Methyl 2-chloropropionate

Base Information

• Chemical Name: Methyl 2-chloropropionate
• CAS No.: 17639-93-9
• Deprecated CAS: 40705-03-1
• Molecular Formula: C4H7ClO2
• Molecular Weight: 122.551
• Hs Code.: 29159080
• European Community (EC) Number: 241-624-5
• NSC Number: 70983
• UN Number: 2933
• UNII: FDN17EXK1J
• DSSTox Substance ID: DTXSID60864786
• Nikkaji Number: J34.936D
• Wikidata: Q27894093
• Mol file: 17639-93-9.mol

Synonyms:2-chloropropionic acid, methyl ester;alpha-chloropropionic acid, methyl ester;MeCPA;methyl 2-chloropropanoate;methyl 2-chloropropionate

Chemical Property of Methyl 2-chloropropionate

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 5.25 mm Hg ( 20 °C)
• Melting Point: -10 °C
• Refractive Index: n20/D 1.417(lit.)
• Boiling Point: 130.8 °C at 760 mmHg
• Flash Point: 37.6 °C
• PSA: 26.30000
• Density: 1.116 g/cm³
• LogP: 0.78670
• Storage Temp.: Flammables area
• Water Solubility.: immiscible
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 122.0134572
• Heavy Atom Count: 7
• Complexity: 72.1
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

Methyl 2-Chloropropionate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 26-36-37/39-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)OC)Cl
• Uses: Methyl 2-chloropropionate is used as initiator during the synthesis of acrylamide homopolymers and acrylamide-N-isopropylacrylamide block copolymers. It is also used to produce 2-thiophen-2-yl-propionic acid methyl ester.

Technology Process of Methyl 2-chloropropionate

There total 17 articles about Methyl 2-chloropropionate 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: 89.0%

methanol (67-56-1) + 2-chloropropionyl chloride (7623-09-8) → 2-chloro-propionic acid methyl ester (17639-93-9)

Guidance literature:

for 1h; Ambient temperature;

DOI:10.1016/S0957-4166(97)00524-7

Reference yield: 2.0%

2-chloropropionaldehyde dimethyl acetal (87894-32-4) → 2-chloro-propionic acid methyl ester (17639-93-9) + methyl 2,2-dichloropropionate (17640-02-7)

Guidance literature:

With trichloroisocyanuric acid; isocyanuric acid; In N,N-dimethyl-formamide; at 40 ℃; for 18h;

DOI:10.1246/bcsj.67.156

Reference yield:

propanoic acid methyl ester (554-12-1) → 2-chloro-propionic acid methyl ester (17639-93-9) + chloromethyl propionate (5402-53-9) + methyl 3-chloropropionate (6001-87-2)

Guidance literature:

With chlorine; Product distribution; Heating; Irradiation; influence of temperature, chlorinating agent, UV, addition of benzoyl peroxide;

upstream raw materials:

phosgene

methyl lactate

propanoic acid methyl ester

methyl 2-aminopropanoate monohydrochloride

Downstream raw materials:

methyl lactate

Methyl formate

2-chloro-1-propanol

2-phenylpropionic acid methyl ester

Refernces

• 1、 Zhao, Mengdi,Lu, Wenjun. "Visible Light-Induced Oxidative Chlorination of Alkyl sp3 C-H Bonds with NaCl/Oxone at Room Temperature". supporting information. p. 4560 - 4563. Retrieved 2017/09/11.
• 2、 Peng, Chi-How,Kong, Jing,Seeliger, Florian,Matyjaszewski, Krzysztof. "Mechanism of halogen exchange in ATRP". scheme or table. p. 7546 - 7557. Retrieved 2012/07/28.