Phenyl chloroacetate

Base Information

• Chemical Name: Phenyl chloroacetate
• CAS No.: 620-73-5
• Molecular Formula: C8H7ClO2
• Molecular Weight: 170.595
• Hs Code.: 2915400090
• European Community (EC) Number: 210-650-9
• NSC Number: 166432
• UNII: X6N46728S9
• DSSTox Substance ID: DTXSID5060722
• Nikkaji Number: J134.390D
• Wikidata: Q27293609
• Mol file: 620-73-5.mol

Synonyms:phenyl 2-chloroacetate;PHENYL CHLOROACETATE;620-73-5;Acetic acid, chloro-, phenyl ester;Phenyl2-chloroacetate;Acetic acid, 2-chloro-, phenyl ester;UNII-X6N46728S9;EINECS 210-650-9;NSC 166432;NSC-166432;X6N46728S9;AI3-23257;chloroacetic acid phenyl ester;4-chloroacetoxybenzene;SCHEMBL137047;chloro-acetic acid phenyl ester;Chloroacetic acid, phenyl ester;DTXSID5060722;MFCD00018921;NSC166432;STK261325;AKOS002331936;AS-8771;CS-0317471;FT-0693834;Q27293609

Chemical Property of Phenyl chloroacetate

Chemical Property:

• Vapor Pressure: 0.0564mmHg at 25°C
• Melting Point: 44.5°C
• Refractive Index: 1.525
• Boiling Point: 107.5 °C
• Flash Point: 233.2 °C at 760 mmHg
• PSA: 26.30000
• Density: 1.232 g/cm³
• LogP: 1.83080
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 170.0134572
• Heavy Atom Count: 11
• Complexity: 130

Purity/Quality:

99%, ^*data from raw suppliers

Phenyl 2-chloroacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Phenyl chloroacetate

There total 18 articles about Phenyl chloroacetate 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: 96.0%

chloroacetyl chloride (79-04-9) + phenol (108-95-2,27073-41-2) → phenyl chloroacetate (620-73-5)

Guidance literature:

With 1,1,1,3,3-pentafluoro-2,3-dichloropropane; at 60 - 80 ℃; for 9h;

Reference yield: 82.0%

2-diazo-1-phenylethan-1-one (21119-50-6) → phenyl chloroacetate (620-73-5)

Guidance literature:

With hydrogenchloride; In chloroform; at 0 - 5 ℃;

Reference yield: 17.0%

Phenoxymagnesium bromide (35770-74-2) + chloroacetyl chloride (79-04-9) → phenyl chloroacetate (620-73-5) + 2-(2-chloroacetyl)phenol (53074-73-0)

Guidance literature:

In toluene; for 5h; Ambient temperature;

DOI:10.1021/jo00301a031

upstream raw materials:

isopropyl-malonic acid diphenyl ester

chloroacetic acid

phenol

chloroacetyl chloride

Downstream raw materials:

1-(sulfanilylcarbamoyl-methyl)-pyridinium betaine

hexahydroazepin-1-yl-acetic acid phenyl ester

benzyl-dimethyl-phenoxycarbonylmethyl-ammonium; chloride

chloroacetic acid ethyl ester

Refernces

• 1、 -. "Preparation method of benzofuran -2-(3H)- ketone (by machine translation)". Paragraph 0021-0023; 0026-0028; 0031-0033; 0036-0038; 0041-. . Retrieved 2020/03/06.
• 2、 Khairnar, Pankaj V.,Lung, Tsai-Hui,Lin, Yi-Jung,Wu, Chi-Yi,Koppolu, Srinivasa Rao,Edukondalu, Athukuri,Karanam, Praneeth,Lin, Wenwei. "An Intramolecular Wittig Approach toward Heteroarenes: Synthesis of Pyrazoles, Isoxazoles, and Chromenone-oximes". supporting information. p. 4219 - 4223. Retrieved 2019/06/17.