Hexadec-10-enoic acid

Base Information

• Chemical Name: Hexadec-10-enoic acid
• CAS No.: 2511-97-9
• Molecular Formula: C16H30O2
• Molecular Weight: 254.413
• DSSTox Substance ID: DTXSID90707551
• Mol file: 2511-97-9.mol

Synonyms:Hexadec-10-enoic acid;DTXSID90707551

Chemical Property of Hexadec-10-enoic acid

Chemical Property:

• Vapor Pressure: 1.86E-05mmHg at 25°C
• XLogP3: 6.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 13
• Exact Mass: 254.224580195
• Heavy Atom Count: 18
• Complexity: 209

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC=CCCCCCCCCC(=O)O

Technology Process of Hexadec-10-enoic acid

There total 19 articles about Hexadec-10-enoic acid 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: 90.0%

1-Heptene (592-76-7) + Methyl 10-undecenoate (111-81-9) → (10Z)-hexadec-10-enoic acid (2511-97-9)

Guidance literature:

1-Heptene; Methyl 10-undecenoate; With [2-(1-methylethoxy-κO)phenylmethyl-κC](nitrato-κO,κO′){rel-(2R,5R,7S)-tricyclo[3.3.1.1^3,7]decane-2,1-diyl[3-(2,4,6-trimethylphenyl)-1-imidazolidinyl-2-ylidene]}ruthenium; In tetrahydrofuran; at 45 ℃; for 8h;

With 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; at 0 ℃; for 2h; Further stages;

Reference yield: 74.0%

hexanal (66-25-1) + (9-carboxynonyl)triphenylphosphonium bromide (93943-65-8) → (10Z)-hexadec-10-enoic acid (2511-97-9)

Guidance literature:

(9-carboxynonyl)triphenylphosphonium bromide; With sodium hexamethyldisilazane; In tetrahydrofuran; at -60 ℃; for 0.666667h; Inert atmosphere;

hexanal; In tetrahydrofuran; at -60 - 20 ℃; diastereoselective reaction; Inert atmosphere;

DOI:10.1016/j.tetlet.2016.01.090

Reference yield:

Δ10-hexadecenol (64437-48-5) → (10Z)-hexadec-10-enoic acid (2511-97-9)

Guidance literature:

With dipyridinium dichromate; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 48h;

upstream raw materials:

hexadec-10-ynoic acid

1,8-dibromooctane

1-Heptyne

ethyl 9-cyanononanoate