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1666-13-3 - Diphenyl diselenide, 98% - Phenyl diselenide - A13919 - Alfa Aesar

A13919 Diphenyl diselenide, 98%

CAS 번호
1666-13-3
동의어
Phenyl diselenide

사이즈 가격 ($) 수량 재고 여부
5g 49.20
25g 154.00
100g 444.00
장바구니에 추가 대량 견적에 추가 항목 보기

Diphenyl diselenide, 98%

MDL
MFCD00003001
EINECS
216-780-2

화학적 특성

화학식
C12H10Se2
화학 식량
312.13
융점
61-63°
용해도
Soluble in water, ether.

용도

Diphenyl diselenide is used in the methoxyselenenylation of alkenes, dihydroxylation of double bonds, hydrothiolation of terminal alkynes. It is used in the synthesis of the unsymmetrical diorganyl selenides, 1-(phenylselenomethyl)vinyl selenides, allylic phenyl selenides.

참고

Store in a cool, dry, well-ventilated area. Store away from oxidizing agent, halogens, reducing agents.

참조 문헌

Akiya Ogawa; Hiroshi Yokoyama; Kazuyuki Yokoyama; Teruyuki Masawaki; Nobuaki Kambe; Noboru Sonoda. Photo-initiated addition of diphenyl diselenide to acetylenes. J. Org. Chem. 1991, 56 (19), 5721-5723.

Brindaban C. Ranu; Tanmay Mandal and Sampak Samanta. Indium(I) Iodide-Mediated Cleavage of Diphenyl Diselenide. An Efficient One-Pot Procedure for the Synthesis of Unsymmetrical Diorganyl Selenides. Org. Lett. 2003, 5 (9), 1439-1441.

Reagent for ɑ-phenylselenation of enolates. The products are readily oxidized to the selenoxides which undergo ambient temperature Cope-type elimination, providing a mild method for the introduction of ɑß-unsaturation into, e.g. ketones: J. Am. Chem. Soc., 97, 5434 (1975):

For a comprehensive review of the preparation of ɑß-unsaturated carbonyl compounds and nitriles by selenoxide elimination, see: Org. React., 44, 1 (1993). Compare also Phenyl­selenenyl­ bromide, A11906 and Phenyl­selenenyl­ chloride, A12751.

For introduction of the phenylseleno group by Michael addition, phenylselenol can be generated in situ by borohydride cleavage: Synthesis, 664 (1980).

Oxidation of diphenyl diselenide by persulfate in the absence of a nucleophilic counter-ion generates the phenylselenium cation, which adds to alkenes. Molecules with a suitably placed nucleophilic site (alkene, hydroxyl, carbonyl, carboxyl, etc.) can then undergo intramolecular cyclization: J. Org. Chem., 55, 429 (1990); J. Chem. Soc. Perkin 1, 1989 (1993); Synlett, 373 (1994):

For reviews of the application of organoselenium reagents in organic synthesis, see: Tetrahedron, 34, 1049 (1978); Acc. Chem. Res., 12, 22 (1979); 17, 28 (1984). Monograph: Organoselenium Chemistry, D. Liotta, ed., Wiley, N.Y. (1987).

GHS 해저드 및 주의 설명서

해저드 설명서 (EU): H301-H331-H373

Toxic if swallowed. Toxic if inhaled. May cause damage to organs through prolonged or repeated exposure.

주의 설명서: P260-P301+P310a-P304+P340-P311a-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. IF SWALLOWED: Immediately call a POISON CENTER/doctor IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Call a POISON CENTER/doctor. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

기타 참조

바일슈타인
2047179
위험 등급
6.1
포장 그룹
II
통합 관세 코드
2931.90
TSCA(독성물질규제법)"
Yes
RTECS(화학물질 독성 등록)
JM9152500

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최근에 본 것

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