351-70-2

Basic information

• Product Name: Trifluoroacetic acid benzyl ester
• Synonyms: Trifluoroacetic acid benzyl ester;Acetic acid, 2,2,2-trifluoro-, phenylMethyl ester;Benzyl trifluoroacetate
• CAS NO: 351-70-2
• Molecular Formula: C₉H₇F₃O₂
• Molecular Weight: 204.15
• Mol File: 351-70-2.mol
• Article Data: 42

Chemical Properties

• Boiling Point: 194°C at 760 mmHg
• Flash Point: 57.9°C
• Appearance: /
• Density: 1.286g/cm³
• Vapor Pressure: 0.452mmHg at 25°C
• Refractive Index: 1.45
• CAS DataBase Reference: Trifluoroacetic acid benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Trifluoroacetic acid benzyl ester(351-70-2)
• EPA Substance Registry System: Trifluoroacetic acid benzyl ester(351-70-2)

Safety Data

• Hazardous Substances Data: 351-70-2(Hazardous Substances Data)

Usage

General Description

Trifluoroacetic acid benzyl ester is a chemical compound with the molecular formula C9H7F3O2. It is a derivative of trifluoroacetic acid and is commonly used as a reagent in organic synthesis and as a solvent in chemical reactions. It is a clear, colorless liquid with a fruity odor, and is highly flammable. Trifluoroacetic acid benzyl ester is also used as a flavoring agent in the food industry and as a fragrance ingredient in the cosmetic industry. It is important to handle this compound with caution, as it can cause irritation to the skin, eyes, and respiratory system if it comes into contact.

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

Upstream product

• 407-25-0 trifluoroacetic anhydride 
• 100-51-6 benzyl alcohol 
• 108-88-3 toluene 
• 76-05-1 trifluoroacetic acid 
• 1138-80-3 N-(Benzyloxycarbonyl)glycine 
• 620-05-3 iodomethylbenzene 
• 2712-78-9 bis-[(trifluoroacetoxy)iodo]benzene 
• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 
• 2923-18-4 sodium 2,2,2-trifluoroacetate 
• 220405-40-3 2,2-difluoro-1,3-dimethyl-imidazolidine 
• 383-63-1 ethyl trifluoroacetate, 
• 75-18-3 dimethylsulfide 
• 183266-61-7 1-(trifluoroacetyl)benzotriazole 

Downstream Products

• 26930-30-3 Hexachlorcyclohexancarbaldehyd 
• 26827-43-0 Hexachlorocyclohexylmethanol 
• 507-52-8 2-(trifluoromethyl)-2-propanol 
• 1186493-08-2 5-benzyl-2-isobutylthiazole 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 
• 35262-43-2 dimethyl 2-benzylsuccinate 
• 5784-65-6 benzaldehyde dibenzyl acetal 
• 2211-66-7 N-phenyl(methylidene)cyclohexanamine 
• 780-25-6 N-benzylidene benzylamine 
• 19340-96-6 N-benzylidenehexylamine 
• 75-89-8 2,2,2-trifluoroethanol 
• 100-51-6 benzyl alcohol 
• 1351387-87-5 [(2,6-bis(di-tert-butylphosphinomethyl)pyridine)Fe(H)(CO)(MeCN)]⁺ 
• 35863-45-7 2,2-dimethyl-3-phenylpropanenitrile 

Relevant articles and documents

δ-thiolactones as prodrugs of thiol-based glutamate carboxypeptidase II (GCPII) inhibitors

δ-Thiolactones derived from thiol-based glutamate carboxypeptidase II (GCPII) inhibitors were evaluated as prodrugs. In rat liver microsomes, 2-(3-mercaptopropyl)pentanedioic acid (2-MPPA, 1) was gradually produced from 3-(2-oxotetrahydrothiopyran-3-yl)propionic acid (5), a thiolactone derived from 1. Compound 1 was detected in plasma at concentrations well above its IC 50 for GCPII following oral administration of 5 in rats. Consistent with the oral plasma pharmacokinetics, thiolactone 5 exhibited efficacy in a rat model of neuropathic pain following oral administration.

Chemoselective Cleavage of Si-C(sp3) Bonds in Unactivated Tetraalkylsilanes Using Iodine Tris(trifluoroacetate)

Organosilanes are synthetically useful reagents and precursors in organic chemistry. However, the typical inertness of unactivated Si-C(sp3) bonds under conventional reaction conditions has hampered the application of simple tetraalkylsilanes in organic synthesis. Herein we report the chemoselective cleavage of Si-C(sp3) bonds of unactivated tetraalkylsilanes using iodine tris(trifluoroacetate). The reaction proceeds smoothly under mild conditions (-50 °C to room temperature) and tolerates various polar functional groups, thus enabling subsequent Tamao-Fleming oxidation to provide the corresponding alcohols. NMR experiments and density functional theory calculations on the reaction indicate that the transfer of alkyl groups from Si to the I(III) center and the formation of the Si-O bond proceed concertedly to afford an alkyl-λ3-iodane and silyl trifluoroacetate. The developed method enables the use of unactivated tetraalkylsilanes as highly stable synthetic precursors.

Formyloxyacetoxyphenylmethane and 1,1-diacylals as versatile O-formylating and O-acylating reagents for alcohols

Formyloxyacetoxyphenylmethane, symmetric 1,1-diacylals and mixed 1-pivaloxy-1-acyloxy-1-phenylmethanes have been used as moisture stable O-formylating and O-acylating reagents for primary and secondary alcohols, allylic alcohols and phenols under solvent/catalyst free conditions to afford their corresponding esters in good yield.

Efficient photolytic C-H bond functionalization of alkylbenzene with hypervalent iodine(iii) reagent

A practical approach to radical C-H bond functionalization by the photolysis of a hypervalent iodine(iii) reagent is presented. The photolysis of [bis(trifluoroacetoxy)iodo]benzene (PIFA) leads to the generation of trifluoroacetoxy radicals, which allows the smooth transformation of various alkylbenzenes to the corresponding benzyl ester compounds under mild reaction conditions.