36967-85-8

Basic information

• Product Name: Benzoic acid (trifluoromethanesulfonic acid)anhydride
• Synonyms: Benzoic acid (trifluoromethanesulfonic acid)anhydride;Benzoyl=trifluoromethanesulfonate;Trifluoromethanesulfonic Acid Benzoyl Ester Benzoyl Triflate
• CAS NO: 36967-85-8
• Molecular Formula: C₈H₅F₃O₄S
• Molecular Weight: 254.18
• Mol File: 36967-85-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 94°C/2.2mmHg(lit.)
• Flash Point: 114°C
• Appearance: /
• Density: 1.542±0.06 g/cm3(Predicted)
• Storage Temp.: <0°C
• CAS DataBase Reference: Benzoic acid (trifluoromethanesulfonic acid)anhydride(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid (trifluoromethanesulfonic acid)anhydride(36967-85-8)
• EPA Substance Registry System: Benzoic acid (trifluoromethanesulfonic acid)anhydride(36967-85-8)

Safety Data

• Hazardous Substances Data: 36967-85-8(Hazardous Substances Data)

Usage

General Description

Benzoic acid (trifluoromethanesulfonic acid) anhydride is a chemical compound with the formula C8H5F3O4S. It is a derivative of benzoic acid and is often used as a reagent in organic synthesis. Benzoic acid (trifluoromethanesulfonic acid)anhydride is a powerful acylating agent and is commonly used in the acylation of alcohols, amines, and phenols. It is also used as a catalyst in a variety of chemical reactions. Benzoic acid (trifluoromethanesulfonic acid) anhydride is a highly reactive and corrosive substance that should be handled with care and used in a well-ventilated area by trained professionals.

Upstream product

• 2923-28-6 silver trifluoromethanesulfonate 
• 98-88-4 benzoyl chloride 
• 1493-13-6 trifluorormethanesulfonic acid 
• 65-85-0 benzoic acid 
• 532-32-1 sodium benzoate 

Downstream Products

• 37854-29-8 cis-1,2-Dibenzoyloxycyclohexane 
• 16611-67-9 (2,5-dichlorophenyl)(phenyl)methanone 
• 106016-58-4 10-(benzoyloxy)-9-phenanthrenediazonium trifluoromethanesulfonate 
• 4044-60-4 2,5-dimethylbenzophenone 
• 38584-43-9 adamantan-1-yl benzoate 
• 4147-13-1 estra-1,3,5(10)-triene-3,17β-diol dibenzoate 
• 50-50-0 Estradiol 3-benzoate 
• 110977-42-9 1-hydroxybicyclo<2.2.2>oct-2-yl benzoate 
• 110977-38-3 2-benzoyloxybicyclo<2.2.2>oct-1-yl triflate 
• 110977-40-7 1-hydroxybicyclo<3.2.2>non-2-yl benzoate 
• 110977-39-4 1-hydroxy-2-adamantyl benzoate 
• 142888-94-6 1-Iodo-2-adamantyl benzoatee 
• 160833-78-3 1-Fluoro-2-adamantyl benzoate 
• 160833-75-0 1-Chloro-2-adamantyl benzoate 

Relevant articles and documents

Decarboxylation with Carbon Monoxide: The Direct Conversion of Carboxylic Acids into Potent Acid Triflate Electrophiles

We report a new strategy for the conversion of carboxylic acids into potent acid triflate electrophiles. The reaction involves oxidative carbonylation of carboxylic acids with I2 in the presence of AgOTf, and is postulated to proceed via acyl hypoiodites that react with CO to form acid triflates. Coupling this chemistry with subsequent trapping with arenes offers a mild, room temperature approach to generate ketones directly from broadly available carboxylic acids without the use of corrosive and reactive Lewis or Bronsted acid additives, and instead from compounds that are readily available, stable, and functional group compatible.

Benzoyl Trifluoromethanesulfonate. A Mild Reagent for the Benzoylation of Sterically Hindered Hydroxyls

Benzoyl trifluoromethanesulfonate (BzOTf) is a highly efficient reagent for the benzoylation of a variety of alcohols under mild conditions.These include hindered secondary and tertiary hydroxyls, phenols, and α-glycols.Sensitive functionality is stable when the reaction is performed in the presence of pyridine.Several unique rearrangements of Lewis acidsensitive compounds were also effected.

The Synthesis and Some Reactions of N-Methylnitrilium Trifluoromethanesulphonate Salts

N-Methylnitrilium trifluoromethanesulphonate (triflate) salts, prepared from nitriles and methyl triflate, have been shown to be useful reagents for the synthesis of aromatic ketimines and ketones, amidinium, imidate, and thioimidate salts, benzimidazoles, benzoxazoles, benzothiazoles, quinazolinones, and 1,2,4-triazolinium salts.