939-62-8

Basic information

• Product Name: tert-butyl thiophene-2-carboxylate
• Synonyms: tert-butyl thiophene-2-carboxylate
• CAS NO: 939-62-8
• Molecular Formula: C₉H₁₂O₂S
• Molecular Weight: 184
• Mol File: 939-62-8.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: tert-butyl thiophene-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl thiophene-2-carboxylate(939-62-8)
• EPA Substance Registry System: tert-butyl thiophene-2-carboxylate(939-62-8)

Safety Data

• Hazardous Substances Data: 939-62-8(Hazardous Substances Data)

Usage

General Description

Tert-butyl thiophene-2-carboxylate is a chemical compound with the molecular formula C11H14O2S. It is a butyl ester derivative of thiophene-2-carboxylic acid, with a tert-butyl group attached to the sulfur atom. tert-butyl thiophene-2-carboxylate is widely used in organic synthesis and pharmaceutical research as a building block for the synthesis of various pharmaceutical compounds and agrochemicals. Tert-butyl thiophene-2-carboxylate is known for its strong odor and is considered to be a flammable liquid. It is important to handle this compound with caution due to its potential hazardous properties.

Upstream product

• 5271-67-0 2-Thiophenecarbonyl chloride 
• 865-48-5 sodium t-butanolate 
• 1003-09-4 2-bromothiophene 
• 201230-82-2 carbon monoxide 
• 98-03-3 thiophene-2-carbaldehyde 
• 110-05-4 di-tert-butyl peroxide 
• 24424-99-5 di-tert-butyl dicarbonate 
• 193978-23-3 2-thiopheneboronic acid pinacol ester 
• 20893-30-5 2-cyanomethylthiophene 
• 75-91-2 tert.-butylhydroperoxide 
• 527-72-0 2-thiophenylcarboxylic acid 
• 75-65-0 tert-butyl alcohol 

Downstream Products

• 527-72-0 2-thiophenylcarboxylic acid 
• 115-11-7 isobutene 

Relevant articles and documents

Ag(I)-Catalyzed C-H Carboxylation of Thiophene Derivatives

CO2utilization is an attractive aspect as it allows the direct conversion of CO2into valuable chemicals. In this regard, direct incorporation of CO2into the C-H bond of heteroaromatic compounds is important due to the ubiquitous structural motifs of the heteroaromatic carboxylic acids. Herein, we report the Ag-catalyzed C-H carboxylation of thiophene derivatives. This new catalytic system involving a phosphine ligand and lithiumtert-butoxide enables the direct carboxylation of thiophenes under mild reaction conditions. Experimental studies revealed that the use oftert-butyl alkoxide is critical for the exergonic formation of an arylsilver intermediate, and the results were further supported by density functional theory calculations.

An efficient method for the preparation of: Tert -butyl esters from benzyl cyanide and tert -butyl hydroperoxide under the metal free condition

A novel protocol to synthesize tert-butyl esters from benzyl cyanides and tert-butyl hydroperoxide has been successfully achieved. In the presence of tert-butyl hydroperoxide, Csp3-H bond oxidation, C-CN bond cleavage and C-O bond formation proceeded smoothly in one pot under the metal-free condition.

Intramolecular rearrangement of α-azidoperoxides: An efficient synthesis of tert-butyl esters

An unprecedented intramolecular rearrangement of α-azidoperoxides, promoted by simple organic base to provide tert-butyl esters, has been presented. Further, a one-pot methodology consisting of in situ generation of the α-azidoperoxides from corresponding aldehydes followed by base-promoted rearrangement to obtain the desired ester has also been executed. Relevant mechanistic studies, to provide the proof for intramolecular alkoxy transfer, are investigated.