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T32808

Sigma-Aldrich

Thiophenol

97%

Sinónimos:

Benzenethiol, Phenyl mercaptan

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About This Item

Fórmula lineal:
C6H5SH
Número de CAS:
108-98-5
Peso molecular:
110.18
Beilstein/REAXYS Number:
506523
EC Number:
203-635-3
MDL number:
MFCD00004826
UNSPSC Code:
12352100
PubChem Substance ID:
24900127
NACRES:
NA.22

vapor density

3.8 (vs air)

Quality Level

100

vapor pressure

1.4 mmHg ( 20 °C)

assay

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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General description

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

Application

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.

signalword

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

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

122.0 °F - closed cup

flash_point_c

50 °C - closed cup

ppe

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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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3-Methylbenzenethiol 95%

Sigma-Aldrich

T28517

3-Methylbenzenethiol

4-(trifluoromethyl)thiophenol AldrichCPR

Sigma-Aldrich

CDS007567

4-(trifluoromethyl)thiophenol

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)
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)
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
Yi-Ge Zhou et al.
Chemical communications (Cambridge, England), 48(19), 2510-2512 (2012-01-27)
The use of particle-impact coulometry in identifying and quantifying nanoparticles tagged (or labelled) with electroactive molecules is demonstrated via the detection of 1,4-nitrothiophenol-tagged silver nanoparticles in aqueous dispersion at potentials more negative than -0.17 V (vs. Ag/AgCl, the reduction potential
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