50531-70-9

Basic information

• Product Name: 1-(ALPHA-CHLOROACETYL)-1H-BENZOTRIAZOLE
• Synonyms: 1-(α-chloroacetyl)-1h-benzotriazole;1-(1H-Benzo[d][1,2,3]triazol-1-yl)-2-chloroethanone
• CAS NO: 50531-70-9
• Molecular Formula: C₈H₆ClN₃O
• Molecular Weight: 195.61
• Mol File: 50531-70-9.mol
• Article Data: 4

Chemical Properties

• Melting Point: 97-101 °C(lit.)
• Boiling Point: 338.9±44.0 °C(Predicted)
• Appearance: /
• Density: 1.49±0.1 g/cm3(Predicted)
• PKA: -0.90±0.30(Predicted)
• CAS DataBase Reference: 1-(ALPHA-CHLOROACETYL)-1H-BENZOTRIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(ALPHA-CHLOROACETYL)-1H-BENZOTRIAZOLE(50531-70-9)
• EPA Substance Registry System: 1-(ALPHA-CHLOROACETYL)-1H-BENZOTRIAZOLE(50531-70-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 50531-70-9(Hazardous Substances Data)

Usage

General Description

1-(alpha-chloroacetyl)-1H-benzotriazole is a chemical compound with the molecular formula C9H6ClN3O. It is a benzotriazole derivative with a chloroacetyl group attached to the nitrogen atom. 1-(ALPHA-CHLOROACETYL)-1H-BENZOTRIAZOLE is mainly used as a stabilizer for polymers and coatings, providing protection against UV radiation and heat-induced degradation. It is also used in the synthesis of organic compounds and as an intermediate in the production of agrochemicals and pharmaceuticals. Additionally, 1-(alpha-chloroacetyl)-1H-benzotriazole has been identified as a potential environmental contaminant and its presence and impact on ecosystems are being studied.

Upstream product

• 95-14-7 1,2,3-Benzotriazole 
• 79-04-9 chloroacetyl chloride 

Relevant articles and documents

Design, synthesis, and antipoliferative activities of novel substituted imidazole-thione linked benzotriazole derivatives

A new series of benzotriazole moiety bearing substituted imidazol-2-thiones at N1 has been designed, synthesized and evaluated for in vitro anticancer activity against the different cancer cell lines MCF-7(breast cancer), HL-60 (Human promyelocytic leukemia), and HCT-116 (colon cancer). Most of the benzotriazole analogues exhibited promising antiproliferative activity against tested cancer cell lines. Among all the synthesized compounds, BI9 showed potent activity against the cancer cell lines such as MCF-7, HL-60 and HCT-116 with IC50 3.57, 0.40 and 2.63 μM, respectively. Compound BI9 was taken up for elaborate biological studies and the HL-60 cells in the cell cycle were arrested in G2/M phase. Compound BI9 showed remarkable inhibition of tubulin polymerization with the colchicine binding site of tubulin. In addition, compound BI9 promoted apoptosis by regulating the expression of pro-apoptotic protein BAX and anti-apoptotic proteins Bcl-2. These results provide guidance for further rational development of potent tubulin polymerization inhibitors for the treatment of cancer.

A facile and efficient method for the selective deacylation of N-arylacetamides and 2-chloro-Narylacetamides catalyzed by SOCl2

Thionyl chloride efficiently and selectively promoted the deacylation of N-arylacetamides and 2-chloro-N-arylacetamides, under anhydrous conditions, without effecting the ester group, aminosulfonyl group, or benzyloxyamide group. This method, which has been successfully applied to a variety of substrates including different N-arylacetamides and 2-chloro-N-arylacetamides, has the attractive advantages of inexpensive reagents, satisfactory selectivity, excellent yields, short reaction time, and convenient workup. This new method can probably be used to selectively deacylate between aromatic amides and alkyl amides. Springer Science+Business Media B.V. 2011.