2-Bromo-3-thiophenecarboxylic acid

Base Information

• Chemical Name: 2-Bromo-3-thiophenecarboxylic acid
• CAS No.: 24287-95-4
• Molecular Formula: C5H3BrO2S
• Molecular Weight: 207.048
• Hs Code.: 29309099
• European Community (EC) Number: 627-989-7
• DSSTox Substance ID: DTXSID50488551
• Nikkaji Number: J2.375.700A
• Wikidata: Q72513064
• Mol file: 24287-95-4.mol

Synonyms:24287-95-4;2-Bromo-3-thiophenecarboxylic acid;2-bromothiophene-3-carboxylic acid;2-Bromo-thiophene-3-carboxylic acid;MFCD05865213;3-Thiophenecarboxylic acid, 2-bromo-;2-Bromothiophene-3-carboxylic?acid;2-Naphthaleneylboronicacid;SCHEMBL852028;2-bromothiophene-3-carboxylicacid;AMY7270;DTXSID50488551;RVSXMPCELBYUSF-UHFFFAOYSA-N;BCP08081;CS-D0553;2-bromo-3-thiophene carboxylic acid;2-bromo-thiophene 3-carboxylic acid;AKOS005264313;PB42358;AC-33268;DS-12410;SY016339;2-Bromo-3-thiophenecarboxylic acid, 97%;FT-0647023;EN300-112383;W-206884;Z1269180691

Chemical Property of 2-Bromo-3-thiophenecarboxylic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 178-182 °C(lit.)
• Refractive Index: 1.65
• Boiling Point: 313.211 °C at 760 mmHg
• PKA: 3?+-.0.20(Predicted)
• Flash Point: 143.225 °C
• PSA: 65.54000
• Density: 1.924g/cm³
• LogP: 2.20880
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 205.90371
• Heavy Atom Count: 9
• Complexity: 128

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Bromo-3-thiophenecarboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36-43
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC(=C1C(=O)O)Br

Technology Process of 2-Bromo-3-thiophenecarboxylic acid

There total 9 articles about 2-Bromo-3-thiophenecarboxylic acid 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: 70.0%

2-bromothiophene-3-carbaldehyde (1860-99-7) → 2-bromothiophene-3-carboxylic acid (24287-95-4)

Guidance literature:

With potassium permanganate; water; sodium hydroxide; at 50 ℃; for 2h;

Reference yield: 68.0%

3-Thiophene carboxylic acid (88-13-1) → 2-bromothiophene-3-carboxylic acid (24287-95-4)

Guidance literature:

3-Thiophene carboxylic acid; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.333333h;

With carbon tetrabromide; In tetrahydrofuran; at -78 - 20 ℃; for 1h; Further stages.;

DOI:10.1021/jo020307b

Reference yield:

2-bromothiophene-3-carbaldehyde (1860-99-7) + sodium chlorite (7758-19-2) + sodium dihydrogen phosphate → 2-bromothiophene-3-carboxylic acid (24287-95-4)

Guidance literature:

With dihydrogen peroxide; In water; acetonitrile;

upstream raw materials:

2-bromothiophene-3-carbaldehyde

3-Thiophene carboxylic acid

3-formylthiophene diethyl acetal

sodium chlorite

Downstream raw materials:

methyl 2-bromothiophene-3-carboxylate

2-bromo-3-thiophene carboxylic acid chloride

5,6,7,8-tetrahydro-4H-thieno[3,2-c]azepine-4-one

Refernces

• 1、 Anghel, C?t?lin C.,Stroia, Ioan,Pop, Alexandra,Bende, Atilla,Grosu, Ion,H?dade, Niculina D.,Roncali, Jean. "An attempt to synthesize a terthienyl-based analog of indacenedithiophene (IDT): unexpected synthesis of a naphtho[2,3-b]thiophene derivative". . p. 9894 - 9900. Retrieved 2021.
• 2、 -. "NEAR-INFRARED ABSORBING DYE, OPTICAL FILTER, AND IMAGING DEVICE". Paragraph 0171-0172. . Retrieved 2021/03/13.