2037-31-2

Basic information

• Product Name: 3-CHLOROTHIOPHENOL
• Synonyms: 3-CHLOROMERCAPTOBENZENE;3-CHLOROBENZENE-1-THIOL;3-CHLOROBENZENETHIOL;3-CHLOROTHIOPHENOL;M-CHLOROTHIOPHENOL;M-CHLOROBENZENETHIOL;M-CHLOROPHENYL MERCAPTAN;3-chloro-benzenethio
• CAS NO: 2037-31-2
• Molecular Formula: C₆H₅ClS
• Molecular Weight: 144.62
• EINECS: 218-010-0
• Product Categories: Phenol&Thiophenol&Mercaptan;Phenoles and thiophenoles
• Mol File: 2037-31-2.mol
• Article Data: 11

Chemical Properties

• Melting Point: 298.7-304.3 °C (decomp)
• Boiling Point: 110 °C30 mm Hg(lit.)
• Flash Point: 194 °F
• Appearance: Clear colorless to light yellow/Liquid
• Density: 1.245 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.335mmHg at 25°C
• Refractive Index: n20/D 1.6021(lit.)
• PKA: 5.83±0.10(Predicted)
• Sensitive: Stench/Lachrymatory
• BRN: 1854087
• CAS DataBase Reference: 3-CHLOROTHIOPHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 3-CHLOROTHIOPHENOL(2037-31-2)
• EPA Substance Registry System: 3-CHLOROTHIOPHENOL(2037-31-2)

Safety Data

• Hazard Codes: C,Xi
• Statements: 34-36/37-20/21/22-36/37/38
• Safety Statements: 23-26-36/37/39-45-27-36
• RIDADR: UN 1760 8/PG 2
• WGK Germany: 3
• TSCA: T
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 2037-31-2(Hazardous Substances Data)

Usage

Description

3-Chlorothiophenol, also known as 3-chlorobenzenethiol, is an organic compound with the chemical formula C6H4ClS. It is a clear colorless to light yellow liquid and has been studied for its transfer constant in the polymerization of methyl methacrylate.

Uses

Used in Chemical Synthesis:
3-Chlorothiophenol is used as a chemical intermediate for the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals. Its unique chemical structure allows it to be a versatile building block in the development of new molecules with potential applications in various industries.
Used in Polymerization Processes:
3-Chlorothiophenol is used as a catalyst or initiator in the polymerization of methyl methacrylate, a widely used monomer for producing polymethyl methacrylate (PMMA), commonly known as acrylic or Plexiglas. Its transfer constant in this process is an important parameter for optimizing the polymerization reaction and controlling the properties of the resulting polymer.
Used in Material Science:
3-Chlorothiophenol can be used in the development of new materials with specific properties, such as conductivity, magnetism, or optical characteristics. Its incorporation into polymers or other materials can lead to the creation of novel composites or coatings with improved performance in various applications, including electronics, sensors, and coatings.
Used in Analytical Chemistry:
3-Chlorothiophenol can be employed as a reagent or reference compound in analytical chemistry for the detection, quantification, or characterization of other compounds. Its unique chemical properties and reactivity can be leveraged to develop new analytical methods or improve existing ones, enhancing the sensitivity and selectivity of chemical analyses.

InChI:InChI=1/C6H5ClS/c7-5-2-1-3-6(8)4-5/h1-4,8H/p-1

Upstream product

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• 55975-72-9 Ethyl-3-chlorphenyl-Disulfid 
• 19742-92-8 bis(3-chlorophenyl) disulfide 
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Downstream Products

• 105971-75-3 bis((3-chlorophenyl)thio)methane 
• 4867-37-2 1-chloro-3-methylsulfanylbenzene 
• 13733-68-1 m-chlorobenzenesulfenyl chloride 
• 19742-92-8 bis(3-chlorophenyl) disulfide 
• 67438-08-8 S-(3-chlorophenyl) benzothioate 
• 51517-13-6 (3-chloro-phenyl)-(2-nitro-phenyl)-sulfide 
• 107821-31-8 1,2-bis-(3-chloro-phenylsulfanyl)-ethane 
• 57500-15-9 S-(3-chlorophenyl) ethanethioate 
• 105946-69-8 (4-chloro-2-nitro-phenyl)-(3-chloro-phenyl)-sulfide 
• 65023-99-6 4-(3-chloro-phenylsulfanyl)-benzo[4,5]furo[3,2-d]pyrimidine 
• 21552-38-5 [2,5-Dichloro-4-(3-chloro-phenylsulfanylthiocarbonylamino)-phenyl]-dithiocarbamic acid 3-chloro-phenyl ester 
• 180160-64-9 (m-Chlor-phenyl-mercapto)-acetaldehyd-diaethyl-acetal 
• 141358-10-3 4-(3-chlorophenylthio)benzoic acid 
• 107165-40-2 5-Chloro-2-(3-chlorophenylthio)acetophenone 

Relevant articles and documents

SINGLE-STEP SYNTHESIS METHOD OF ARYL THIOL AND APPLICATION THEREOF

The present invention relates to a single-step synthesis method of aryl thiol, and more specifically, to a method of synthesizing aryl thiol in a single-step by making aryl halide react with alkane dithiol in the presence of a transition metal catalyst. According to the present invention, a single-step synthesis method using the transition metal catalyst, the synthesis method which is capable of synthesizing aryl thiol from aryl halide at a high yield, can be provided. Various aryl halides may be applied to the synthesis method. Further, the synthesis method has advantages that an easily usable reagent may be used, operations are simple, and reactions can be performed under mild conditions. In addition, the synthesized aryl thiol may be used in the synthesis of advanced molecules such as diaryl sulfides and benzothiophenes.COPYRIGHT KIPO 2017

Copper(II)-Catalyzed Single-Step Synthesis of Aryl Thiols from Aryl Halides and 1,2-Ethanedithiol

A highly efficient transition metal-catalyzed single-step synthesis of aryl thiols from aryl halides has been developed employing copper(II) catalyst and 1,2-ethanedithiol. The key features are use of readily available reagents, a simple operation, and relatively mild reaction conditions. This new protocol shows a broad substrate scope with excellent functional group compatibility. A variety of aryl thiols are directly prepared from aryl halides in high yields. Furthermore, the aryl thiols are used in situ for the synthesis of more advanced molecules such as diaryl sulfides and benzothiophenes.

Kinetics and mechanism of the aminolysis of thiophenyl methylacetates in acetonitrile

The aminolysis of Z-thiophenyl methylacetates (C2H5C(double bond O)SC6H4Z) with X-benzylamines in acetonitrile has been investigated at 45 °C. The reaction is found to proceed by a stepwise mechanism in which the rate-determining step is the breakdown of the zwitterionic tetrahedral intermediate, T±, with possibly a hydrogen-bonded four-center-type transition state. These mechanistic conclusions are drawn based on (i) the large magnitude of βX (= 1.2 to approximately 2.5) and βz (= -0.9 to approximately -1.5), (ii) the normal kinetic isotope effects (kH/kD?1.2) involving deuterated benzylamines (XC6H4CH2ND2), (iii) a large positive ρxz (= 2.4) and (iv) adherence to the reactivity-selectivity principle in all cases. The extremely large βX (βnuc) values can be accounted for by the loss of a strong localized cationic charge on the N atom of benzylamines in the expulsion from the T±. The pKa° (≥10.0) is high due to a large ratio of the expulsion rates of the amine (k-a) to thiophenolate (kb) (k-a/kb) from the T±.