782-55-8

Basic information

• Product Name: 3-(1H-BENZOIMIDAZOL-2-YL)-1,1,1-TRIFLUORO-PROPAN-2-ONE
• Synonyms: 3-(1H-BENZOIMIDAZOL-2-YL)-1,1,1-TRIFLUORO-PROPAN-2-ONE;CHEMBRDG-BB 6813684;3-(1H-benzimidazol-2-yl)-1,1,1-trifluoroacetone(SALTDATA: FREE);3-(1H-benzimidazol-2-yl)-1,1,1-trifluoroacetone
• CAS NO: 782-55-8
• Molecular Formula: C10H7F3N2O
• Molecular Weight: 228.17
• Product Categories: pharmacetical
• Mol File: 782-55-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 371.3°C at 760 mmHg
• Flash Point: 178.3°C
• Appearance: /
• Density: 1.444g/cm³
• Vapor Pressure: 1.04E-05mmHg at 25°C
• Refractive Index: 1.562
• CAS DataBase Reference: 3-(1H-BENZOIMIDAZOL-2-YL)-1,1,1-TRIFLUORO-PROPAN-2-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(1H-BENZOIMIDAZOL-2-YL)-1,1,1-TRIFLUORO-PROPAN-2-ONE(782-55-8)
• EPA Substance Registry System: 3-(1H-BENZOIMIDAZOL-2-YL)-1,1,1-TRIFLUORO-PROPAN-2-ONE(782-55-8)

Safety Data

• Hazardous Substances Data: 782-55-8(Hazardous Substances Data)

Usage

Description

3-(1H-Benzoimidazol-2-yl)-1,1,1-trifluoro-propan-2-one is a chemical compound with the molecular formula C11H8F3N3O. It is a ketone derivative featuring a trifluoromethyl group and a benzoimidazole ring. 3-(1H-BENZOIMIDAZOL-2-YL)-1,1,1-TRIFLUORO-PROPAN-2-ONE is recognized for its potential biological activities and is valued in medicinal chemistry for its ability to interact with biological targets. The presence of the trifluoromethyl group enhances its lipophilicity and metabolic stability, which is beneficial for its use as a synthetic intermediate in the pharmaceutical industry.

Uses

Used in Pharmaceutical Industry:
3-(1H-Benzoimidazol-2-yl)-1,1,1-trifluoro-propan-2-one is used as a building block in the synthesis of pharmaceuticals for its potential biological activities and interactions with biological targets. Its trifluoromethyl group contributes to the compound's lipophilicity and metabolic stability, making it a valuable synthetic intermediate in the development of new drugs.
Used in Agrochemical Industry:
In the agrochemical field, 3-(1H-Benzoimidazol-2-yl)-1,1,1-trifluoro-propan-2-one is utilized as a key component in the creation of agrochemicals. Its unique structure and properties allow it to be integrated into compounds that can address various agricultural needs, such as pest control and crop protection, leveraging its biological activity for effective and stable performance.

InChI:InChI=1/C10H7F3N2O/c11-10(12,13)8(16)5-9-14-6-3-1-2-4-7(6)15-9/h1-4H,5H2,(H,14,15)

Upstream product

• 95-54-5 1,2-diamino-benzene 
• 372-31-6 ethyl 4,4,4-trifluoroacetoacetate 
• 40657-29-2 1,1,1-trifluoro-4,4-diethoxy-3-buten-2-one 
• 615-15-6 2-Methyl-1H-benzimidazole 
• 407-25-0 trifluoroacetic anhydride 
• 372075-72-4 4,4-dichloro-1,1,1-trifluoro-3-buten-2-one 
• 444797-09-5 1,1,1-trifluoro-4,4-dibromo-3-buten-2-one 

Relevant articles and documents

Synthesis and properties of 2,2-dichlorovinyl trifluoromethyl ketone

Highly reactive 2,2-dichlorovinyl trifluoromethyl ketone was synthesized. Its reactions with N,N-and N,S-nucleophiles gave 1,3-thiazine, pyrazole, and imidazole derivatives containing a trifluoromethyl substituent.

Structure and properties of 2,2-dibromovinyl trifluoromethyl ketone

It was established by IR spectroscopy and quantum-chemical calculations along nonempirical DFT method in B3LYP version with the basis set 6-311 G(d,p) that 2,2-dibromovinyl trifluoromethyl ketone consisted of a mixture of s-cis planar conformer and s-tranx-form deviating from a plane by 13°, whereas the s-cis-form is more energetically stable than the s-trans one (ΔE -5.07 kcal mol-1). Also in 2,2-dibromo-vinyl methyl ketone the planar s-cis conformer is more stable. Chlorine-containing analogs, 2,2-dichlorovinyl trifluoromethyl ketone and 2,2-dichlorovinyl methyl ketone, are more stable in the planar s-trans-conformation. Charge distribution and polarization in the dibromovinyl ketones are analogous to those in dichlorovinyl ketones in agreement with the established reactivity of dibromovinyl trifluoromethyl ketone. By reaction of 2,2-dibromovinyl trifluoromethyl ketone with 2,4-dinitrophenyl-, alkylhydrazines, N,N-dimethylhydrazine, N,N-, N,O-, N,S-binucleophiles were respectively obtained hydrazone, derivatives of pyrazole, imidazole, oxazole, and 1,3-thiazine containing a trifluoromethyl group.

Trifluoroacetylation of methylpyridines and other methylazines: A convenient access to trifluoroacetonylazines

Treatment of methyl substituted azines, such as pyridine, pyrimidine, quinoline, oxazole, benzoxazole, benzimidazole, and benzothiazole, with trifluoroacetic anhydride in the presence of pyridine at room temperature gave the corresponding trifluoroacetonyl substituted azines in good yields.