32857-62-8

Basic information

• Product Name: 4-(Trifluoromethyl)phenylacetic acid
• Synonyms: 4-(Carboxymethyl)benzotrifluoride, [4-(Trifluoromethyl)phenyl]acetic acid;4-(TrifluoroMethyl)phenylacetic Acid, 97+%;Benzeneacetic acid, 4-(trifluoromethyl)-;RARECHEM AL BO 0136;P-(TRIFLUOROMETHYL)PHENYLACETIC ACID;TIMTEC-BB SBB000434;AKOS BBS-00006832;(ALPHA,ALPHA,ALPHA-TRIFLUORO-P-TOLYL)ACETIC ACID
• CAS NO: 32857-62-8
• Molecular Formula: C₉H₇F₃O₂
• Molecular Weight: 204.15
• EINECS: 251-263-5
• Product Categories: Pyridines ,Heterocyclic Acids;Acids and Derivatives;Aromatic Phenylacetic Acids and Derivatives;Phenylacetic acid
• Mol File: 32857-62-8.mol
• Article Data: 20

Chemical Properties

• Melting Point: 82-85 °C(lit.)
• Boiling Point: 203°C (rough estimate)
• Flash Point: 112.9 °C
• Appearance: White to very pale yellow/Crystals or Crystalline Powder
• Density: 1.2815 (estimate)
• Vapor Pressure: 0.0053mmHg at 25°C
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 4.01±0.10(Predicted)
• BRN: 2267687
• CAS DataBase Reference: 4-(Trifluoromethyl)phenylacetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(Trifluoromethyl)phenylacetic acid(32857-62-8)
• EPA Substance Registry System: 4-(Trifluoromethyl)phenylacetic acid(32857-62-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 32857-62-8(Hazardous Substances Data)

Usage

Chemical Properties

white to very pale yellow crystals or

Uses

4-(Trifluoromethyl)benzeneacetic Acid is an intermediate used to synthesize PPARγ/δ dual agonists via solid-Phase parallel synthesis. It was also used to prepare heterocyclic xanthine derivatives as highly potent and selective human A2B adenosine receptor antagonists.

General Description

4-(Trifluoromethyl)phenylacetic acid undergoes diolefination mediated by mono-N-protected amino acid ligands in the presence of ethyl acrylate, Pd(OAc)2, KHCO3 and t-amyl alcohol.

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

Upstream product

• 2338-75-2 4-(Trifluoromethyl)phenylacetonitrile 
• 67-56-1 methanol 
• 143659-29-4 1-Naphthylmethyl 4-trifluoromethylphenylacetate 
• 133604-88-3 3,5-dimethylphenyl 4-(trifluoromethyl)phenylacetate 
• 124-38-9 carbon dioxide 
• 939-99-1 4-trifluoromethylbenzyl chloride 
• 512787-33-6 1-(pyrrolidin-1-yl)-2-(4-(trifluoromethyl)phenyl)ethan-1-one 
• 455-19-6 4-Trifluoromethylbenzaldehyde 
• 131356-53-1 1-(2,2-dibromovinyl)-4-(trifluoromethyl)benzeney 
• 135325-18-7 methyl 2-(4-(trifluoromethyl)phenyl)acetate 
• 455-13-0 4-Iodobenzotrifluoride 
• 64-19-7 acetic acid 
• 189096-91-1 {[4-(trifluoromethyl)phenyl]methylidene}hydrazine 
• 705-31-7 4-trifluoromethylphenylacetylene 

Downstream Products

• 104446-78-8 3-Methoxy-4-{6-[2-(4-trifluoromethyl-phenyl)-acetylamino]-indol-1-ylmethyl}-benzoic acid methyl ester 
• 74426-51-0 4-(trifluoromethyl)phenylacetyl chloride 
• 108868-46-8 1,3-Bis<4-(trifluoromethyl)phenyl>acetone 
• 35318-44-6 2-Nitro-4'-trifluormethyl-α-phenylzimtsaeure 
• 196078-80-5 2,4,6-trimethylphenyl 4-trifluoromethylphenylacetate 
• 52787-14-1 methyl 4-(2-methoxy-2-oxoethyl)benzoate 
• 261524-22-5 (S)-N-methyl-N-(1-(3-nitrophenyl)-2-(pyrrolidin-1-yl)ethyl)-2-(4-(trifluoromethyl)phenyl)acetamide 
• 261524-02-1 N-[1-(3-methoxy-phenyl)-2-pyrrolidin-1-yl-ethyl]-N-methyl-2-(4-trifluoromethyl-phenyl)-acetamide 
• 85583-33-1 3-dimethylamino-2-(4-trifluoromethylphenyl)propenal 
• 873108-74-8 (S)-ethyl 2-(2-(4-(trifluoromethyl)phenyl)acetoxy)propanoate 
• 130497-39-1 ZT 52656A 
• 130497-40-4 (2S)-1-[[4-trifluoromethyl-phenyl]acetyl]-2-[(1-pyrrolidinyl)methyl]piperidine 

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.

Oxidation of Alkynyl Boronates to Carboxylic Acids, Esters, and Amides

A general efficient protocol was developed for the synthesis of carboxylic acids, esters, and amides through oxidation of alkynyl boronates, generated directly from terminal alkynes. This protocol represents the first example of C(sp)?B bond oxidation. This approach displays a broad substrate scope, including aryl and alkyl alkynes, and exhibits excellent functional group tolerance. Water, primary and secondary alcohols, and amines are suitable nucleophiles for this transformation. Notably, amino acids and peptides can be used as nucleophiles, providing an efficient method for the synthesis and modification of peptides. The practicability of this methodology was further highlighted by the preparation of pharmaceutical molecules.

Electrogenerated Sm(II)-Catalyzed CO2 Activation for Carboxylation of Benzyl Halides

Sm(II)-catalyzed carboxylation of benzyl halides is reported through the electrochemical reduction of CO2. The transformation proceeds under mild reaction conditions to afford the corresponding phenylacetic acids in good to excellent yields. This user-friendly and operationally simple protocol represents an alternative to traditional strategies, which usually proceeds through the C(sp3)-halide activation pathway.