3038-48-0

Basic information

• Product Name: 2-(Trifluoromethyl)phenylacetic acid
• Synonyms: OTF-BOA;O-TRIFLUOROMETHYLBENZOIC ACID;O-TRIFLUOROMETHYLPHENYL ACETIC ACID;O-CARBOXYBENZOTRIFLUORIDE;RARECHEM AL BO 0117;RARECHEM AL BO 0032;TIMTEC-BB SBB000432;(ALPHA,ALPHA,ALPHA-TRIFLUORO-O-TOLYL)ACETIC ACID
• CAS NO: 3038-48-0
• Molecular Formula: C₉H₇F₃O₂
• Molecular Weight: 204.15
• EINECS: 207-093-9
• Product Categories: Boronic Acid series;Aromatic Phenylacetic Acids and Derivatives;Fluorine series
• Mol File: 3038-48-0.mol
• Article Data: 6

Chemical Properties

• Melting Point: 107-110 °C(lit.)
• Boiling Point: 247 °C753 mm Hg(lit.)
• Flash Point: 105 °C
• Appearance: white crystals or crystalline powder
• Density: 1.2815 (estimate)
• Vapor Pressure: 0.0117mmHg at 25°C
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 4.08±0.10(Predicted)
• BRN: 2267339
• CAS DataBase Reference: 2-(Trifluoromethyl)phenylacetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(Trifluoromethyl)phenylacetic acid(3038-48-0)
• EPA Substance Registry System: 2-(Trifluoromethyl)phenylacetic acid(3038-48-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 3038-48-0(Hazardous Substances Data)

Usage

Chemical Properties

white crystals or crystalline powder

Uses

2-(Trifluoromethyl)phenylacetic acid has been used in the synthesis of potential antithrombotics and lipoxygenase inhibitors.

InChI:InChI=1/C9H7F3O2/c10-9(11,12)7-4-2-1-3-6(7)5-8(13)14/h1-4H,5H2,(H,13,14)/p-1

Upstream product

• 395-47-1 [2-(trifluoromethyl)phenyl]magnesium bromide 
• 124-38-9 carbon dioxide 
• 712-20-9 C₁₀H₁₂F₃N 
• 2499-95-8 n-hexyl acrylate 
• 395-44-8 o-trifluoromethylbenzyl bromide 
• 346-06-5 (2-(trifluoromethyl)phenyl)methanol 
• 262268-62-2 1-(2,2-dibromovinyl)-2-(trifluoromethyl)benzene 
• 447-61-0 2-Trifluoromethylbenzaldehyde 
• 512787-35-8 1-pyrrolidin-1-yl-2-(2-trifluoromethyl-phenyl)-ethanone 
• 3038-47-9 2-(trifluoromethyl)phenylacetonitrile 

Downstream Products

• 5496-23-1 2-(2-Trifluoromethyl-phenyl)-N-{2-[2-(2-trifluoromethyl-phenyl)-acetylamino]-ethyl}-acetamide 
• 114583-91-4 1-(4-methoxyphenyl)-2-<2-(trifluoromethyl)phenyl>ethanone 
• 1251864-78-4 C₁₄H₁₃F₃O₄ 
• 1123197-61-4 (S)-2-{(E)-2-[6-methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridin-2-yl]vinyl}-7-(2-trifluoromethylphenyl)-6,7-dihydro-5H-pyrrolo[1,2-b][1,2,4]triazole 
• 1234562-68-5 2-(2-iodo-6-(trifluoromethyl)phenyl)acetic acid 
• 1360789-07-6 1-(2,2,6,6-tetramethylpiperidin-1-yl)-2-(2-(trifluoromethyl)phenyl)ethanone 
• 1430836-03-5 N-[4-(4-chlorobenzyloxy)pyridin-2-yl]-2-(2-trifluoromethyl-phenyl)acetamide 
• 1450833-22-3 C₁₉H₂₇F₃N₂O₅ 
• 1448850-84-7 N-{7-cyano-6-[3-({[2-(trifluoromethyl)phenyl]acetyl}amino)phenoxy]-1,3-benzothiazol-2-yl}cyclopropanecarboxamide 
• 447-60-9 2-(trifluoromethyl)benzonitrile 

Relevant articles and documents

Visible-Light-Enabled Carboxylation of Benzyl Alcohol Derivatives with CO2 Using a Palladium/Iridium Dual Catalyst

A highly efficient carboxylation of benzyl alcohol derivatives with CO2 using a palladium/iridium dual catalyst under visible-light irradiation was developed. A wide range of benzyl alcohol derivatives could be employed to provide benzylic carboxylic acids in moderate to high yields. Mechanistic studies indicated that the oxidative addition of benzyl alcohol derivatives was possibly the rate-determining-step. It was also found that a switchable site-selective carboxylation between benzylic C?O and aryl C?Cl moieties could be achieved simply by changing the palladium catalyst.

Ruthenium-catalyzed umpolung carboxylation of hydrazones with CO2

The first ruthenium-catalyzed umpolung carboxylation of hydrazones with CO2 to generate important aryl acetic acids is reported. Besides aldehyde hydrazones, a variety of ketone hydrazones, which have not been successfully applied in previous umpolung reactions with other reactive electrophiles, also show high reactivity and selectivity under mild conditions. Moreover, this operationally simple protocol features good functional group tolerance, is readily scalable, and offers easy derivation of important structures, including bioactive felbinac and adiphenine. Computational studies reveal that this umpolung reaction proceeds through the generation of a Ru-nitrenoid followed by concerted [4 + 2] cycloaddition with CO2.

An efficient method for one-carbon elongation of aryl aldehydes via their dibromoalkene derivatives

Various aryl aldehydes were efficiently converted into one-carbon extended aryl acetamides or aryl acetic acids through the reaction of their dibromoalkene derivatives with pyrrolidine in the presence of water under very mild conditions.