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  • 106-54-7 Structure
  • Basic information

    1. Product Name: 4-Chlorothiophenol
    2. 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-;
    3. CAS NO:106-54-7
    4. Molecular Formula: C6H5ClS
    5. Molecular Weight: 144.6187
    6. EINECS: 203-408-9
    7. Product Categories: Phenol&Thiophenol&Mercaptan;Phenoles and thiophenoles;Aromatic Phenols
    8. Mol File: 106-54-7.mol
    9. Article Data: 82
  • Chemical Properties

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

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

106-54-7 Usage

Description

4-Chlorothiophenol is a white to almost white crystalline solid that undergoes oxidative coupling catalyzed by iron(III)-tetra phenyl prophyrin to form disulfides. It is a chemical compound with the molecular formula C4H4ClS and is known for its various applications across different industries.

Uses

Used in Chemical Industry:
4-Chlorothiophenol is used as a chemical intermediate for the synthesis of various compounds, including poly(vinyl chloride) with halogen groups. It plays a crucial role in modifying poly(vinyl chloride) to enhance its properties and performance.
Used in Oil Industry:
In the oil industry, 4-Chlorothiophenol is utilized as an additive to improve the efficiency and performance of oil products. Its addition can lead to better lubrication, reduced wear, and increased stability of the oil.
Used in Agricultural Chemicals:
4-Chlorothiophenol is employed in the agricultural sector as a component in the formulation of various chemicals, such as pesticides and herbicides. Its incorporation can enhance the effectiveness of these chemicals in controlling pests and promoting crop growth.
Used in Plastics Industry:
As a plasticizer, 4-Chlorothiophenol is used to increase the flexibility, workability, and durability of plastics. It helps in reducing the brittleness and improving the overall performance of plastic materials.
Used in Rubber Industry:
In the rubber industry, 4-Chlorothiophenol is used as a rubber chemical to enhance the properties of rubber products. It can improve the elasticity, strength, and resistance to wear and tear of rubber materials.
Used in Dyes Industry:
4-Chlorothiophenol is utilized in the dyes industry as a component in the production of various types of dyes. Its presence can contribute to the color intensity, stability, and fastness of the dyes.
Used in Wetting Agents:
As a wetting agent, 4-Chlorothiophenol is used to reduce the surface tension of liquids, allowing them to spread more easily and wet surfaces more effectively. This property makes it useful in various applications, such as cleaning and coating processes.
Used in Stabilizers:
4-Chlorothiophenol is also used as a stabilizer in various industrial applications. It helps in preventing the degradation of materials, such as plastics and rubber, by inhibiting the effects of heat, light, and oxygen. This extends the lifespan and maintains the quality of the products.

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

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.]

Check Digit Verification of cas no

The CAS Registry Mumber 106-54-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 6 respectively; the second part has 2 digits, 5 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 106-54:
(5*1)+(4*0)+(3*6)+(2*5)+(1*4)=37
37 % 10 = 7
So 106-54-7 is a valid CAS Registry Number.
InChI:InChI=1/C6H5ClS/c7-5-1-3-6(8)4-2-5/h1-4,8H/p-1

106-54-7 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (B23838)  4-Chlorothiophenol, 97%   

  • 106-54-7

  • 25g

  • 260.0CNY

  • Detail
  • Alfa Aesar

  • (B23838)  4-Chlorothiophenol, 97%   

  • 106-54-7

  • 100g

  • 490.0CNY

  • Detail
  • Alfa Aesar

  • (B23838)  4-Chlorothiophenol, 97%   

  • 106-54-7

  • 500g

  • 1729.0CNY

  • Detail
  • Aldrich

  • (125237)  4-Chlorothiophenol  97%

  • 106-54-7

  • 125237-5G

  • 317.07CNY

  • Detail
  • Aldrich

  • (125237)  4-Chlorothiophenol  97%

  • 106-54-7

  • 125237-100G

  • 528.84CNY

  • Detail
  • Aldrich

  • (125237)  4-Chlorothiophenol  97%

  • 106-54-7

  • 125237-500G

  • 1,788.93CNY

  • Detail

106-54-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Chlorothiophenol

1.2 Other means of identification

Product number -
Other names Benzenethiol, 4-chloro-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:106-54-7 SDS

106-54-7Relevant articles and documents

-

Oae,Tsuchida

, p. 1283 (1972)

-

-

Fedor,Murty

, p. 8410,8411 (1973)

-

Novel synthesis method of chlorolucanthone

-

Paragraph 0029; 0031; 0034; 0036; 0039; 0041; 0044; 0046, (2020/10/21)

The invention discloses a novel synthesis method of chlorolucanthone, and belongs to the technical field of chemical engineering. The method comprises the following steps: firstly, adding a sodium hydrosulfide solution into a hydrogen sulfide generator, then dropwise adding an acid into the hydrogen sulfide generator, and guiding generated gas into a preheated pipeline reactor; pumping preheated p-dichlorobenzene into the pipeline reactor, reacting the p-dichlorobenzene with hydrogen sulfide gas, cooling a reaction product to obtain liquid and gas, and rectifying and purifying the liquid to obtain mercaptochlorobenzene; secondly, adding a reaction solvent and an alkali into a flask, stirring, adding mercaptochlorobenzene and o-chlorobenzoic acid, carrying out a reflux reaction, and carrying out aftertreatment after the reaction is finished so as to obtain an intermediate 2-carboxyl-4'-chlorodiphenyl sulfide; and finally, adding 2-carboxyl-4'-chlorodiphenyl sulfide into concentrated sulfuric acid, carrying out an intramolecular cyclization dehydration reaction, and purifying after the reaction is ended so as to obtain the target product. The method disclosed by the invention is simple and convenient to operate, mild in reaction condition, clean and environment-friendly, and high in product yield and purity.

Novel synthesis method for thiophenol derivative

-

Paragraph 0018; 0035-0037, (2019/04/30)

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.

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