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100-68-5 - Thioanisole, 99% - Methyl phenyl sulfide - A14846 - Alfa Aesar

A14846 Thioanisole, 99%

CAS 번호
100-68-5
동의어
Methyl phenyl sulfide

사이즈 가격 ($) 수량 재고 여부
25g 22.50
100g 38.10
500g 134.00
2500g 562.00
장바구니에 추가 대량 견적에 추가 항목 보기

Thioanisole, 99%

MDL
MFCD00008559
EINECS
202-878-2

화학적 특성

화학식
C7H8S
화학 식량
124.21
융점
-15°
비등점
188-189°
인화점
73°(163°F)
밀도
1.058
굴절률
1.5860
용해도
Miscible with most common organic solvents. Immiscible with water.

용도

Thioanisole is used as an intermediate in the preparation of dyes, pharmaceuticals and agrochemicals. It is also used to prepare stable sulfonium salts, sulfoxides and sufones. It is utilized for the cleavage of methyl ethers in association with triflic acid. It acts as a flavoring agent or an adjuvant. It is an important starting material for the synthesis of 3-substituted benzo[b]thiophenes.

참고

Incompatible with strong oxidizing agents.

참조 문헌

Monolithiation is thought to occur initially on the ring, but rearrangement then gives the more stable phenylthiomethyllithium: J. Org. Chem., 31, 4097 (1966); Tetrahedron Lett., 1961 (1977). Further metallation occurs at the ortho-position. See, e.g.: Tetrahedron, 46, 861 (1990). Demetallation and acylation is the basis of a route to 3-substituted benzo[b]thiophenes: Synthesis, 888 (1988):

Cation scavenger in the acidic deprotection of peptides; see, e.g.: Int. J. Pept. Prot. Res., 36, 255 (1990). See Appendix 6. The combination of the soft nucleophile thioanisole and the hard acid triflic acid has been used for the cleavage of methyl ethers, e.g. O-methyltyrosine, resistant to other methods: J. Chem. Soc., Chem. Commun., 971 (1979). The same conditions have been used for the cleavage of Cbz, Boc, benzyl and 4-methoxybenzyl protecting groups in peptide synthesis: Chem. Pharm. Bull., 28, 1214 (1980); 29, 600 (1981); J. Chem. Soc., Chem. Commun., 101 (1980); see also: Angew. Chem. Int. Ed., 33, 1729 (1994).

Trehoux, A.; Roux, Y.; Guillot, R.; Mahy, J. P.; Avenier, F. Catalytic oxidation of dibenzothiophene and thioanisole by a diiron(III) complex and hydrogen peroxide. J. Mol. Catal. A: Chem. 2015, 396, 40-46.

Li, S. L.; Xu, X.; Truhlar, D. G. Computational simulation and interpretation of the low-lying excited electronic states and electronic spectrum of thioanisole. Phys. Chem. Chem. Phys. 2015, 17 (31), 20093-20099.

GHS 해저드 및 주의 설명서

해저드 설명서 (EU): H227-H302-H315-H319-H317

Combustible liquid. Harmful if swallowed. Causes skin irritation. Causes serious eye irritation. May cause an allergic skin reaction.

주의 설명서: P210u-P261-P280a-P280a-P305+P351+P338-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Dispose of contents/container in accordance with local/regional/national/international regulations.

기타 참조

바일슈타인
1904179
위험 등급
9
포장 그룹
III
통합 관세 코드
2930.90
TSCA(독성물질규제법)"
Yes
RTECS(화학물질 독성 등록)
DA6200000

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