Dimethyl 2-cyanosuccinate

Base Information

• Chemical Name: Dimethyl 2-cyanosuccinate
• CAS No.: 6283-71-2
• Molecular Formula: C7H9NO4
• Molecular Weight: 171.153
• Hs Code.: 2926909090
• NSC Number: 7708
• Nikkaji Number: J446.493A
• Mol file: 6283-71-2.mol

Synonyms:dimethyl 2-cyanosuccinate;6283-71-2;2-Cyanosuccinic acid dimethyl ester;dimethyl 2-cyanobutanedioate;Butanedioic acid, cyano-, dimethyl ester;2-Cyanobutanedioic acid dimethyl ester;Dimethyl cyanosuccinate;1,4-dimethyl 2-cyanobutanedioate;BRN 1781500;AI3-11155;2-Cyano-succinic acid dimethyl ester;Succinic acid, cyano-, dimethyl ester;dimethyl2-cyanosuccinate;0-02-00-00813 (Beilstein Handbook Reference);SCHEMBL1752393;NSC7708;PJAMMJHRVPQDMS-UHFFFAOYSA-N;NSC 7708;NSC-7708;MFCD01760090;AKOS006280185;GS-3307;2-Cyanobutanedioic acid dimethyl ester, 95%;FT-0693237;A868344

Chemical Property of Dimethyl 2-cyanosuccinate

Chemical Property:

• Vapor Pressure: 0.00241mmHg at 25°C
• Refractive Index: 1.436
• Boiling Point: 287.9 °C at 760 mmHg
• Flash Point: 124.1 °C
• PSA: 76.39000
• Density: 1.181g/cm³
• LogP: -0.13772
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 171.05315777
• Heavy Atom Count: 12
• Complexity: 227

Purity/Quality:

97% ^*data from raw suppliers

Dimethyl2-Cyanosuccinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CC(C#N)C(=O)OC

Technology Process of Dimethyl 2-cyanosuccinate

There total 5 articles about Dimethyl 2-cyanosuccinate 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: 86.0%

methyl chloroacetate (96-34-4) + methyl 2-cyanoacetate (105-34-0) → Dimethyl 1-cyanoethane-1,2-dicarboxylate (6283-71-2)

Guidance literature:

With sodium methylate;

Reference yield: 43.0%

methanol (67-56-1) + chloroacetic acid ethyl ester (105-39-5) + ethyl 2-cyanoacetate (105-56-6) → Dimethyl 1-cyanoethane-1,2-dicarboxylate (6283-71-2)

Guidance literature:

With sodium;

DOI:10.1016/j.tet.2013.03.064

Reference yield:

methyl chloroacetate (96-34-4) → Dimethyl 1-cyanoethane-1,2-dicarboxylate (6283-71-2)

Guidance literature:

With methanol;

upstream raw materials:

methyl chloroacetate

methyl 2-cyanoacetate

chloroacetic acid ethyl ester

methanol

Downstream raw materials:

1-[2,6-dichloro-4-pentafluorosulfanyl-phenyl]-5-hydroxy-1H-pyrazole-3-carbonitrile

2-methyl-2,7-diazaspiro[4.5]decane

7-methyl-2,7-diazaspiro[4.5]decane

2-Cyano-2-(1-phenyl-ethyl)-succinic acid dimethyl ester

Refernces

• 1、 -. "Substituted arylpyrazoles". Page/Page column 82. . Retrieved 2008/06/13.
• 2、 Schank, Kurt,Lorig, Werner. "One-Pot Synthesis of cis Fixed β-Diketones of Bicycloalkanes, 2". . p. 112 - 136. Retrieved 2007/10/02.