4-chlorobenzene-1-thiol

• ChemBase ID: 89808
• Molecular Formular: C6H5ClS
• Molecular Mass: 144.6219
• Monoisotopic Mass: 143.98004884
• SMILES: Sc1ccc(cc1)Cl
• Canonical SMILES: Sc1ccc(cc1)Cl
• InChI: InChI=1S/C6H5ClS/c7-5-1-3-6(8)4-2-5/h1-4,8H
• InChIKey: VZXOZSQDJJNBRC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-chlorobenzene-1-thiol
• IUPAC Traditional name: 4-chlorobenzenethiol
• Synonyms: 4-Chlorobenzenethiol; 4-Chlorophenyl mercaptan; 4-Chlorothiophenol; 4-Chlorobenzenethiol; 4-Chlorothiophenol 99%; 4-氯苯硫酚; 对氯苯硫醇; 4-氯硫代苯酚; 对氯苯硫酚

Database IDs

• CAS Number: 106-54-7
• EC Number: 203-408-9
• MDL Number: MFCD00004847
• Beilstein Number: 605971
• PubChem SID: 24847657; 162076664
• PubChem CID: 7815

CALCULATED PROPERTIES

• Acid pKa: 5.4647775
• H Acceptors: 0
• H Donor: 1
• LogD (pH = 5.5): 2.368801
• LogD (pH = 7.4): 1.356435
• Log P: 2.6704977
• Molar Refractivity: 38.8726 cm^3
• Polarizability: 15.225607 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 48-52°C; 48-52°C; 49-51 °C(lit.)
• Boiling Point: 205-207 °C(lit.); 205-207°C; 205-207°C
• Flash Point: 177.8 °F; 81 °C; 81°C; 81°C(177°F)

Safety Information

• Storage Warning: Air Sensitive; Corrosive/Harmful/Lachrymatory/Stench/Air Sensitive/Store under Argon/Keep Cold
• RTECS: DC1050000
• European Hazard Symbols: Corrosive (C); X
• UN Number: 3261; UN1759
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; III
• Risk Statements: 22-34
• Safety Statements: 20-26-36/37/39-45; 26-36/37/39-45
• TSCA Listed: 是
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H314; H314-H318-H302
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3261 8/PG 2

Product Information

• Purity: 97%
• Linear Formula: ClC6H4SH

DETAILS

Sigma Aldrich - 125237

Packaging
5, 100, 500 g in glass bottle
Application
Reactant involved in:
• Oxidation to disulfides using cobalt-salen catalysts and air oxidizing agents1
• Thiourea-catalyzed sulfa-Michael addition to acryloyloxazolidinones2
• Pummerer-type cyclization3
• C-H Activation and C-S cross-coupling with heterocycles4
• Allylic sulfenylation with allylic carbonates5
• Lewis acid-catalyzed electrophilic ring-opening reactions of 2-aryl-3,4-dihydropyrans6