6-Bromo-1-benzothiophene-2-carboxylic acid

Base Information

• Chemical Name: 6-Bromo-1-benzothiophene-2-carboxylic acid
• CAS No.: 19075-58-2
• Molecular Formula: C9H5 Br O2 S
• Molecular Weight: 257.107
• Hs Code.: 2934999090
• European Community (EC) Number: 606-218-8
• DSSTox Substance ID: DTXSID00544015
• Wikidata: Q72451780
• Mol file: 19075-58-2.mol

Synonyms:19075-58-2;6-Bromobenzo[b]thiophene-2-carboxylic acid;6-bromo-1-benzothiophene-2-carboxylic acid;6-Bromo-benzo[b]thiophene-2-carboxylic acid;BENZO[B]THIOPHENE-2-CARBOXYLIC ACID, 6-BROMO-;MFCD07371540;6-BROMOBENZOTHIOPHENE-2-CARBOXYLIC ACID;6-Bromo-benzo[b]-thiophene-2-carboxylic acid;SCHEMBL498133;DTXSID00544015;CKBBSFOOIOHLPC-UHFFFAOYSA-N;6-bromobenzothiophene2-carboxylic acid;AKOS005072811;GA-0925;PB14483;6-bromobenzothiophene -2-carboxylic acid;6-Bromobenzo[b]thiophene-2-carboxylicacid;AC-27447;SY041971;AM20030242;CS-0053885;6-bromanyl-1-benzothiophene-2-carboxylic acid;Benzo[b]thiophene-2-carboxylic acid,6-bromo-;EN300-41218;A813430;J-518419;6-bromobenzo[b]thiophene-2-carboxylic acid, AldrichCPR;6-Bromobenzothiophene-2-carboxylic acid

Chemical Property of 6-Bromo-1-benzothiophene-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 262-265
• Boiling Point: 429.7°Cat760mmHg
• PKA: 3.34±0.30(Predicted)
• Flash Point: 213.7°C
• PSA: 65.54000
• Density: 1.813g/cm³
• LogP: 3.36200
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• 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:

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

6-Bromobenzo[b]thiophene-2-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Br)SC(=C2)C(=O)O

Technology Process of 6-Bromo-1-benzothiophene-2-carboxylic acid

There total 8 articles about 6-Bromo-1-benzothiophene-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: 100.0%

6-Brombenzothiophen-2-carbonsaeure-ethylester (105191-64-8) → 6-bromo-1-benzothiophene-2-carboxylic acid (19075-58-2)

Guidance literature:

With water; sodium hydroxide; In ethanol; for 1.5h; Reflux;

DOI:10.1021/acsmedchemlett.0c00588

Reference yield: 96.0%

6-bromo-benzo[b]thiophene-2-carboxylic acid methyl ester (360576-01-8) → 6-bromo-1-benzothiophene-2-carboxylic acid (19075-58-2)

Guidance literature:

6-bromo-benzo[b]thiophene-2-carboxylic acid methyl ester; With potassium hydroxide; In water; for 3h; Reflux;

With hydrogenchloride; In water; pH=1;

DOI:10.1016/j.ejmech.2016.09.068

Reference yield: 76.0%

2-bromo-6-fluorobenzaldehyde (360575-28-6) + mercaptoacetic acid (68-11-1) → 6-bromo-1-benzothiophene-2-carboxylic acid (19075-58-2)

Guidance literature:

With potassium hydroxide; In N,N-dimethyl-formamide; at 20 - 140 ℃; for 1.5h;

upstream raw materials:

1-(6-bromo-1-benzothiophen-2-yl)ethanone

3-acetyl-6-bromobenzothiophene

2,4-dibromobenzaldehyde

5-(2,4-Dibrombenzyliden)-2-thioxothiazolidin-4-on

Downstream raw materials:

6-bromo-benzo[b]thiophene-2-carboxylic acid methyl ester

methyl 6-bromobenzo[b]thiophene-3-carboxylate

6-bromobenzo[b]thiophene-2-carboxamide

6-bromo-1-benzothiophene-2-carbonitrile

Refernces

• 1、 Zhao, Liyu,Sun, Yin,Yin, Wenbo,Tian, Linfeng,Sun, Nannan,Zheng, Yang,Zhang, Chu,Zhao, Shizhen,Su, Xin,Zhao, Dongmei,Cheng, Maosheng. "Design, synthesis, and biological activity evaluation of 2-(benzo[b]thiophen-2-yl)-4-phenyl-4,5-dihydrooxazole derivatives as broad-spectrum antifungal agents". . . Retrieved 2021/11/22.
• 2、 Tan, Yu Jia,Li, Ming,Gunawan, Gregory Adrian,Nyantakyi, Samuel Agyei,Dick, Thomas,Go, Mei-Lin,Lam, Yulin. "Amide-Amine Replacement in Indole-2-carboxamides Yields Potent Mycobactericidal Agents with Improved Water Solubility". supporting information. p. 704 - 712. Retrieved 2020/11/30.