2003-14-7

Basic information

• Product Name: 3-(TRIFLUOROMETHYL)PHENYLACETYL CHLORIDE
• Synonyms: 3-(TRIFLUOROMETHYL)PHENYLACETYL CHLORIDE;2-(3-(TRIFLUOROMETHYL)PHENYL)ACETYL CHLORIDE;3-(2-Chloro-2-oxoethyl)benzotrifluoride
• CAS NO: 2003-14-7
• Molecular Formula: C₉H₆ClF₃O
• Molecular Weight: 222.59
• Mol File: 2003-14-7.mol
• Article Data: 27

Chemical Properties

• Boiling Point: 220.7±40.0 °C(Predicted)
• Appearance: /
• Density: 1.355±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 3-(TRIFLUOROMETHYL)PHENYLACETYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(TRIFLUOROMETHYL)PHENYLACETYL CHLORIDE(2003-14-7)
• EPA Substance Registry System: 3-(TRIFLUOROMETHYL)PHENYLACETYL CHLORIDE(2003-14-7)

Safety Data

• Hazard Codes: C
• Hazardous Substances Data: 2003-14-7(Hazardous Substances Data)

Usage

General Description

3-(Trifluoromethyl)phenylacetyl chloride, also known as 3-(Trifluoromethyl)benzoyl chloride, is a chemical compound with the formula C9H6ClF3O. It is a colorless to pale yellow liquid with a pungent odor, and is primarily used in the synthesis of various pharmaceutical and agrochemical products. It is a versatile intermediate in organic synthesis, and is commonly employed in the production of herbicides, insecticides, and fungicides. It is also used in the manufacture of dyes, perfumes, and other specialty chemicals. In addition, 3-(Trifluoromethyl)phenylacetyl chloride is a valuable reagent in the preparation of various benzoyl derivatives through acylation reactions, making it an important compound in the field of organic chemistry.

Upstream product

• 79-37-8 oxalyl dichloride 
• 351-35-9 3-(trifluoromethyl)phenylacetic acid 

Downstream Products

• 142437-72-7 N-hydroxy-N-methyl<3-(trifluoromethyl)phenyl>acetamide 
• 115642-90-5 1-(2-Pyrrolidin-1-ylmethyl-piperidin-1-yl)-2-(3-trifluoromethyl-phenyl)-ethanone 
• 132741-20-9 Bromo-(3-trifluoromethyl-phenyl)-acetyl chloride 
• 360772-94-7 N-naphthalen-1-yl-2-(3-trifluoromethyl-phenyl)-acetamide 
• 57552-38-2 2-{[3-(trifluoromethyl)phenyl]acetyl}hydrazinecarbothioamide 
• 1225448-86-1 4-hydroxy-3-(3-trifluoromethylphenyl)pyrano[3,2-b]pyridin-2-one 
• 1147504-68-4 N-(4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-7-yloxy)phenyl)-2-(3-trifluoromethylphenyl)acetamide 
• 1192261-29-2 4-[(8-oxy-quinolinyl-5-amino)carbonyl-methyl-(3-trifluoromethyl-phenyl)]-pyridin-5,6-imidazolone 
• 1004531-47-8 C₁₉H₁₆F₃NO₃ 

Relevant articles and documents

CEPHALOSPORIN CIPROFLOXACIN HYBRID COMPOUNDS

A compound of formula (Ia) and related aspects.

Palladium-Catalyzed 2-(Neopentylsulfinyl)aniline Directed C–H Acetoxylation and Alkenylation of Arylacetamides

The 2-(neopentylsulfinyl)aniline directing group that promotes rapid palladium-catalyzed C–H acetoxylation and alkenylation of arylacetamides has been developed. The acetoxylation reaches completion within only 40 min at 100 °C and leads to the bis-functionalized products. Alternatively, the reaction can be carried out at room temperature, which is beneficial for sensitive substrates. For the alkenylation, we have developed a protocol in which easily available 1-substituted cyclopropanols were employed as equivalents of vinyl ketones.

Phosphonic acid analogs of fluorophenylalanines as inhibitors of human and porcine aminopeptidases N: Validation of the importance of the substitution of the aromatic ring

A library of phosphonic acid analogs of phenylalanine substituted with fluorine, chlorine and trifluoromethyl moieties on the aromatic ring was synthesized and evaluated for inhibitory activity against human (hAPN) and porcine (pAPN) aminopeptidases. Fluorogenic screening indicated that these analogs are micromolar or submicromolar inhibitors, both enzymes being more active against hAPN. In order to better understand the mode of the action of the most active compounds, molecular modeling was used. It confirmed that aminophosphonic portion of the enzyme is bound nearly identically in the case of all the studied compounds, whereas the difference in activity results from the placement of aromatic side chain of an inhibitor. Interestingly, both enantiomers of the individual compounds are usually bound quite similarly.