18773-93-8

Basic information

• Product Name: 1-ACETYL-1H-BENZOTRIAZOLE
• Synonyms: 1-BENZOTRIAZOL-1-YL-ETHANONE;1-ACETYL-1H-BENZOTRIAZOLE;1-ACETYLBENZOTRIAZOLE;1H-Benzotriazole, 1-acetyl- (6CI,7CI,8CI,9CI);N-Acetylbenzotriazole;1H-Benzotriazole, 1-acetyl-
• CAS NO: 18773-93-8
• Molecular Formula: C₈H₇N₃O
• Molecular Weight: 161.16
• Product Categories: ACETYLGROUP
• Mol File: 18773-93-8.mol
• Article Data: 22

Chemical Properties

• Melting Point: 46-50 °C
• Boiling Point: 305.8°Cat760mmHg
• Flash Point: 110 °C
• Appearance: /
• Density: 1.33g/cm³
• Vapor Pressure: 0.000805mmHg at 25°C
• Refractive Index: 1.667
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: -0.58±0.30(Predicted)
• CAS DataBase Reference: 1-ACETYL-1H-BENZOTRIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-ACETYL-1H-BENZOTRIAZOLE(18773-93-8)
• EPA Substance Registry System: 1-ACETYL-1H-BENZOTRIAZOLE(18773-93-8)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 18773-93-8(Hazardous Substances Data)

Usage

Uses

1-Acetyl-1H-benzotriazole can be used as a reactant for the preparation of: 1-aryl-1H-1,2,3-benzotriazoles by reacting with diaryliodonium salts via C-N activation reaction. N-substituted-2-((1- and 2-benzotriazolyl)methyl)-3-acrylates by treating with Baylis-Hillman acetate in the presence of K2CO3. Thioacids and thioamino acids by thiolysis in presence of sodium hydrosulfide (NaSH) in water.

InChI:InChI=1/C8H7N3O/c1-6(12)11-8-5-3-2-4-7(8)9-10-11/h2-5H,1H3

Upstream product

• 28539-02-8 1-Hydroxymethyl-1H-benzotriazole 
• 75-36-5 acetyl chloride 
• 7647-01-0 hydrogenchloride 
• 34801-09-7 N-(2-aminophenyl)acetamide 
• 101006-59-1 1-N-(1-ferrocenyl-1-methyl)ethylbenzotriazole 
• 7732-18-5 water 
• 101006-58-0 1-ferrocenylmethyl-1H-1,2,3-benzotriazole 
• 95-14-7 1,2,3-Benzotriazole 
• 2258-42-6 formyl acetic anhydride 
• 552-32-9 o-nitroacetanilide 
• 71-43-2 benzene 
• 30516-21-3 1-(1H-benzo[d][1,2,3]triazol-1-yl)-2-phenylethan-1-one 
• 4231-62-3 1-benzoyl-1H-benzotriazole 
• 64-19-7 acetic acid 

Downstream Products

• 95-14-7 1,2,3-Benzotriazole 
• 5391-39-9 1-acetylimidazolidin-2-one 
• 883-39-6 1-phenyl-1H-benzotriazole 
• 78766-51-5 1-(4-methylphenyl)-1H-benzo[d][1,2,3]triazole 
• 4953-10-0 1-(4-methoxyphenyl)-1H-benzo[d][1,2,3]triazole 
• 107625-14-9 1-(2-methylphenyl)-(1H)-benzo-1,2,3-triazole 
• 104093-43-8 1-(4-chlorophenyl)-1H-benzo[d][1,2,3]triazole 
• 104093-42-7 1-(2-chlorophenyl)-1H-benzo[d][1,2,3]triazole 
• 539-03-7 N-(4-chlorophenyl)acetamide 
• 103-84-4 Acetanilid 
• 1846-33-9 N-phenacylacetamide 

Relevant articles and documents

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Nickel-Catalyzed Reductive Cross-Coupling of N-Acyl and N-Sulfonyl Benzotriazoles with Diverse Nitro Compounds: Rapid Access to Amides and Sulfonamides

Herein we report a Ni-catalyzed reductive transamidation of conveniently available N-acyl benzotriazoles with alkyl, alkenyl, and aryl nitro compounds, which afforded various amides with good yields and a broad substrate scope. The same catalytic reaction conditions were also applicable for N-sulfonyl benzotriazoles, which could undergo smooth reductive coupling with nitroarenes and nitroalkanes to afford the corresponding sulfonamides.

Cu-catalyzed arylation of 1-acyl-1H-1,2,3-Benzotriazoles via C–N activation

An efficient copper-catalyzed arylation reaction of 1-acyl-1H-1,2,3-benzotriazoles with diaryliodonium salts via C–N activation is explored. The reaction is conducted regioselectively to form 1-aryl-1H-1,2,3-benzotriazoles in MeCN at 80 °C in the presence of cesium carbonate. 29 examples are given with the product yield of up to 84%. The probable reaction mechanism is proposed.

Substituent effects in solid-state assembly of activated benzotriazoles

Aromatic donor-acceptor stacking involving electron-rich π-donors and electron-deficient π-acceptors has been utilized in a broad spectrum of diverse applications to great effect. We report the discovery of unprecedented donor-acceptor stacking from a non