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4-Chlorothiophenol

4-Chlorothiophenol

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Product Introduction

 
4-Chlorothiophenol Basic information
Product Name: 4-Chlorothiophenol
Synonyms: 4-Chlorothiophenol/4-Chlorobenzenethiol;4-Cyano-Acetophonene/4-CA;4-Chloro;4-Chlorothiophenol 99%;4-chlorthiophenol;PARA-CHLOROTHIOPHENOL;BENZENETHIOL,PARA-CHLORO-;4-CHLOROTHIOPENOL
CAS: 106-54-7
MF: C6H5ClS
MW: 144.62
EINECS: 203-408-9
Product Categories: Phenol&Thiophenol&Mercaptan;Phenoles and thiophenoles;Aromatic Phenols;K00001
Mol File: 106-54-7.mol
4-Chlorothiophenol Structure
 
4-Chlorothiophenol Chemical Properties
Melting point 49-51 °C(lit.)
Boiling point 205-207 °C(lit.)
density 1.1911
refractive index 1.5480
Fp >230 °F
storage temp. 2-8°C
solubility methanol: soluble
pka pK1:5.9 (25°C)
form Crystalline Solid
color White to almost white
Water Solubility insoluble
Sensitive Stench/Lachrymatory
BRN 605971
InChIKey VZXOZSQDJJNBRC-UHFFFAOYSA-N
CAS DataBase Reference 106-54-7(CAS DataBase Reference)
NIST Chemistry Reference Benzenethiol, 4-chloro-(106-54-7)
EPA Substance Registry System Benzenethiol, 4-chloro- (106-54-7)
 
Safety Information
Hazard Codes C
Risk Statements 22-34-36/37-20/21/22
Safety Statements 26-36/37/39-45-27
RIDADR UN 3261 8/PG 2
WGK Germany 3
RTECS DC1050000
F 9-13-23
Hazard Note Corrosive/Lachrymatory/Stench
TSCA Yes
HazardClass 8
PackingGroup III
HS Code 29309090
 
MSDS Information
Provider Language
4-Chlorothiophenol English
ACROS English
SigmaAldrich English
ALFA English
 
4-Chlorothiophenol Usage And Synthesis
Chemical Properties white to almost white crystalline solid
Uses Oil additives, agricultural chemicals, plasticizers, rubber chemical, dyes, wetting agents, and stabilizers.
Uses 4-Chlorothiophenol was used to modify poly(vinyl chloride) and to synthesize poly(vinyl chloride) with halogen groups.
Synthesis Reference(s) The Journal of Organic Chemistry, 27, p. 4455, 1962 DOI: 10.1021/jo01059a081
Synthetic Communications, 18, p. 575, 1988 DOI: 10.1080/00397918808064014
General Description 4-Chlorothiophenol undergoes oxidative coupling catalyzed by iron(III)-tetra phenyl prophyrin to form disulfides.
Hazard Toxic by ingestion.
Purification Methods Recrystallise the thiophenol from aqueous EtOH. The SMe ether has m 129o and the SEt ether has m 64o. [D'Sousa et al. J Org Chem 52 1720 1987, Beilstein 6 H 326, 6 I 149, 6 III 1034.]
 
4-Chlorothiophenol Preparation Products And Raw materials
Raw materials Sulfuric acid-->Chlorosulfonic acid-->Chlorobenzene
Preparation Products (5-CHLORO-1-BENZOTHIOPHEN-3-YL)METHYLAMINE-->(5-CHLORO-1-BENZOTHIOPHEN-3-YL)METHANOL-->3-(Bromomethyl)-5-chlorobenzo[b]thiophene-->5-CHLORO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID-->5-CHLORO-3-METHYLBENZO[B]THIOPHENE-2-SULFONAMIDE-->5-CHLORO-3-METHYLBENZO[B]THIOPHENE-2-SULFONYL CHLORIDE-->1-(5-CHLOROBENZO[B]THIOPHEN-3-YL)ETHANONE-->5-CHLORO-3-METHYLBENZO[B]THIOPHENE-->2-Chlorothioxanthone-->5-CHLOROBENZOTHIOPHENE-->CARBOPHENOTHION-->2-CHLORO-9-(3-(DIMETHYLAMINO)PROPYL)-TH&-->(4-CHLOROPHENYLTHIO)ACETONE-->CHLOROMETHYL 4-CHLOROPHENYL SULFIDE-->4-(4-CHLOROPHENYLTHIO)-3-NITROBENZALDEHYDE-->2-(4-chlorophenylthio)benzoic acid-->2-ACETYL-4'-CHLORO DIPHENYL SULFIDE-->4-CHLOROPHENYLSULFONYLACETONITRILE
 

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