2-Chloro-2-oxo-1-phenylethyl acetate

Base Information

• Chemical Name: 2-Chloro-2-oxo-1-phenylethyl acetate
• CAS No.: 1638-63-7
• Molecular Formula: C10H9ClO3
• Molecular Weight: 212.633
• Hs Code.: 29173995
• European Community (EC) Number: 216-674-6
• NSC Number: 28337
• DSSTox Substance ID: DTXSID10870897
• Nikkaji Number: J195.271D
• Mol file: 1638-63-7.mol

Synonyms:1638-63-7;2-chloro-2-oxo-1-phenylethyl acetate;2-Acetoxy-2-phenylacetyl chloride;O-ACETYLMANDELIC CHLORIDE;(2-chloro-2-oxo-1-phenylethyl) acetate;1-(Chloroformyl)benzyl acetate;EINECS 216-674-6;Acetylmandelic chloride;o-acetylmandeloyl chloride;Acetoxyphenylacetyl chloride;SCHEMBL1461694;DTXSID10870897;NSC28337;O-Acetylmandelic chloride, >=95%;2-chloro-2-oxo-1-phenylethylacetate;MFCD00000714;NSC 28337;NSC-28337;AKOS015889719;2-Acetoxy-2-phenylacetic acid chloride;FT-0633726;Benzeneacetyl chloride, .alpha.-(acetyloxy)-;A810522;W-107949

Chemical Property of 2-Chloro-2-oxo-1-phenylethyl acetate

Chemical Property:

• Appearance/Colour: Clear colourless to slightly yellow liquid
• Vapor Pressure: 0.0122mmHg at 25°C
• Melting Point: 36°C
• Refractive Index: n20/D 1.514(lit.)
• Boiling Point: 260.469 °C at 760 mmHg
• Flash Point: 116.256 °C
• PSA: 43.37000
• Density: 1.266 g/cm³
• LogP: 2.05620
• Storage Temp.: 0-6°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 212.0240218
• Heavy Atom Count: 14
• Complexity: 221

Purity/Quality:

99% ^*data from raw suppliers

O-Acetyl-mandelicAcidChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-36/37
• Safety Statements: 26-27-28-36/37/39-45

MSDS Files:

Useful:

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

Technology Process of 2-Chloro-2-oxo-1-phenylethyl acetate

There total 6 articles about 2-Chloro-2-oxo-1-phenylethyl acetate 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: 81.0%

2-acetoxy-2-phenylacetic acid (29071-09-8) → 2-acetoxy-2-phenylacetyl chloride (1638-63-7)

Guidance literature:

With thionyl chloride; for 4h; Heating;

DOI:10.1016/0040-4020(94)01105-9

Reference yield:

MANDELIC ACID (611-71-2,611-72-3,17199-29-0,90-64-2) → 2-acetoxy-2-phenylacetyl chloride (1638-63-7)

Guidance literature:

Multi-step reaction with 2 steps

1: DMAP; pyridine / diethyl ether / 0 - 20 °C

2: SOCl₂ / CH₂Cl₂

With pyridine; dmap; thionyl chloride; In diethyl ether; dichloromethane;

DOI:10.1021/ja053743z

Reference yield:

→ 2-acetoxy-2-phenylacetyl chloride (1638-63-7)

Guidance literature:

With phosphorus pentachloride;

upstream raw materials:

2-acetoxy-2-phenylacetic acid

MANDELIC ACID

acetyl chloride

phosphorus pentachloride

Downstream raw materials:

1-(acetoxy-phenyl-acetyl)-piperidine

N²-D-mandeloyl-L-asparagine

3-acetyl-5-phenyl-furan-2,4-dione

N²-L-mandeloyl-L-asparagine

Refernces

• 1、 Nolle, Gregory T.,Sammakia, Tarek,Steel, Peter J.. "Kinetic resolution of α-acetoxy N-acyl oxazolidinethiones by a chiral O-nucleophilic acyl transfer catalyst". . p. 13502 - 13503. Retrieved 2007/10/03.
• 2、 Sengupta, Saumitra,Sen Sarma, Debarati,Mondal, Somnath. "A facile synthesis of enantiopure γ-amino- and γ-hydroxy-β- ketosulfones". . p. 4409 - 4417. Retrieved 2007/10/03.