Diethyl chloroethylmalonate

Base Information

• Chemical Name: Diethyl chloroethylmalonate
• CAS No.: 29263-83-0
• Molecular Formula: C9H15 Cl O4
• Molecular Weight: 222.669
• Hs Code.: 2917190090
• European Community (EC) Number: 249-540-0
• UNII: TY5MHP7WUL
• DSSTox Substance ID: DTXSID30183517
• Wikidata: Q83054320
• Mol file: 29263-83-0.mol

Synonyms:Diethyl chloroethylmalonate;29263-83-0;diethyl 2-chloro-2-ethylpropanedioate;DIETHYL ETHYLCHLOROMALONATE;EINECS 249-540-0;DIETHYL-2-CHLORO-2-ETHYL MALONATE;C9H15ClO4;diethyl 2-chloro-2-ethylmalonate;TY5MHP7WUL;SCHEMBL9719100;DTXSID30183517;diethyl alpha-chloro-alpha-ethylmalonate;FT-0638844;Propanedioic acid, 2-chloro-2-ethyl-, 1,3-diethyl ester

Chemical Property of Diethyl chloroethylmalonate

Chemical Property:

• Vapor Pressure: 0.0317mmHg at 25°C
• Boiling Point: 243.7°Cat760mmHg
• Flash Point: 86.6°C
• PSA: 52.60000
• Density: 1.139g/cm³
• LogP: 1.50020
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 222.0658866
• Heavy Atom Count: 14
• Complexity: 197

Purity/Quality:

98%Min ^*data from raw suppliers

DIETHYL CHLOROETHYLMALONATE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C(=O)OCC)(C(=O)OCC)Cl

Technology Process of Diethyl chloroethylmalonate

There total 7 articles about Diethyl chloroethylmalonate 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%

tetrabutylammonium chloride monohydrate (88641-55-8) + ethyl diethyl malonate (133-13-1) → diethyl 2-chloro-2-ethylmalonate (29263-83-0)

Guidance literature:

With potassium carbonate; In tetrachloromethane;

Reference yield:

Ethyl trichloroacetate (515-84-4) → diethyl 2-chloro-2-ethylmalonate (29263-83-0) + diethyl dichloromalonate (20165-81-5)

Guidance literature:

With Hexamethylphosphorous triamide; In tetrahydrofuran; at -35 ℃; for 2h; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4020(01)81518-0

Reference yield:

Ethyl trichloroacetate (515-84-4) + diethyl dichloromalonate (20165-81-5) → diethyl 2-chloromalonate (14064-10-9) + diethyl 2-chloro-2-ethylmalonate (29263-83-0)

Guidance literature:

With Hexamethylphosphorous triamide; In tetrahydrofuran; at -35 - 24 ℃;

DOI:10.1016/S0040-4020(01)81518-0

upstream raw materials:

1,3-diethyl 2-(1-hydroxyethyl)propanedioate

acetyl chloride

ethyl diethyl malonate

Ethyl trichloroacetate

Downstream raw materials:

2-Hydroxybutanoic acid

Refernces

• 1、 Vorbruggen,Bohn,Krolikiewicz. "New simple wittig-type cyclizations to flavones, 4-quinolones and indenones1". . p. 3489 - 3502. Retrieved 2007/10/02.