T32808

Thiophenol

97%

• Synonym(s): Benzenethiol, Phenyl mercaptan
• Linear Formula: C₆H₅SH
• CAS Number: 108-98-5
• Molecular Weight: 110.18
• Beilstein/REAXYS Number: 506523
• EC Number: 203-635-3
• MDL number: MFCD00004826
• UNSPSC Code: 12352100
• PubChem Substance ID: 24900127
• NACRES: NA.22

Properties

• 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

Description

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.

Safety Information

• pictograms: GHS02,GHS06,GHS08,GHS05,GHS09
• signalword: Danger
• hcodes: H226,H300 + H310 + H330,H315,H318,H361,H410
• pcodes: P210 - P273 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• 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