Methyl 1-cyanocyclopropanecarboxylate

Base Information

• Chemical Name: Methyl 1-cyanocyclopropanecarboxylate
• CAS No.: 6914-73-4
• Molecular Formula: C₆H₇NO₂
• Molecular Weight: 125.127
• Hs Code.: 2926909090
• NSC Number: 600026
• DSSTox Substance ID: DTXSID90326529
• Nikkaji Number: J2.433.935A
• Wikidata: Q82087572
• Mol file: 6914-73-4.mol

Synonyms:methyl 1-cyanocyclopropanecarboxylate;6914-73-4;methyl 1-cyanocyclopropane-1-carboxylate;NSC600026;1-CYANO-CYCLOPROPANECARBOXYLIC ACIDMETHYL ESTER;SCHEMBL3552682;DTXSID90326529;methyl1-cyanocyclopropanecarboxylate;MFCD09033250;AKOS005072160;AB49378;DC-0807;NSC-600026;CS-0090840;FT-0680927;EN300-98334;1-Cyanocyclopropanecarboxylic acid methyl ester;A866899;1-cyano-cyclopropane-1-carboxylic acid methyl ester;J-521760;Z825761104

Chemical Property of Methyl 1-cyanocyclopropanecarboxylate

Chemical Property:

• Vapor Pressure: 0.246mmHg at 25°C
• Refractive Index: 1.465
• Boiling Point: 205.8°C at 760 mmHg
• Flash Point: 85.3°C
• PSA: 50.09000
• Density: 1.17g/cm³
• LogP: 0.46318
• Storage Temp.: 2-8°C
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 125.047678466
• Heavy Atom Count: 9
• Complexity: 185

Purity/Quality:

97% ^*data from raw suppliers

Methyl1-Cyanocyclopropanecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1(CC1)C#N

Technology Process of Methyl 1-cyanocyclopropanecarboxylate

There total 5 articles about Methyl 1-cyanocyclopropanecarboxylate 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: 94.0%

ethylene dibromide (106-93-4) + methyl 2-cyanoacetate (105-34-0) → methyl 1-cyanocyclopropanecarboxylate (6914-73-4)

Guidance literature:

With potassium carbonate; In acetone; for 20h; Heating;

DOI:10.1080/00397919608003644

Reference yield: 79.0%

1,2-dichloro-ethane (107-06-2,52399-93-6) + methyl 2-cyanoacetate (105-34-0) → methyl 1-cyanocyclopropanecarboxylate (6914-73-4)

Guidance literature:

With water; potassium carbonate; tetrabutylammomium bromide; In benzene; at 80 ℃; for 6h;

DOI:10.1055/s-1987-28069

Reference yield:

1-cyano-cyclopropanecarboxylic acid (6914-79-0) + diazomethyl-trimethyl-silane (18107-18-1) → methyl 1-cyanocyclopropanecarboxylate (6914-73-4)

Guidance literature:

In methanol; toluene; at 0 ℃; for 2h;

upstream raw materials:

ethylene dibromide

methyl 2-cyanoacetate

1,2-dichloro-ethane

methanol

Downstream raw materials:

1-aminomethyl-cyclopropanecarboxylic acid methyl ester

1-aminocarbonylcyclopropanecarboxylic acid

1-cyano-cyclopropanecarboxylic acid

1-hydroxymethyl-cyclopropanecarbonitrile