Chloroacetate

Base Information

• Chemical Name: Chloroacetate
• CAS No.: 14526-03-5
• Molecular Formula: C2H2 Cl O2
• Molecular Weight: 93.4897
• DSSTox Substance ID: DTXSID60162956
• Nikkaji Number: J455.954A
• Wikidata: Q27109716
• Mol file: 14526-03-5.mol

Synonyms:Acetocaustin;chloroacetate;chloroacetic acid;chloroacetic acid, aluminum salt;chloroacetic acid, ammonium (2:1) salt;chloroacetic acid, ammonium salt;chloroacetic acid, calcium (3:1) salt;chloroacetic acid, calcium salt;chloroacetic acid, potassium (2:1) salt;chloroacetic acid, potassium salt;chloroacetic acid, silver salt;chloroacetic acid, sodium (2:1) salt;chloroacetic acid, sodium (5:2) salt;chloroacetic acid, sodium salt;monochloroacetic acid;SODIUM CHLOROACETATE

Chemical Property of Chloroacetate

Chemical Property:

• Boiling Point: 189.3oC
• PSA: 40.13000
• LogP: -1.02490
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 92.9743320
• Heavy Atom Count: 5
• Complexity: 37.4

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(=O)[O-])Cl

Technology Process of Chloroacetate

There total 15 articles about 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: 84.0%

dichloroacetate ion (13425-80-4) → monochloroacetate (14526-03-5)

Guidance literature:

With tris(2,2’-bipyridine)ruthenium(II); ascorbate; In water; for 3h; pH=12.7; Irradiation;

DOI:10.1039/c9gc02069a

Reference yield: 65.0%

2,2,2-trichloroacetate (14357-05-2) → monochloroacetate (14526-03-5) + dichloroacetate ion (13425-80-4)

Guidance literature:

With tris(2,2’-bipyridine)ruthenium(II); ascorbate; In water; for 3h; pH=12.7; Irradiation;

DOI:10.1039/c9gc02069a

Reference yield:

Chloro-acetic acid 1-(4-methoxy-phenyl)-ethyl ester → monochloroacetate (14526-03-5) + 1-(1-azidoethyl)-4-methoxybenzene (91633-30-6)

Guidance literature:

With sodium azide; In water; at 20 - 24 ℃; Product distribution; different kinds of salts or none, other solvent;

DOI:10.1021/ja00317a031

upstream raw materials:

dimethyl sulfoxide

chloroacetic acid

methyl chloroacetate

C₃H₆NO₄^(1-)

Downstream raw materials:

C₂H₄NO₃^(1-)

chloroacetic acid

C₃H₆NO₄^(1-)

glycolic Acid

Refernces

• 1、 Matic, Mirela,Denegri, Bernard,Kronja, Olga. "Solvolytic Behavior of Aliphatic Carboxylates". supporting information. p. 1477 - 1486. Retrieved 2015/10/05.
• 2、 Bernasconi, Claude F.,Panda, Markandeswar,Stronach, Michael W.. "Kinetics of reversible carbon deprotonation of 2-nitroethanol and 2-nitro-1,3-propanediol by hydroxide ion, water, amines, and carboxylate ions. A normal br?nsted α despite an imbalanced transition state". . p. 9206 - 9212. Retrieved 2007/10/03.