Ethyl 2-cyano-5-methylhexanoate

Base Information

• Chemical Name: Ethyl 2-cyano-5-methylhexanoate
• CAS No.: 26526-71-6
• Molecular Formula: C10H17 N O2
• Molecular Weight: 183.2475
• NSC Number: 124622
• DSSTox Substance ID: DTXSID30298610
• Mol file: 26526-71-6.mol

Synonyms:26526-71-6;ethyl 2-cyano-5-methylhexanoate;NSC124622;DTXSID30298610;AKOS006278543;NSC-124622

Chemical Property of Ethyl 2-cyano-5-methylhexanoate

Chemical Property:

• Vapor Pressure: 0.098mmHg at 25°C
• Boiling Point: 223.1°Cat760mmHg
• Flash Point: 95.1°C
• Density: 0.958g/cm³
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 183.125928785
• Heavy Atom Count: 13
• Complexity: 202

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CCC(C)C)C#N

Technology Process of Ethyl 2-cyano-5-methylhexanoate

There total 5 articles about Ethyl 2-cyano-5-methylhexanoate 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%

ethyl 2-cyanoacetate (105-56-6) + isovaleraldehyde (590-86-3) → 2-cyano-5-methyl-hexanoic acid ethyl ester (26526-71-6)

Guidance literature:

With carbon monoxide; rhodium(III) chloride trihydrate; water; triethylamine; In acetonitrile; at 25 ℃; for 18h; under 7500.75 Torr;

DOI:10.1021/acscatal.6b03183

Reference yield: 76.0%

ethyl 2-cyanoacetate (105-56-6) + i-pentyl bromide (107-82-4) → 2-cyano-5-methyl-hexanoic acid ethyl ester (26526-71-6)

Guidance literature:

With potassium carbonate; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; at 110 ℃; for 15h;

DOI:10.1023/B:RUCB.0000035652.61455.b9

Reference yield:

ethyl iodide (75-03-6) → 2-cyano-5-methyl-hexanoic acid ethyl ester (26526-71-6)

Guidance literature:

upstream raw materials:

ethyl 2-cyanoacetate

isovaleraldehyde

sodium cyanoacetic acid ethyl ester

i-pentyl bromide

Downstream raw materials:

5-methylhexanenitrile

2-ethyl-2-cyano-5-methyl-hexanoic acid ethyl ester

Refernces

• 1、 Ramachary, Dhevalapally B.,Reddy, G. Babul. "Towards organo-click reactions: Development of pharmaceutical ingredients by using direct organocatalytic bio-mimetic reductions". . p. 4463 - 4468. Retrieved 2008/09/19.
• 2、 Kryshtal,Zhdankina,Zlotin. "Synthesis of derivatives of prenylacetic acids by reactions of alkyl malonate, cyanoacetate, and acetoacetate with alkylating reagents in ionic liquids". . p. 652 - 658. Retrieved 2007/10/03.