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882-33-7 - Diphenyl disulfide, 98% - Phenyl disulfide - A12586 - Alfa Aesar

A12586 Diphenyl disulfide, 98%

CAS 번호
882-33-7
동의어
Phenyl disulfide

사이즈 가격 ($) 수량 재고 여부
50g 37.70
250g 139.00
장바구니에 추가 대량 견적에 추가 항목 보기

Diphenyl disulfide, 98%

MDL
MFCD00003065
EINECS
212-926-4

화학적 특성

화학식
C12H10S2
화학 식량
218.34
융점
58-62°
비등점
310°
용해도
Insoluble in water.

용도

Diphenyl disulfide is one of the most popular organic disulfides used in organic synthesis. It is used as a reagent for the α-phenylsulfenylation of carbonyl compounds. It participates in hydrothiolation of alkynes via amine-mediated single electron transfer mechanism. It is the hydrolysis product of dyfonate.

참고

Stable under recommended storage conditions. Incompatible with oxidizing agents.

참조 문헌

Tsuyoshi Taniguchi; Tatsuya Fujii; Atsushi Idota; Hiroyuki Ishibashi. Reductive addition of the benzenethiyl radical to alkynes by amine-mediated single electron transfer reaction to diphenyl disulfide. Organic Letters. 2009, 11, (15)3298-3301

 

S.C.Mitchell; R.M.Nickson; E.R.Porter; W.F.Jackson; S.L.Preston; A.Q.Zhang. The fate of diphenyl sulphide, diphenyl sulphoxide and diphenyl sulphone in the rat. Drug Metabolism and Drug Interactions. 2000, 16, (3)191-206

Sulfenylation agent for enolates of ketones, esters or carboxylic acid dianions: J. Am. Chem. Soc., 95, 6840 (1973); 98, 4887 (1976); Chem. Rev., 78, 363 (1978). Oxidation to the sulfoxide and thermal elimination can be used for the conversion of ketones to enones via thermal sulfoxide elimination, less frequently used than the selenoxide route (cf preceding entry), due to the higher temperatures required.

Also sulfenylates organolithium reagents from, e.g. lithiated furans: J. Org. Chem., 46, 2473 (1981).

Alkyl halides under phase-transfer conditions give alkyl phenyl sulfides in good yields,: Synth. Commun., 12, 595 (1982), and alkenyl halides in the presence of CuI give alkenyl sulfides: Chem. Lett., 769 (1989).

For use as a catalyst in the photochemical cis-trans isomerization of olefins (used in the synthesis of the macrolide ricinelaidic acid lactone), see: Org. Synth. Coll., 7, 470 (1990).

GHS 해저드 및 주의 설명서

해저드 설명서 (EU): H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

주의 설명서: P280g-P305+P351+P338

Wear protective gloves. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

기타 참조

바일슈타인
639794
통합 관세 코드
2930.90
TSCA(독성물질규제법)"
Yes
RTECS(화학물질 독성 등록)
SS6825000

권장

  • A10173

    Trifluoromethanesulfonic acid, 98+%
  • A10221

    Imidazole, 99%
  • A10849

    Benzenesulfonyl chloride, 98%
  • A12197

    6-Mercaptopurine monohydrate, 98%
  • 11186

    Yttrium(III) acetate tetrahydrate, REacton®, 99.99% (REO)

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