54187-96-1

Basic information

• Product Name: 1-(CHLOROMETHYL)-1H-BENZOTRIAZOLE
• Synonyms: BUTTPARK 84\02-49;1-(CHLOROMETHYL)-1H-BENZOTRIAZOLE;1-(Chloromethyl)-1H-bezotriazole;Chloromethylbezotriazole;1-(CHLOROMETHYL)-1H-BENZOTRIAZOLE 98+%;1-(Chloromethyl)benzotriazole;1-(Chloromethyl)-1H-benzotriazole 98%;1-(Chloromethyl)-1H-benzotriazole
• CAS NO: 54187-96-1
• Molecular Formula: C₇H₆ClN₃
• Molecular Weight: 167.6
• Product Categories: BenzotriazolesSynthetic Reagents;C-C Bond Formation;Halogenated Heterocycles;Heterocyclic Building Blocks;Others
• Mol File: 54187-96-1.mol

Chemical Properties

• Melting Point: 136-139 °C(lit.)
• Boiling Point: 305.9°C at 760 mmHg
• Flash Point: 138.8°C
• Appearance: /
• Density: 1.42g/cm³
• Vapor Pressure: 0.00144mmHg at 25°C
• Refractive Index: 1.678
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 1.13±0.30(Predicted)
• CAS DataBase Reference: 1-(CHLOROMETHYL)-1H-BENZOTRIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(CHLOROMETHYL)-1H-BENZOTRIAZOLE(54187-96-1)
• EPA Substance Registry System: 1-(CHLOROMETHYL)-1H-BENZOTRIAZOLE(54187-96-1)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 54187-96-1(Hazardous Substances Data)

Usage

Uses

1. Used in Organic Synthesis:
1-(Chloromethyl)-1H-Benzotriazole is used as a reactant for the synthesis of various organic compounds due to its reactivity and functional group compatibility. It serves as a building block in the creation of complex organic molecules.
2. Used in Gewald Cyclocondensation Reactions:
In Gewald cyclocondensation reactions, 1-(Chloromethyl)-1H-Benzotriazole is used as a reactant to form N-(benzotriazol-1-ylmethyl) heterocycles by reacting with nitrogen heterocycles. This application is significant for the development of novel heterocyclic compounds with potential applications in various fields.
3. Used in the Synthesis of Palladium Complexes:
1-(Chloromethyl)-1H-Benzotriazole is utilized in the synthesis of palladium complexes, which are essential catalysts for C-C coupling reactions, such as Heck and Suzuki-Miyaura reactions. These reactions are crucial in the formation of carbon-carbon bonds, a fundamental aspect of organic chemistry and the construction of complex organic molecules.
4. Used in the Synthesis of 2,3-Disubstituted Benzofurans:
In the synthesis of 2,3-disubstituted benzofurans, 1-(Chloromethyl)-1H-Benzotriazole is used by treating with o-hydroxyphenyl ketones. This application highlights its versatility in organic synthesis and its ability to contribute to the formation of diverse chemical structures.
Overall, 1-(Chloromethyl)-1H-Benzotriazole is a valuable compound in the field of organic chemistry, with applications spanning from the synthesis of complex organic molecules to the development of novel catalysts for C-C coupling reactions. Its unique structure and reactivity make it a versatile tool for chemists and researchers in various industries.

InChI:InChI=1/C7H6ClN3/c8-5-11-7-4-2-1-3-6(7)9-10-11/h1-4H,5H2

Upstream product

• 28539-02-8 1-Hydroxymethyl-1H-benzotriazole 
• 95-14-7 1,2,3-Benzotriazole 
• 50-00-0 formaldehyd 
• 75-09-2 dichloromethane 
• 95-54-5 1,2-diamino-benzene 

Downstream Products

• 5472-71-9 1-(4-morpholinomethyl)-1H-benzotriazole 
• 13351-73-0 1-methyl-1H-benzo[d][1,2,3]triazole 
• 19213-23-1 1-((pyrrolidin-1-yl)methyl)-1H-benzo[d][1,2,3]triazole 
• 16584-05-7 1-ethylbenzotriazole 
• 142087-17-0 1-<(2,5-dimethylphenyl)methyl>benzotriazole 
• 123622-04-8 benzotriazolylmethyl phenethyl ether 
• 100726-41-8 (1H-benzo[d][1,2,3]triazol-1-yl)methyl benzoate 
• 123622-05-9 1-(4-methoxyphenoxy)methyl-1H-benzotriazole 
• 111198-08-4 1-(cyanomethyl)benzotriazole 
• 4706-43-8 1-benzyl-1H-benzotriazole 
• 88064-00-0 1-[(1H-benzotriazol-1-yl)methyl]-1H-benzotriazole 
• 71878-80-3 1-(methoxymethyl)-1H-benzotriazole 
• 111198-02-8 1-(phenoxymethyl)-1H-benzo[d][1,2,3]triazole 
• 111198-05-1 1-(phenylsulphonylmethyl)benzotriazole 

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