4-Acetoxybenzoyl chloride

Base Information

• Chemical Name: 4-Acetoxybenzoyl chloride
• CAS No.: 27914-73-4
• Molecular Formula: C9H7ClO3
• Molecular Weight: 198.606
• Hs Code.: 2916399090
• European Community (EC) Number: 695-588-4
• DSSTox Substance ID: DTXSID70373314
• Nikkaji Number: J1.954.710H
• Wikidata: Q82161465
• Mol file: 27914-73-4.mol

Synonyms:4-acetoxybenzoyl chloride;27914-73-4;4-(Acetoxy)benzoyl chloride;(4-carbonochloridoylphenyl) acetate;Acetic acid-4-chlorocarbonyl-phenyl ester;4-(chlorocarbonyl)phenyl acetate;p-acetoxybenzoyl chloride;acetic acid 4-chlorocarbonyl-phenyl ester;4-(carbonochloridoyl)phenyl acetate;4-acetoxybenzoic chloride;4-Acetoxy-benzoylchloride;4-acetoxy-benzoyl chloride;4-acetyloxybenzoyl chloride;p-acetoxybenzoic acid chloride;SCHEMBL313084;4-acetoxybenzoic acid chloride;p-acetoxy benzoic acid chloride;p-acetyloxybenzoic acid chloride;DTXSID70373314;CGEOYYBCLBIBLG-UHFFFAOYSA-N;CBA91473;4-(Acetoxy)benzoyl chloride, 97%;MFCD03424709;Aceticacid-4-chlorocarbonyl-phenylester;F74956;A923986

Chemical Property of 4-Acetoxybenzoyl chloride

Chemical Property:

• Melting Point: 28-31°C
• Boiling Point: 286.642 °C at 760 mmHg
• Flash Point: 124.351 °C
• PSA: 43.37000
• Density: 1.294 g/cm³
• LogP: 1.99090
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 198.0083718
• Heavy Atom Count: 13
• Complexity: 207

Purity/Quality:

99% ^*data from raw suppliers

4-(Acetoxy)benzoyl chloride 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)OC1=CC=C(C=C1)C(=O)Cl

Technology Process of 4-Acetoxybenzoyl chloride

There total 9 articles about 4-Acetoxybenzoyl 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: 100.0%

4-acetyloxy-benzoic acid (2345-34-8) → 4-acetoxybenzoyl chloride (27914-73-4)

Guidance literature:

With oxalyl dichloride; at 20 ℃; for 4h;

Reference yield:

4-hydroxy-benzoic acid (99-96-7) → 4-acetoxybenzoyl chloride (27914-73-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / aq. NaOH / 1 h / cooling

2: thionyl chloride; N,N-dimethylformamide / 5 h / 70 °C

With sodium hydroxide; thionyl chloride; N,N-dimethyl-formamide;

DOI:10.1080/10587250108025284

Reference yield:

methyl 4-acetoxybenzoate (24262-66-6) → 4-acetoxybenzoyl chloride (27914-73-4)

Guidance literature:

With thionyl chloride; In chloroform; N,N-dimethyl-formamide; Reflux;

DOI:10.2174/1570178611999140206115633

upstream raw materials:

4-acetyloxy-benzoic acid

C₁₁H₂₅NO₂Si

3-(chlorocarbonyl)phenyl acetate

4-hydroxy-benzoic acid

Downstream raw materials:

(4-acetoxy-phenyl)-[2]thienyl ketone

4-(4-acetoxy-benzoyloxy)-coumarin

Acetic acid 4-(6-chloro-[1,2,4]triazolo[3,4-a]phthalazin-3-yl)-phenyl ester

4-(2-carbethoxybenzamido)acetylphenol

Refernces

• 1、 Singh, Satendra,Basmadjian, Garo P.,Avor, Kwasi,Pouw, Buddi,Seale, Thomas W.. "A convenient synthesis of 2'- or 4'-hydroxycocaine". . p. 4003 - 4012. Retrieved 1997.
• 2、 Lü, Zirui,Li, Xiaona,Li, Kebin,Wang, Cong,Du, Tingting,Huang, Wei,Ji, Ming,Li, Changhong,Xu, Fengrong,Xu, Ping,Niu, Yan. "Structure-Activity Study of Nitazoxanide Derivatives as Novel STAT3 Pathway Inhibitors". . p. 696 - 703. Retrieved 2021/05/04.
• 3、 -. "Using the liquid crystalline epoxy resin thermoset aromatic diamine". Paragraph 0054-0055. . Retrieved 2020/08/26.