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Merck
모든 사진(1)

주요 문서

T32808

Sigma-Aldrich

Thiophenol

97%

동의어(들):

Benzenethiol, Phenyl mercaptan

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About This Item

Linear Formula:
C6H5SH
CAS Number:
Molecular Weight:
110.18
Beilstein:
506523
EC Number:
MDL number:
UNSPSC 코드:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

3.8 (vs air)

Quality Level

vapor pressure

1.4 mmHg ( 20 °C)

분석

97%

refractive index

n20/D 1.588 (lit.)

bp

169 °C (lit.)

mp

−15 °C (lit.)

density

1.073 g/mL at 25 °C (lit.)

SMILES string

Sc1ccccc1

InChI

1S/C6H6S/c7-6-4-2-1-3-5-6/h1-5,7H

InChI key

RMVRSNDYEFQCLF-UHFFFAOYSA-N

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일반 설명

Thiophenol is an organosulfur compound used as an intermediate to produce polymers.

애플리케이션

Thiophenol can undergo:
  • Asymmetric Michael addition to diisopropyl maleate in the presence of a catalytic amount of cinchonine to form (s)-(−)-diisopropyl phenylthiosuccinate, which can be further converted to (R)-(+)-3,4-epoxy-1-butanol.
  • Regioselective and stereoselective 1,4-addition to alkenylidenecyclopropanes leading to endo- or cis-vinyl sulfide adducts, a key step in the synthesis of karahanaenone.
  • Diastereoselective addition to (S)-N-(α,β-unsaturated carbonyl)-γ-[(trityloxy)methyl]-γ-butyrolactams to form the corresponding β-(phenylthio)carboxylates.

신호어

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Flam. Liq. 3 - Repr. 2 - Skin Irrit. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point (°F)

122.0 °F - closed cup

Flash Point (°C)

50 °C - closed cup

개인 보호 장비

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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문서 라이브러리 방문

A ratiometric fluorescent probe for selective detection of thiophenol derivatives
Li F, et al.
Spectrochimica Acta Part A: Molecular Spectroscopy, 271, 120870-120870 (2022)
Diastereoselective Thiophenol Addition to (S)-N-. alpha.,. beta.-Unsaturated carbonyl-. gamma.-[(trityloxy) methyl]-. gamma.-butyrolactams.
Tomioka K, et al.
The Journal of Organic Chemistry, 60(19), 6188-6190 (1995)
Thiophenol additions to alkenylidenecyclopropanes. A novel synthesis of karahanaenone.
Cairns P M, et al.
Tetrahedron Letters, 23(13), 1405-1408 (1982)
Palladium-Catalyzed Regioselective Addition of Thiophenol to Conjugated Enynes. Efficient Syntheses of 2-(Phenylsulfinyl) and 2-(Phenylsulfonyl) 1, 3-Dienes.
Baeckvall J-E and Anna E
The Journal of Organic Chemistry, 59(20), 5850-5851 (1994)
Ki-Jeong Kim et al.
Scientific reports, 10(1), 2119-2119 (2020-02-09)
The surface morphology and electronic structure of hexagonal graphene onion rings (HGORs), a modified graphene structure, were investigated to confirm the possibility as an efficient catalyst when compared to graphene. After confirming the formation of HGORs with a smaller width

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Markovnikov and anti-Markovnikov alkene reactivity differences are discussed, highlighting challenges and catalytic advancements.

Self-assembled monolayers (SAMs) have diverse applications; article compares benefits of alkylthiolates on gold SAM systems.

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