2-Cyano-3,5-dimethyl-2-hexenoic acid ethyl ester

Base Information

• Chemical Name: 2-Cyano-3,5-dimethyl-2-hexenoic acid ethyl ester
• CAS No.: 759-53-5
• Molecular Formula: C₁₁H₁₇NO₂
• Molecular Weight: 195.261
• NSC Number: 110086
• DSSTox Substance ID: DTXSID501259895
• Nikkaji Number: J1.453.280C
• Mol file: 759-53-5.mol

Synonyms:NSC110086;DTXSID501259895;AKOS001061115;NSC-110086;Ethyl 2-cyano-3,5-dimethyl-2-hexenoate;Ethyl (2E)-2-cyano-3,5-dimethyl-2-hexenoate;2-Cyano-3,5-dimethyl-2-hexenoic acid ethyl ester;Z56928919;53276-28-1;759-53-5

Chemical Property of 2-Cyano-3,5-dimethyl-2-hexenoic acid ethyl ester

Chemical Property:

• Vapor Pressure: 0.00289mmHg at 25°C
• Boiling Point: 284.9°Cat760mmHg
• Flash Point: 130°C
• Density: 0.973g/cm³
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 195.125928785
• Heavy Atom Count: 14
• Complexity: 281

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=C(C)CC(C)C)C#N
• Isomeric SMILES: CCOC(=O)/C(=C(\C)/CC(C)C)/C#N

Technology Process of 2-Cyano-3,5-dimethyl-2-hexenoic acid ethyl ester

There total 3 articles about 2-Cyano-3,5-dimethyl-2-hexenoic acid ethyl ester 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: 54.6%

4-methyl-2-pentanone (108-10-1) + ethyl 2-cyanoacetate (105-56-6) → (E/Z)-2-Cyano-3,5-dimethyl-2-hexenoic acid ethyl ester (759-53-5)

Guidance literature:

piperidine; at 23 ℃; for 2h; under 2250180 Torr;

DOI:10.1016/S0040-4039(00)01930-4

Reference yield:

2-cyano-3,5-dimethyl-hex-2-enoic acid methyl ester (6668-06-0) + sodium ethanolate (141-52-6) → (E/Z)-2-Cyano-3,5-dimethyl-2-hexenoic acid ethyl ester (759-53-5) + 2-ethyl-2-cyano-3,5-dimethyl-hex-3-enoic acid methyl ester

Guidance literature:

at -10 - -5 ℃; und folgenden Kochen mit Aethyljodid;

Reference yield:

→ (E/Z)-2-Cyano-3,5-dimethyl-2-hexenoic acid ethyl ester (759-53-5)

Guidance literature:

Methode Cope;

upstream raw materials:

2-cyano-3,5-dimethyl-hex-2-enoic acid methyl ester

sodium ethanolate

4-methyl-2-pentanone

ethyl 2-cyanoacetate