5-BROMOBENZO[B]THIOPHENE-3-CARBOXYLIC ACID

Base Information

• Chemical Name: 5-BROMOBENZO[B]THIOPHENE-3-CARBOXYLIC ACID
• CAS No.: 7312-24-5
• Molecular Formula: C₉H₅BrO₂S
• Molecular Weight: 257.107
• Hs Code.: 29349990
• Mol file: 7312-24-5.mol

Synonyms:5-Bromobenzo[b]thiophene-3-carboxylicacid;5-Bromobenzothiophene-3-carboxylic acid;

Chemical Property of 5-BROMOBENZO[B]THIOPHENE-3-CARBOXYLIC ACID

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 284 °C
• Refractive Index: 1.739
• Boiling Point: 429.662 °C at 760 mmHg
• Flash Point: 213.652 °C
• PSA: 65.54000
• Density: 1.814 g/cm³
• LogP: 3.36200
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

5-Bromobenzo[b]thiophene-3-carboxylic acid 97.0% ^*data from reagent suppliers

Safty Information:

• Statements: 22-36/37/38
• Safety Statements: 22-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-BROMOBENZO[B]THIOPHENE-3-CARBOXYLIC ACID

There total 5 articles about 5-BROMOBENZO[B]THIOPHENE-3-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: 77.0%

1-(5-bromobenzo[b]thiophen-3-yl)ethan-1-one (1423-63-8) → 5-bromobenzo[b]thiophene-3-carboxylic acid (7312-24-5)

Guidance literature:

With sodium hydroxide; bromine; In 1,4-dioxane; at 0 - 20 ℃;

DOI:10.1021/jm0205189

Reference yield:

benzo[b]thiophene-3-carboxylic acid (5381-25-9) → 5-bromobenzo[b]thiophene-3-carboxylic acid (7312-24-5) + 6-bromobenzothiophene-3-carboxylic acid (19075-61-7)

Guidance literature:

With N-Bromosuccinimide; trifluoroacetic acid; In chloroform; at 20 ℃; for 24h;

DOI:10.1016/j.tetlet.2011.05.043

Reference yield:

5-bromobenzo[b]thiophene (4923-87-9) → 5-bromobenzo[b]thiophene-3-carboxylic acid (7312-24-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / SnCl₄ / 1,2-dichloro-ethane / 20 h / 0 - 20 °C

2: 77 percent / aq. NaOH; Br₂ / dioxane / 0 - 20 °C

With sodium hydroxide; bromine; tin(IV) chloride; In 1,4-dioxane; 1,2-dichloro-ethane; 1: Friedel-Crafts acylation;

DOI:10.1021/jm0205189

upstream raw materials:

1-(5-bromobenzo[b]thiophen-3-yl)ethan-1-one

5-bromobenzo[b]thiophene

1-bromo-4-[2,2-(dimethoxy)ethylsulfanyl]benzene

para-bromobenzenethiol

Downstream raw materials:

(5-bromo-benzo[b]thiophen-3-yl)-methanol

5-hydroxybenzo[b]thiophene-3-carboxylic acid

5-methoxy-3-benzo[b]thiophenecarboxylic acid

Refernces

• 1、 Mitsumori, Susumu,Tsuri, Tatsuo,Honma, Tsunetoshi,Hiramatsu, Yoshiharu,Okada, Toshihiko,Hashizume, Hiroshi,Inagaki, Masanao,Arimura, Akinori,Yasui, Kiyoshi,Asanuma, Fujio,Kishino, Junji,Ohtani, Mitsuaki. "Synthesis and biological activity of various derivatives of a novel class of potent, selective, and orally active prostaglandin D2 receptor antagonists. 2. 6,6-dimethylbicyclo[3.1.1]heptane derivatives". . p. 2446 - 2455. Retrieved 2007/10/03.