1-Acetoxy-3-chloroacetone

Base Information

• Chemical Name: 1-Acetoxy-3-chloroacetone
• CAS No.: 40235-68-5
• Molecular Formula: C5H7 Cl O3
• Molecular Weight: 150.562
• Hs Code.: 2915390090
• European Community (EC) Number: 672-749-7
• DSSTox Substance ID: DTXSID1068221
• Nikkaji Number: J55.312C
• Wikidata: Q81994940
• ChEMBL ID: CHEMBL3276494
• Mol file: 40235-68-5.mol

Synonyms:1-Acetoxy-3-chloroacetone;40235-68-5;3-chloro-2-oxopropyl acetate;2-Propanone, 1-(acetyloxy)-3-chloro-;(3-chloro-2-oxopropyl) acetate;Chlorohydroxyacetone acetate;1-Acetoxy-3-chloropropan-2-one;1-Acetyloxy-3-chloroacetone;1-Acetoxy-3-acetenyl Chloride;BRN 1759066;1-Acetoxy-3-chloro-2-propanone;ACETIC ACID, CHLOROACETYLMETHYL ESTER;1-02-00-00072 (Beilstein Handbook Reference);Chloroacetol acetate;1-chloro-3-acetoxyacetone;1-chloro-3-acetoxypropanone;3-chloro-2-oxopropylacetate;SCHEMBL197897;CHEMBL3276494;DTXSID1068221;1-Chloro-3-acetoxy-2-propanone;AMY14363;MFCD00191365;AKOS006228400;CS-W018134;FS-4491;acetic acid 3-chloro-2-oxo-propyl ester;3-Chloro-2-oxopropyl acetate, AldrichCPR;A1232;FT-0692106;D88398;A873411

Chemical Property of 1-Acetoxy-3-chloroacetone

Chemical Property:

• Vapor Pressure: 0.316mmHg at 25°C
• Refractive Index: 1.4510-1.4540
• Boiling Point: 200.9°Cat760mmHg
• Flash Point: 86.4°C
• PSA: 43.37000
• Density: 1.223g/cm³
• LogP: 0.35740
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 150.0083718
• Heavy Atom Count: 9
• Complexity: 121

Purity/Quality:

98% ^*data from raw suppliers

1-Acetoxy-3-chloroacetone >95.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 23/24/25-34-36-25
• Safety Statements: 23-26-36/37/39-45

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)OCC(=O)CCl

Technology Process of 1-Acetoxy-3-chloroacetone

There total 8 articles about 1-Acetoxy-3-chloroacetone 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: 83.0%

3-chloro-2-hydroxy-1-propyl acetate (24573-30-6) → 3-chloro-2-oxopropyl acetate (40235-68-5)

Guidance literature:

With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; In water; ethyl acetate; at 4 ℃; for 0.5h;

Reference yield: 78.0%

2-chloroallyl alcohol (5976-47-6) + acetic acid (64-19-7,77671-22-8) → 3-chloro-2-oxopropyl acetate (40235-68-5)

Guidance literature:

With sodium hypochlorite; In acetone; at 0 ℃;

DOI:10.1021/jo020739m

Reference yield: 60.0%

jones reagent + 3-chloro-2-hydroxy-1-propyl acetate (24573-30-6) + dichromic acid (13530-68-2) → 3-chloro-2-oxopropyl acetate (40235-68-5)

Guidance literature:

With sulfuric acid; In isopropyl alcohol; acetone;

upstream raw materials:

potassium acetate

1,3-Dichloroacetone

sodium acetate

acetic anhydride

Downstream raw materials:

(2-(4-chlorophenyl)thiazol-4-yl)methyl acetate

4-[4-(4-acetoxymethyl-4-hydroxy-4,5-dihydro-thiazol-2-yl)-tetrahydro-pyran-4-yl]-benzoic acid methyl ester

3-acetoxy-2-oxopropyl 2-(diethoxyphosphoryl)-2-phenylacetate

[2-(2,5-dimethyl-4-nitrobenzyl)-1,3-thiazol-4-yl]methyl acetate

Refernces

• 1、 Wang, Shuyan,Du, Lin,Zhu, Jianqiang,Tsona, Narcisse T.,Liu, Shijie,Wang, Yifeng,Ge, Maofa,Wang, Wenxing. "Gas-Phase Oxidation of Allyl Acetate by O3, OH, Cl, and NO3: Reaction Kinetics and Mechanism". . p. 1600 - 1611. Retrieved 2018/02/22.
• 2、 VanBrunt, Michael P.,Ambenge, Reuben O.,Weinreb, Steven M.. "A mild, convenient, and inexpensive procedure for conversion of vinyl halides to α-haloketones". . p. 3323 - 3326. Retrieved 2007/10/03.