Ethyl 2-chloropropionate

Base Information

• Chemical Name: Ethyl 2-chloropropionate
• CAS No.: 535-13-7
• Deprecated CAS: 105309-19-1
• Molecular Formula: C5H9ClO2
• Molecular Weight: 136.578
• Hs Code.: 29159000
• European Community (EC) Number: 208-610-0
• NSC Number: 522671
• UN Number: 2935
• UNII: LXW30UR82C
• DSSTox Substance ID: DTXSID70870595
• Nikkaji Number: J42.281I
• Wikidata: Q27283245
• Mol file: 535-13-7.mol

Synonyms:ethyl 2-chloropropionate

Chemical Property of Ethyl 2-chloropropionate

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 4.11mmHg at 25°C
• Refractive Index: n20/D 1.417(lit.)
• Boiling Point: 148.993 °C at 760 mmHg
• Flash Point: 49.549 °C
• PSA: 26.30000
• Density: 1.081 g/cm³
• LogP: 1.17680
• Storage Temp.: Flammables area
• Solubility.: alcohol: miscible
• Water Solubility.: immiscible
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 136.0291072
• Heavy Atom Count: 8
• Complexity: 82.5
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% , ^*data from raw suppliers

Ethyl 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: CCOC(=O)C(C)Cl
• Uses: Ethyl 2-chloropropionate was used as initiator during the synthesis of poly(2-(diethylamino)ethyl methacrylate) and poly(N-isopropylacrylamide) via atom transfer radical polymerization. It was also used in the synthesis of end-functionalized poly(N-isopropylacrylamide) with pyrenyl group.

Technology Process of Ethyl 2-chloropropionate

There total 23 articles about Ethyl 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: 95.0%

ethanol (64-17-5) + (R,S)-2-chloropropionic acid (598-78-7) → 2-chloro-propanoic acid, ethyl ester (535-13-7)

Guidance literature:

With potassium chloride; In tetrachloromethane; at 72 ℃; for 4h; Kinetics; Rate constant; Thermodynamic data; activation energy, other temperatures (55, 63, 80 deg C);

Reference yield: 94.62%

ethanol (64-17-5) + 2-chloropropionyl chloride (7623-09-8) → 2-chloro-propanoic acid, ethyl ester (535-13-7)

Guidance literature:

at 15 - 75 ℃; under 712.571 Torr; Temperature;

Reference yield: 30.0%

(S)-Ethyl lactate (687-47-8) → 2-chloro-propanoic acid, ethyl ester (535-13-7)

Guidance literature:

With tetrachloromethane; 1,10-phenanthroline hydrate; iron; copper; copper(I) bromide; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1021/jo970767i

upstream raw materials:

quinoline

O-chlorosulfonyl-lactic acid ethyl ester

ethyl diazoalaninate

N-chloro-succinimide

Downstream raw materials:

2-piperidino-propionic acid ethyl ester

ethyl 2-hydroxypropionate

3-methylpiperazin-2-one

N-methylalanine

Refernces

• 1、 -. "Chloropyridylcarbonyl derivatives". . . Retrieved 2008/06/13.
• 2、 Barton, Patrick,Laws, Andrew P.,Page, Michael I.. "Structure-Activity Relationships in the Esterase-catalysed Hydrolysis and Transesterification of Esters and Lactones". . p. 2021 - 2030. Retrieved 2007/10/02.