T32808
Thiophenol
97%
Sinónimos:
Benzenethiol, Phenyl mercaptan
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Fórmula lineal:
C6H5SH
Número CAS:
Peso molecular:
110.18
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-635-3
Beilstein/REAXYS Number:
506523
MDL number:
Assay:
97%
Servicio técnico
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Permítanos ayudarlevapor density
3.8 (vs air)
Quality Level
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
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.
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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
Clase de almacenamiento
3 - Flammable liquids
wgk
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
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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)
A ratiometric fluorescent probe for selective detection of thiophenol derivatives
Li F, et al.
Spectrochimica Acta Part A: Molecular Spectroscopy, 271, 120870-120870 (2022)