Benzenecarbothioic acid, S-(4-bromo-3-oxobutyl) ester

Base Information

• Chemical Name: Benzenecarbothioic acid, S-(4-bromo-3-oxobutyl) ester
• CAS No.: 99853-23-3
• Molecular Formula: C₁₁H₁₁BrO₂S
• Molecular Weight: 287.177
• DSSTox Substance ID: DTXSID70439727
• Wikidata: Q82255772
• Mol file: 99853-23-3.mol

Synonyms:99853-23-3;Benzenecarbothioic acid, S-(4-bromo-3-oxobutyl) ester;DTXSID70439727

Chemical Property of Benzenecarbothioic acid, S-(4-bromo-3-oxobutyl) ester

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 285.96631
• Heavy Atom Count: 15
• Complexity: 225

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)SCCC(=O)CBr

Technology Process of Benzenecarbothioic acid, S-(4-bromo-3-oxobutyl) ester

There total 3 articles about Benzenecarbothioic acid, S-(4-bromo-3-oxobutyl) ester 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:

thiobenzoic acid (98-91-9) + 2-trimethylsilyloxy-1,3-butadiene (38053-91-7) → 4-benzoylmercapto-1-bromo-butan-2-one (99853-23-3)

Guidance literature:

With N-Bromosuccinimide; Yield given. Multistep reaction; 1) THF, r.t., 2 h, 2) THF, r.t., 2 h;

DOI:10.1021/jo00044a041

Reference yield:

(+/-)-S-benzoyl-2-mercaptopropanoic acid (6183-02-4) → 4-benzoylmercapto-1-bromo-butan-2-one (99853-23-3)

Guidance literature:

Multi-step reaction with 2 steps

2: diethyl ether / anschliessend Behandeln mit HBr

With diethyl ether;

DOI:10.1002/hlca.19570400714

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + S-benzoyl-3-mercaptopropanoyl chloride (67714-30-1) → 4-benzoylmercapto-1-bromo-butan-2-one (99853-23-3)

Guidance literature:

With diethyl ether; anschliessend Behandeln mit HBr;

DOI:10.1002/hlca.19570400714

upstream raw materials:

diazomethane

S-benzoyl-3-mercaptopropanoyl chloride

thiobenzoic acid

2-trimethylsilyloxy-1,3-butadiene

Downstream raw materials:

N-(4-benzoylmercapto-2-oxo-butyl)-phthalimide