UHFFFAOYSA-M
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Compound Information
Molecular Weight:286.324
Molecular Formula:C20H14O2
InChIKey:PPTXVXKCQZKFBN-UHFFFAOYSA-N
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Compound Information
Molecular Weight:138.23
Molecular Formula:C8H10S
InChIKey:VHILIAIEEYLJNA-UHFFFAOYSA-N
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Compound Information
Molecular Weight:166.283
Molecular Formula:C10H14S
InChIKey:LXDBBXHXMUZFBP-UHFFFAOYSA-N
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Compound Information
Molecular Weight:182.283
Molecular Formula:C10H14OS
InChIKey:WNXVEFMOQSAQJV-LBPRGKRZSA-N
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Compound Information
Molecular Weight:182.283
Molecular Formula:C10H14OS
InChIKey:WNXVEFMOQSAQJV-GFCCVEGCSA-N
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Compound Information
Molecular Weight:198.282
Molecular Formula:C10H14O2S
InChIKey:DUJYZGXBCPOPDD-UHFFFAOYSA-N
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Compound Information
Molecular Weight:180.31
Molecular Formula:C11H16S
InChIKey:FUYIIAJEXUJNFA-UHFFFAOYSA-N
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Compound Information
Molecular Weight:196.309
Molecular Formula:C11H16OS
InChIKey:XSEXASPEOVXVNV-ZDUSSCGKSA-N
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Compound Information
Molecular Weight:196.309
Molecular Formula:C11H16OS
InChIKey:XSEXASPEOVXVNV-CYBMUJFWSA-N
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Compound Information
Molecular Weight:212.309
Molecular Formula:C11H16O2S
InChIKey:GQNSNCZNXFDRRL-UHFFFAOYSA-N
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Compound Information
Molecular Weight:154.229
Molecular Formula:C8H10OS
InChIKey:DQNSKXYRRRCKGH-UHFFFAOYSA-N
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Compound Information
Molecular Weight:170.229
Molecular Formula:C8H10O2S
InChIKey:XSFFUNMJITWEEA-NSHDSACASA-N
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Compound Information
Molecular Weight:170.229
Molecular Formula:C8H10O2S
InChIKey:XSFFUNMJITWEEA-LLVKDONJSA-N
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Compound Information
Molecular Weight:186.228
Molecular Formula:C8H10O3S
InChIKey:KAZUCVUGWMQGMC-UHFFFAOYSA-N
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Compound Information
Molecular Weight:169.201
Molecular Formula:C7H7NO2S
InChIKey:NEZGPRYOJVPJKL-UHFFFAOYSA-N
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Compound Information
Molecular Weight:185.2
Molecular Formula:C7H7NO3S
InChIKey:MLTFFVSGGPGNSP-LBPRGKRZSA-N
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Compound Information
Molecular Weight:185.2
Molecular Formula:C7H7NO3S
InChIKey:MLTFFVSGGPGNSP-GFCCVEGCSA-N
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Compound Information
Molecular Weight:201.2
Molecular Formula:C7H7NO4S
InChIKey:XONGBDXIFQIQBN-UHFFFAOYSA-N
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Compound Information
Molecular Weight:174.262
Molecular Formula:C11H10S
InChIKey:SSKUUDUKJMIOKQ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:190.262
Molecular Formula:C11H10OS
InChIKey:VBRDXOMJHRAPSU-ZDUSSCGKSA-N
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Compound Information
Molecular Weight:190.262
Molecular Formula:C11H10OS
InChIKey:VBRDXOMJHRAPSU-CYBMUJFWSA-N
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Compound Information
Molecular Weight:206.261
Molecular Formula:C11H10O2S
InChIKey:BNRKPIUZQHYIAL-UHFFFAOYSA-N
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Compound Information
Molecular Weight:160.32
Molecular Formula:C9H20S
InChIKey:AHCJTMBRROLNHV-UHFFFAOYSA-N
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Compound Information
Molecular Weight:176.32
Molecular Formula:C9H20OS
InChIKey:PVVATGNFHKTPTA-NSHDSACASA-N
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Compound Information
Molecular Weight:176.32
Molecular Formula:C9H20OS
InChIKey:PVVATGNFHKTPTA-LLVKDONJSA-N
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Compound Information
Molecular Weight:192.319
Molecular Formula:C9H20O2S
InChIKey:KCFYSLQCXGEOHC-UHFFFAOYSA-N
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