106-54-7

Basic information

• Product Name: 4-Chlorothiophenol
• Synonyms: Benzenethiol,p-chloro- (6CI,7CI,8CI);1-Chloro-4-mercaptobenzene;4-Chlorophenylmercaptan;4-Chlorobenzenethiol;4-Mercaptophenyl chloride;NSC 18714;NSC 229564;p-Chlorobenzenethiol;p-Chlorophenylmercaptan;p-Chlorophenylthiol;p-Chlorothiophenol;p-Mercaptochlorobenzene;Benzenethiol, 4-chloro-
• CAS NO: 106-54-7
• Molecular Formula: C₆H₅ClS
• Molecular Weight: 144.6187
• EINECS: 203-408-9
• Product Categories: Phenol&Thiophenol&Mercaptan;Phenoles and thiophenoles;Aromatic Phenols
• Mol File: 106-54-7.mol
• Article Data: 82

Chemical Properties

• Melting Point: 49-53℃
• Boiling Point: 206.8 °C at 760 mmHg
• Flash Point: 78.6 °C
• Appearance: white to almost white crystalline solid
• Density: 1.268 g/cm³
• Vapor Pressure: 0.335mmHg at 25°C
• Refractive Index: 1.5480
• Storage Temp.: 2-8°C
• Solubility: methanol: soluble
• PKA: pK1:5.9 (25°C)
• Water Solubility: insoluble
• BRN: 605971
• CAS DataBase Reference: 4-Chlorothiophenol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chlorothiophenol(106-54-7)
• EPA Substance Registry System: 4-Chlorothiophenol(106-54-7)

Safety Data

• Hazard Codes: C:Corrosive
• Statements: R22:; R34:
• Safety Statements: S26:; S36/37/39:; S45:
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• RTECS: DC1050000
• F: 9-13-23
• TSCA: Yes
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 106-54-7(Hazardous Substances Data)

Usage

Chemical Properties

white to almost white crystalline solid

Uses

Different sources of media describe the Uses of 106-54-7 differently. You can refer to the following data:
1. Oil additives, agricultural chemicals, plasticizers, rubber chemical, dyes, wetting agents, and stabilizers.
2. 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/jo01059a081Synthetic 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.]

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

Upstream product

• 873-77-8 (4-chlorphenyl)magnesium bromide 
• 110-85-0 piperazine 
• 15151-78-7 ethyl S-(4-chlorophenyl) thiolcarbonate 
• 21021-60-3 S-acetyl-4-chlorothiophenol 
• 7304-69-0 4-chlorophenyl-S-(N,N-dimethylthiocarbamate) 
• 14366-73-5 2-chloroethyl 4-chlorophenyl sulfide 
• 14366-66-6 1-chloro-4-[(3-chloropropyl)thio]benzene 
• 65399-20-4 S-(4-chlorophenyl) 3-oxobutanethioate 
• 97936-26-0 N-Benzothiazol-2-yl-2-(4-chloro-phenylsulfanyl)-nicotinamide 
• 3405-88-7 (4-chlorophenylthio)acetic acid 
• 873399-21-4 (4-chloro-phenylsulfanyl)-pyruvic acid 
• 75-15-0 carbon disulfide 
• 7732-18-5 water 
• 2028-74-2 p-chlorobenzenediazonium chloride 

Downstream Products

• 4906-35-8 S-(4-chlorophenyl) benzothioate 
• 14366-67-7 1-(3-(4-chlorophenylthio)propylthio)-4-chlorobenzene 
• 52377-68-1 ethyl 2-(p-chlorophenylthio)acetate 
• 101423-68-1 1,4-dithio-succinic acid S,S'-bis-(4-chloro-phenyl ester) 
• 6631-87-4 N-[(4-chloro-phenylsulfanyl)-methyl]-4-nitro-aniline 
• 6764-10-9 4-chlorophenyl 2-nitrophenyl sulfide 
• 56421-91-1 S-(4-chlorophenyl) 2-methylpropanethioate 
• 57641-34-6 1,3-bis-(4-chloro-phenylsulfanyl)-acetone 
• 956-65-0 3-chloro-N-[(4-chloro-phenylsulfanyl)-methyl]-aniline 
• 6310-27-6 3-[(4-chlorophenyl)sulfanyl]propanoic acid 
• 6178-24-1 (4-chloro-phenyl)-(4-chloro-cis-styryl)-sulfide 
• 6510-80-1 (4-chloro-phenyl)-(4-chloro-trans-styryl)-sulfide 
• 26974-28-7 benzenethiosulfinic acid S-(4-chloro-phenyl ester) 
• 121955-59-7 toluene-4-thiosulfinic acid S-(4-chloro-phenyl ester) 

Relevant articles and documents

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High-performance sono/nano-catalytic system: Fe3O4?Pd/CaCO3-DTT core/shell nanostructures, a suitable alternative for traditional reducing agents for antibodies

Herein, a novel heterogeneous nanoscale reducing agent for antibody cleavage, made of iron oxide nanoparticles, silica network, palladium on calcium carbonate (10%), and dithiothreitol (Fe3O4?Pd/CaCO3-DTT), is presented as a substantial alternative for traditional homogeneous analogues. Conventionally, antibody fragmentation is accomplished using reducing agents and proteases that digest or cleave certain portions of the immunoglobulin protein structure to provide active thiol sites for drug tagging aims. Then, dialysis process is needed to separate excess chemical structures and purify the reduced antibody. In this work, we have made an effort to design a suitable heterogeneous tool for protein cleavage and skip the dialysis process for purification of the reduced antibody. In this regard, firstly, various preparation methods including microwave irradiation, reflux and ultrasonication have been precisely compared, and it has been proven that the best result is obtained through 10 min ultrasound (US) irradiation using an US bath with 50 KHz frequency and 200 W L?1 power density. Then, all the necessary structural analyses have been done and thoroughly interpreted for the final product. Afterward, the catalytic performance of Fe3O4?Pd/CaCO3-DTT nanoscale system in the presence of US waves (50 KHz, 200 W) has been monitored using some disulphide derivatives. The NPs could be conveniently separated from the mixture through their substantial paramagnetic property. Thus, dialysis process in which various types of membranes are used is practically jumped after the reduction process. In this work, this is clearly demonstrated that there is a constructive synergistic effect between US waves and prepared Fe3O4?Pd/CaCO3-DTT nanoscale reducing agent. Ultimately, trastuzumab (anti HER-2) antibody has been used to test the performance of the prepared Fe3O4?Pd/CaCO3-DTT NPs in a real protein reduction reaction.

Novel synthesis method for thiophenol derivative

The invention discloses a novel synthesis method for a thiophenol derivative, and belongs to the technical field of synthesis. The method comprises the steps that a diphenyl sulfide derivative of thegeneral formula II and hydrogen sulfate are adopted as raw materials, a tubular reactor is used as a reactor, and an equimolar quantitative reaction is performed under the normal pressure and the temperature of 330-350 DEG C to synthesize the thiophenol derivative of the general formula I. By adopting the method, the raw material utilization rate can reach 100%, no solvent or catalyst needs to beadopted in the reaction, the reaction temperature is low, and the product yield and purity are high.