5751-83-7

Basic information

• Product Name: Ethyl 5-bromothiophene-2-carboxylate
• Synonyms: Ethyl 5-bromo-2-thiophenecarboxylate;Ethyl 5-bromothiophene-2-carboxylate ,98.5%;5-Bromothiophene-2-carboxylic acid ethyl ester;Ethyl 5-bromothiophene-2-carboxylate;Ethyl 5-broMothiophene-2-carboxylateEthyl 5-broMothiophene-2-carboxylate;2-Thiophenecarboxylic acid, 5-broMo-, ethyl ester;5- broMothiophene -2-ethyl forMate;Ethyl5-bromothiophene-2-carboxylate,99%
• CAS NO: 5751-83-7
• Molecular Formula: C₇H₇BrO₂S
• Molecular Weight: 235.1
• Mol File: 5751-83-7.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 94-96°C/4mm
• Flash Point: 94-96°C/4mm
• Appearance: /
• Density: 1.573 g/cm³
• Vapor Pressure: 0.008mmHg at 25°C
• Refractive Index: 1.5600 to 1.5640
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility: Slightly soluble in water
• CAS DataBase Reference: Ethyl 5-bromothiophene-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 5-bromothiophene-2-carboxylate(5751-83-7)
• EPA Substance Registry System: Ethyl 5-bromothiophene-2-carboxylate(5751-83-7)

Safety Data

• Hazardous Substances Data: 5751-83-7(Hazardous Substances Data)

Usage

Description

Ethyl 5-bromothiophene-2-carboxylate is an organic compound that serves as an intermediate in various organic syntheses. It is characterized by its colorless to light yellow liquid appearance.

Uses

Used in Organic Synthesis:
Ethyl 5-bromothiophene-2-carboxylate is used as an intermediate for [application reason] in the field of organic chemistry. Its unique chemical structure allows it to be a valuable component in the synthesis of various complex organic molecules, contributing to the development of new pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Ethyl 5-bromothiophene-2-carboxylate is used as a key intermediate for [application reason] the development of novel drugs. Its incorporation into drug candidates can potentially enhance their therapeutic properties, such as improving bioavailability, selectivity, and efficacy.
Used in Agrochemical Industry:
Ethyl 5-bromothiophene-2-carboxylate is also utilized as a building block in the agrochemical industry for [application reason] the creation of new pesticides and other crop protection agents. Its integration into these products can lead to more effective and targeted pest control solutions, ultimately benefiting agricultural productivity and sustainability.
Used in Specialty Chemicals:
In the specialty chemicals sector, Ethyl 5-bromothiophene-2-carboxylate is employed as a versatile intermediate for [application reason] the production of various high-value chemicals. These can include dyes, additives, and other functional materials that find applications in a wide range of industries, from textiles to electronics.

InChI:InChI=1/C7H7BrO2S/c1-2-10-7(9)5-3-4-6(8)11-5/h3-4H,2H2,1H3

Upstream product

• 4701-17-1 5-bromo-2-thiophencarboxaldehyde 
• 1003-09-4 2-bromothiophene 
• 56-23-5 tetrachloromethane 
• 64-17-5 ethanol 
• 5370-25-2 2-Acetyl-5-bromothiophene 
• 7311-63-9 5-bromothiophene-2-carboxylic acid 
• 75-03-6 ethyl iodide 
• 3141-27-3 2,5-dibromothiophen 
• 1609-47-8 diethyl dicarbonate 
• 623-49-4 ethyl cyanoformate 
• 2810-04-0 Ethyl thiophene-2-carboxylate 
• 128-08-5 N-Bromosuccinimide 
• 31555-60-9 5-bromothiophene-2-carbonyl chloride 

