3-Bromobenzothiophene-2-carboxylic acid

Base Information

• Chemical Name: 3-Bromobenzothiophene-2-carboxylic acid
• CAS No.: 29174-66-1
• Molecular Formula: C9H5 Br O2 S
• Molecular Weight: 257.107
• European Community (EC) Number: 625-290-1
• DSSTox Substance ID: DTXSID90481884
• Wikidata: Q82317564
• Mol file: 29174-66-1.mol

Synonyms:29174-66-1;3-Bromobenzothiophene-2-carboxylic acid;3-bromobenzo[b]thiophene-2-carboxylic acid;3-Bromo-1-benzothiophene-2-carboxylic acid;3-Bromo-benzo[b]thiophene-2-carboxylic acid;Benzo[b]thiophene-2-carboxylic acid, 3-bromo-;3-BROMOBENZOTHIOPHENE-2-CARBOXYLIC ACID&;MFCD00466543;SCHEMBL346530;DTXSID90481884;UDLGTTKXEYIEMM-UHFFFAOYSA-N;AKOS015889398;3-Bromobenzothiophen-2-ylcarboxylic acid;3-Bromobenzo[b]thiophene-2-carboxylicacid;SY198276;CS-0215053;3-Bromobenzothiophene-2-carboxylic acid, 97%;3-BROMOBENZOTHIOPHENE-2-CARBOXYLICACID&;E89470;EN300-217486;J-017418;Z1269130056

Chemical Property of 3-Bromobenzothiophene-2-carboxylic acid

Chemical Property:

• Melting Point: 275-279 °C(lit.)
• PSA: 65.54000
• LogP: 3.36200
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 255.91936
• Heavy Atom Count: 13
• Complexity: 222

Purity/Quality:

99%+ ^*data from raw suppliers

3-Bromobenzothiophene-2-carboxylic acid 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=C(S2)C(=O)O)Br

Technology Process of 3-Bromobenzothiophene-2-carboxylic acid

There total 8 articles about 3-Bromobenzothiophene-2-carboxylic 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: 50.0%

benzo[b]thiophene-2-carboxylic acid (6314-28-9) → 3-bromo-benzo[b]thiophene-2-carboxylic acid (29174-66-1)

Guidance literature:

With bromine; sodium acetate; acetic acid; at 55 - 60 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.tetlet.2014.01.115

Reference yield: 21.0%

phenylpropyolic acid (637-44-5) → 3-bromo-benzo[b]thiophene-2-carboxylic acid (29174-66-1)

Guidance literature:

With sulfur dioxide; hydrogen bromide; In diethyl ether; at 15 - 20 ℃; for 20h; 1) 5-10 deg C, 1 h, 2) 18-20 deg C, 20 h;

Reference yield:

2,3-dibromobenzo[b]thiophene (6287-82-7) → 3-bromo-benzo[b]thiophene-2-carboxylic acid (29174-66-1)

Guidance literature:

With n-butyllithium; diethyl ether; anschliessend Behandeln mit festem Kohlendioxid;

upstream raw materials:

2,3-dibromobenzo[b]thiophene

3-bromobenzo[b]thiophene-2-carbaldehyde

carbon dioxide

phenylpropyolic acid

Downstream raw materials:

methyl 3-bromobenzothiophene-2-carboxylate

3-bromo-benzo[b]thiophene-2-carboxylic acid 4-methoxy-benzylamide

N-benzyl-3-bromobenzo[b]thiophene-2-carboxamide

3-bromo-N-[4-(trifluoromethyl)benzyl]-benzo[b]thiophene-2-carboxamide