2207-32-1

Basic information

• Product Name: 5-CHLOROBENZO-2,1,3-THIADIAZOLE
• Synonyms: 5-CHLOROBENZO-2,1,3-THIADIAZOLE;5-CHLORO-2,1,3-BENZOTHIADIAZOLE;2,1,3-benzothiadiazole, 5-chloro-;5-chloropiazthiole;6-chloro-2,1,3-benzothiadiazole;5-Chlorobenzo[c][1,2,5]thiadiazole;5-Chlorobenzothiadiazole;NSC 139785
• CAS NO: 2207-32-1
• Molecular Formula: C₆H₃ClN₂S
• Molecular Weight: 170.62
• Product Categories: API intermediates
• Mol File: 2207-32-1.mol
• Article Data: 5

Chemical Properties

• Melting Point: 55-57°C
• Boiling Point: 248℃
• Flash Point: 104℃
• Appearance: /
• Density: 1.531
• Vapor Pressure: 0.039mmHg at 25°C
• Refractive Index: 1.71
• Storage Temp.: Room temperature.
• PKA: -0.73±0.36(Predicted)
• CAS DataBase Reference: 5-CHLOROBENZO-2,1,3-THIADIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-CHLOROBENZO-2,1,3-THIADIAZOLE(2207-32-1)
• EPA Substance Registry System: 5-CHLOROBENZO-2,1,3-THIADIAZOLE(2207-32-1)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-22
• Safety Statements: 26-36
• HazardClass: IRRITANT
• Hazardous Substances Data: 2207-32-1(Hazardous Substances Data)

Usage

General Description

5-CHLOROBENZO-2,1,3-THIADIAZOLE is a chemical compound with the molecular formula C7H4ClN3S. It is a heterocyclic compound containing a thiadiazole ring with a chlorine atom attached to the benzene ring. This chemical is often used in the synthesis of pharmaceuticals, agrochemicals, and materials science. It has been studied for its potential use as a building block for the development of new drugs and as a precursor in the production of dyes and pigments. 5-CHLOROBENZO-2,1,3-THIADIAZOLE has also been investigated for its properties as a corrosion inhibitor and as a potential component in the development of organic electronic materials.

InChI:InChI=1/C6H3ClN2S/c7-4-1-2-5-6(3-4)9-10-8-5/h1-3H

Upstream product

• 222851-56-1 N-phenylsulfinylamine 
• 95-83-0 4-Chloro-1,2-phenylenediamine 
• 108799-22-0 benzo[1,2,5]thiadiazole-5-sulfonic acid; barium salt 

Downstream Products

• 13315-65-6 4,5,6,7-Tetrachlor-2,1,3-benzothiadiazol 
• 1435520-79-8 3-(4-(benzo[c][1,2,5]thiadiazol-5-yloxy)phenyl)propanenitrile 
• 768-10-5 benzo[1,2,5]thiadiazol-5-ol 
• 1753-76-0 5-Methoxy-2,1,3-benzothiadiazol 
• 30536-19-7 4-amino-5-chloro-2,1,3-benzothiadiazole 
• 95-83-0 4-Chloro-1,2-phenylenediamine 
• 2274-89-7 5-chloro-4-nito-2,1,3-benzothiadiazole 

Relevant articles and documents

Chlorination of Low-Band-Gap Polymers: Toward High-Performance Polymer Solar Cells

Halogenation is an effective way to tune the energy levels of organic semiconducting materials. To date, fluorination of organic semiconducting materials to fabricate polymer solar cells (PSCs) has been used far more than chlorination; however, fluorine exchange reactions suffer from low yields and the resulting fluorinated polymer always comes with a higher price, which will greatly hinder their commercial applications. Herein, we designed and synthesized a series of chlorinated donor-acceptor (D-A) type polymers, in which benzo[1,2-b:4,5-b]dithiophene and chlorinated benzothiadiazole units are connected by thiophene π-bridges with an asymmetric alkyl chain. These chlorinated polymers showed deep highest occupied molecular orbital (HOMO) energy levels, which promoted the efficiency of their corresponding PSCs by increasing the device open circuit voltage. The asymmetric alkyl chain on the thiophene moieties gave the final polymer sufficient solubility for solution processing and strong π-π stacking in films allowed for high mobility. Although the introduction of a large Cl atom increased the torsion angle of the polymer backbone, the chlorinated polymers maintained a favorable backbone orientation in blend films for efficient PSC application. These factors contributed to respectable device performances from thick-film devices, which showed PCEs as high as 9.11% for a 250-nm-thick active layer. These results demonstrate that chlorination is a promising method to fine-tune the energy levels of conjugated polymers, and chlorinated benzothiadiazole may be a versatile building block in materials for efficient solar energy conversion.

Highly stable and bright fluorescent chlorinated polymer dots for cellular imaging

Chlorinated organic materials have drawn much attention and have been applied in various fields due to their intriguing properties such as easy accessibility with low cost, high capability to hold electron density, and “heavy-atom effect”. In this work, a

METHOD OF MANUFACTURING 3, 3' , 4, 4'-TETRAAMINOBIPHENYL

An object of the present invention is to provide an efficient method of manufacturing 3,3′,4,4′-tetraaminobiphenyl with a smaller number of steps. The manufacturing method of 3,3′,4,4′-tetraaminobiphenyl includes reacting the amino groups of a 4-halo-o-phenylenediamine with an inorganic sulfur compound to lead to a 5-halo-2,1,3-benzothiadiazole, subsequently coupling two molecules of the benzothiadiazole together to form a 5,5′-bis(2,1,3-benzothiadiazole) and then deprotecting the amino groups to yield 3,3′,4,4′-tetraaminobiphenyl.