4-Acetylbenzoyl chloride

Base Information

• Chemical Name: 4-Acetylbenzoyl chloride
• CAS No.: 31076-84-3
• Molecular Formula: C9H7ClO2
• Molecular Weight: 182.606
• DSSTox Substance ID: DTXSID30539873
• Nikkaji Number: J456.474J
• Wikidata: Q82415688
• Mol file: 31076-84-3.mol

Synonyms:4-acetylbenzoyl chloride;31076-84-3;BENZOYL CHLORIDE, 4-ACETYL-;4-acetylbenzoyl;p-Acetylbenzoyl Chloride;4-acetyl-benzoyl chloride;SCHEMBL537782;DTXSID30539873;Benzoyl chloride,4-acetyl-(9ci);UZPDKLGPANSZTM-UHFFFAOYSA-N;MFCD11617040;AKOS006318201;AS-80857;G72423

Chemical Property of 4-Acetylbenzoyl chloride

Chemical Property:

• Melting Point: 67.4-68 °C
• Boiling Point: 296.3±23.0 °C(Predicted)
• Density: 1.239±0.06 g/cm3(Predicted)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 182.0134572
• Heavy Atom Count: 12
• Complexity: 193

Purity/Quality:

99% ^*data from raw suppliers

4-Acetylbenzoylchloride 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC=C(C=C1)C(=O)Cl
• Uses: p-Acetylbenzoyl Chloride is an intermediate in the synthesis of RH 1788 (R315765) which is a pesticide derivative of Tebufenozide (T013200) is a synthetic nonsteroidal ecdysone agonist used in pesticide formulations (1) that causes premature molting; novel insect growth regulator (2,3,4) specific to lepidopteran species. Drinking water Contaminant Candidate List 3 (CCL3) as per United States Environmental Protection Agency (EPA). Environmental contaminants; Food contaminants.

Technology Process of 4-Acetylbenzoyl chloride

There total 8 articles about 4-Acetylbenzoyl chloride 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: 97.0%

4-acetyl-benzoic acid (586-89-0) → 4-acetylbenzoyl chloride (31076-84-3)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; at 0 - 20 ℃; for 2h;

Reference yield: 76.0%

4-acetylbenzoic acid tert-butyl ester (105580-41-4) → 4-acetylbenzoyl chloride (31076-84-3)

Guidance literature:

With phosphorus trichloride; In acetonitrile; at 80 ℃; for 3h; Schlenk technique;

DOI:10.1177/1747519819898142

Reference yield:

4-Iodoacetophenone (13329-40-3) + butyryl chloride (141-75-3) → 4-acetylbenzoyl chloride (31076-84-3)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 100 ℃; for 16h; Sealed tube; Inert atmosphere;

DOI:10.1002/anie.202005891

upstream raw materials:

4-acetyl-benzoic acid

2-(4,5-Dihydro-1,3-oxazol-2-yl)aniline

p-formylacetophenone

4-acetylbenzoic acid tert-butyl ester

Downstream raw materials:

p-formylacetophenone

2-[2-(4-acetyl-phenyl)-benzooxazol-5-yl]-propionic acid

p-Acetylbenzoesaeure-n-propylamid

4-nitrophenyl 4-acetylbenzoate