Downstream Products

• 98027-27-1 5-bromo-thiophene-2-carboxylic acid hydrazide 
• 2160-52-3 ethyl 5-bromo-4-nitrothiophene-2-carboxylate 
• 7311-63-9 5-bromothiophene-2-carboxylic acid 
• 31555-60-9 5-bromothiophene-2-carbonyl chloride 
• 186521-22-2 5-(3(S)-4-dihydroxy-butyl)-thiophene-2-carboxylic acid ethyl ester 
• 186521-23-3 5-(3(S)-hydroxy-4-{[(p-tolylmethyl)sulfonyl]oxy}butyl)thiophene-2-carboxylic acid ethyl ester 
• 186521-38-0 5-(4-tert-Butoxycarbonylamino-3(R)-hydroxy-butyl)-thiophene-2-carboxylic acid ethyl ester 
• 186521-42-6 6-{2-[5-(ethoxycarbonyl)thiophene-2-yl]ethyl}-3(S)-oxothiomorpholine-2-carboxylic acid ethyl ester 
• 186521-40-4 5-(3(S)-Acetylsulfanyl-4-tert-butoxycarbonylamino-butyl)-thiophene-2-carboxylic acid ethyl ester 
• 186521-39-1 5-(4-tert-Butoxycarbonylamino-3(R)-methanesulfonyloxy-butyl)-thiophene-2-carboxylic acid ethyl ester 
• 186521-41-5 2-[(1-{[(tert-butoxycarbonyl)amino]methyl}-3(S)-[5-(ethoxycarbonyl)thiophene-2-yl]propyl)thio]malonic acid dimethyl ester 
• 13858-71-4 ethyl 5-(4-methoxyphenyl) thiophene-2-carboxylate 
• 19282-40-7 ethyl 5-(4-chlorophenyl) thiophene-2-carboxylate 
• 1132825-49-0 5-[2-methyl-5-(4-morpholin-4-yl-phenylcarbamoyl)-phenyl]-thiophene-2-carboxylic acid ethyl ester 

Relevant articles and documents

New iridium-containing conjugated polymers for polymer solar cell applications

A series of novel donor-acceptor (D-A) copolymers P1-P5 with iridium-complexed moieties in their side chains have been synthesized on the basis of a new iridium-containing monomer. The results obtained show that P1-P5 have good thermal stability (317-347 °C) for photovoltaic applications. These copolymers absorb visible light in a broad spectral range up to 680 nm. The optical bandgaps of P1-P5 are in the range of 1.96-2.08 eV, respectively. The HOMO and LUMO energy levels of the polymers P1-P5 estimated from cyclic voltammetry measurements indicate that these copolymers are suitable as electron donors along with PC71BM as an electron acceptor for bulk heterojunction polymer solar cells. BHJ polymer solar cells were developed based on blend compositions (P1-P5):PC71BM. The values of Jsc, Voc, and FF are in the range of 0.95-4.44 mA cm?2, 0.67-0.69 V and 34.6-56.8%, and the power conversion efficiencies (PCE) are in the range of 0.22-1.74%, respectively, the highest value of 1.74% being for P3. Increase of the photovoltaic parameters was achieved with increasing iridium complex percentage in the polymers due to involvement of triplet effects. The improvement in the efficiency of the triplet-forming polymers P2 and P3 in comparison with P1 appears to be due to the formation of triplet excitons in comparison with singlet excitons in the polymer P1 which does not contain heavy metals. With further increase in the content of iridium complex fragments in the polymers, for example, up to 3 mol% for polymer P4, the efficiency falls to 1.23% and further decreased to 0.22% for P5.

Regiocontrolled Halogen Dance of Bromothiophenes and Bromofurans

The LDA (lithium diisopropylamide)-promoted regiocontrolled halogen dance of α-bromothiophenes and α-bromofurans is described. Bromothiophenes bearing a diethyl acetal moiety undergo selective deprotonation at the β-position adjacent to the bromo group. In contrast, oxazoline, ester, and amide groups act as directing groups in the initial lithiation step to generate a carbanion at the β-position neighboring the directing group to exclusively give the other regioisomer. These results can be applied to the regiocontrolled halogen dance of bromofuran derivatives.

Synthesis of 2-thiophenecarboxylic and 2,5-thiophenedicarboxylic acid esters via the reaction of thiophenes with the CCl4-ROH reagent in the presence of vanadium, iron, and molybdenum catalysts

2-Thiophenecarboxylic and 2,5-thiohenedicarboxylic acid esters were synthesized via the reaction of thiophene with the CCl4-ROH-catalyst system, with a total yield of 44-85%. A possible reaction scheme includes the successive steps of alkylation of thiophene with carbon tetrachloride, leading to 2-trichloromethylthiophene, and alcoholysis of the product giving the corresponding 2-thiophenecarboxylate. The best catalysts for this reaction are VO(acac)2, Fe(acac)3, and Mo(CO)6.