methyl 16-cyanohexadecanoate

Base Information

• Chemical Name: methyl 16-cyanohexadecanoate
• CAS No.: 151276-57-2
• Molecular Formula: C₁₈H₃₃NO₂
• Molecular Weight: 295.466
• Mol file: 151276-57-2.mol

Synonyms:

Chemical Property of methyl 16-cyanohexadecanoate

Chemical Property:

• Vapor Pressure: 9.99E-07mmHg at 25°C

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl 16-cyanohexadecanoate

There total 3 articles about methyl 16-cyanohexadecanoate 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%

potassium cyanide + 16-methanesulfonyloxy-hexadecanoic acid methyl ester (110544-76-8) → methyl 16-cyanohexadecanoate (151276-57-2)

Guidance literature:

In dimethyl sulfoxide; at 40 ℃;

DOI:10.1021/acs.jmedchem.0c01576

Reference yield:

methyl 16-bromohexadecanoate (26825-89-8) + sodium cyanide (143-33-9,25596-52-5) → 16-cyanohexadecanoic acid (151276-58-3) + methyl 16-cyanohexadecanoate (151276-57-2)

Guidance literature:

methyl 16-bromohexadecanoate; sodium cyanide; In 1-methyl-pyrrolidin-2-one; at 110 - 155 ℃; for 7h;

With hydrogenchloride; In 1-methyl-pyrrolidin-2-one; water; for 0.75h; pH=11;

Reference yield:

16-hydroxyhexadecanoic acid methyl ester (36575-67-4) → methyl 16-cyanohexadecanoate (151276-57-2)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 2.5 h / 0 °C

2: dimethyl sulfoxide / 40 °C

With triethylamine; In dichloromethane; dimethyl sulfoxide;

DOI:10.1021/acs.jmedchem.0c01576

upstream raw materials:

methyl 16-bromohexadecanoate

sodium cyanide

16-hydroxyhexadecanoic acid methyl ester

16-methanesulfonyloxy-hexadecanoic acid methyl ester

Downstream raw materials:

heptadecanedioic acid