4-Chlorothiophenol

4-Chlorothiophenol Basic information
Product Name:4-Chlorothiophenol
Synonyms:4-Chlorothiophenol/4-Chlorobenzenethiol;4-Cyano-Acetophonene/4-CA;4-Chlorothiophenol 99%;4-chlorthiophenol;BENZENETHIOL,PARA-CHLORO-;4-CHLOROTHIOPENOL;4-Chlorobenzenethiol, 4-Chlorophenyl mercaptan;1-Chloro-4-mercaptobenzene
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
pkapK1:5.9 (25°C)
form Crystalline Solid
color White to almost white
Water Solubility insoluble
Sensitive Stench/Lachrymatory
BRN 605971
InChIKeyVZXOZSQDJJNBRC-UHFFFAOYSA-N
CAS DataBase Reference106-54-7(CAS DataBase Reference)
NIST Chemistry ReferenceBenzenethiol, 4-chloro-(106-54-7)
EPA Substance Registry SystemBenzenethiol, 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
9-13-23
Hazard Note Corrosive/Lachrymatory/Stench
TSCA Yes
HazardClass 8
PackingGroup III
HS Code 29309090
MSDS Information
ProviderLanguage
4-Chlorothiophenol English
SigmaAldrich English
ACROS English
ALFA English
4-Chlorothiophenol Usage And Synthesis
Chemical Propertieswhite to almost white crystalline solid
Uses4-Chlorothiophenol was used to modify poly(vinyl chloride) and to synthesize poly(vinyl chloride) with halogen groups.
UsesOil additives, agricultural chemicals, plasticizers, rubber chemical, dyes, wetting agents, and stabilizers.
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 Description4-Chlorothiophenol undergoes oxidative coupling catalyzed by iron(III)-tetra phenyl prophyrin to form disulfides.
HazardToxic by ingestion.
Purification MethodsRecrystallise 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.]
P,O-ChloroThiophenol 4-CHLORO-3-NITROBENZENESULFONIC ACID, SODIUM SALT Tetrachloroterephthalonitrile PENTACHLOROBENZENETHIOL ZINC SALT O-CHLOROTHIOPHENOL,2-CHLOROTHIOPHENOL / 2-CHLOROBENZENETHIOL,2-Chlorothiophenol 98%,ORTHO-CHLOROTHIOPHENOL,2-CHLOROTHIOPHENOL CHLOROMETHYL 4-CHLOROPHENYL SULFIDE 4-CHLORO-1,3-BENZENEDITHIOL Sulfenone ACID YELLOW 34 (C.I. 18890) Chlorophenyl 2-CHLORO-5-(FLUOROSULFONYL)BENZOIC ACID 2-PROPOXY-5-CHLOROTHIOPHENOL 2-AMINO-5-CHLOROTHIOPHENOL 3,4-DICHLOROTHIOPHENOL SODIUM THIOPHENOXIDE 4-CHLOROPHENYL 2-CHLORO-1,1,2-TRIFLUOROETHYL SULFONE 4-CHLOROPHENYL SULFOXIDE 4,4'-Dichlorodiphenyl sulfone

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