Ethyl 5-bromothiophene-2-carboxylate

Base Information

• Chemical Name: Ethyl 5-bromothiophene-2-carboxylate
• CAS No.: 5751-83-7
• Molecular Formula: C7H7BrO2S
• Molecular Weight: 235.101
• Hs Code.: 29349990
• Mol file: 5751-83-7.mol

Synonyms:5-Bromothiophene-2-carboxylic acid ethyl ester;

Chemical Property of Ethyl 5-bromothiophene-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.008mmHg at 25°C
• Refractive Index: 1.565
• Boiling Point: 267.752 °C at 760 mmHg
• Flash Point: 115.732 °C
• PSA: 54.54000
• Density: 1.573 g/cm³
• LogP: 2.68730
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 5-bromothiophene-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ethyl 5-bromothiophene-2-carboxylate is used as an intermediate in organic syntheses

Technology Process of Ethyl 5-bromothiophene-2-carboxylate

There total 12 articles about Ethyl 5-bromothiophene-2-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

Ethyl thiophene-2-carboxylate (2810-04-0) → ethyl 5-bromothiophene-2-carboxylate (5751-83-7)

Guidance literature:

With benzyltrimethylazanium tribroman-2-uide; zinc(II) chloride; In acetic acid; for 17h; Ambient temperature;

DOI:10.1246/bcsj.64.2566

Reference yield: 80.0%

5-bromothiophene-2-carboxylic acid (7311-63-9) + ethyl iodide (75-03-6) → ethyl 5-bromothiophene-2-carboxylate (5751-83-7)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 25 ℃;

DOI:10.1016/j.ejmech.2018.03.005

Reference yield: 76.0%

2,5-dibromothiophen (3141-27-3) + ethyl cyanoformate (623-49-4) → ethyl 5-bromothiophene-2-carboxylate (5751-83-7)

Guidance literature:

2,5-dibromothiophen; With isopropylmagnesium bromide; In tetrahydrofuran; at -5 ℃; for 0.5h;

ethyl cyanoformate;

DOI:10.1016/S0040-4039(99)01404-5

upstream raw materials:

5-bromothiophene-2-carbonyl chloride

ethanol

Ethyl thiophene-2-carboxylate

N-Bromosuccinimide

Downstream raw materials:

5-bromo-thiophene-2-carboxylic acid hydrazide

5-[2-methyl-5-(4-morpholin-4-yl-phenylcarbamoyl)-phenyl]-thiophene-2-carboxylic acid ethyl ester

ethyl 5-[3-(trifluoromethyl)phenyl]thiophene-2-carboxylate

ethyl 5-(4-methoxyphenyl) thiophene-2-carboxylate

Refernces

• 1、 Mari, Daichi,Miyagawa, Naoki,Okano, Kentaro,Mori, Atsunori. "Regiocontrolled Halogen Dance of Bromothiophenes and Bromofurans". . p. 14126 - 14137. Retrieved 2018/11/23.
• 2、 -. "HETEROCYCLIC DERIVATIVES AND THEIR USE IN TREATING HEPATITIS C". Page/Page column 28. . Retrieved 2009/04/25.