12-Octadecenoic acid

Base Information

• Chemical Name: 12-Octadecenoic acid
• CAS No.: 7378-88-3
• Molecular Formula: C18H34 O2
• Molecular Weight: 282.467
• DSSTox Substance ID: DTXSID701009343
• Nikkaji Number: J637.884F,J327.305I
• Wikidata: Q83006084
• Metabolomics Workbench ID: 512
• Mol file: 7378-88-3.mol

Synonyms:12-octadecenoic acid;12-octadecenoic acid, (cis)-isomer;12-octadecenoic acid, (trans)-isomer;12-octadecenoic acid, sodium salt, (Z)-isomer;cis-12-octadecenoic acid;trans-12-octadecenoic acid

Chemical Property of 12-Octadecenoic acid

Chemical Property:

• Vapor Pressure: 1.87E-07mmHg at 25°C
• Melting Point: 25.01°C (estimate)
• Refractive Index: 1.4618 (estimate)
• Boiling Point: 398.2°C at 760 mmHg
• Flash Point: 295°C
• PSA: 37.30000
• Density: 0.899g/cm³
• LogP: 6.10850
• XLogP3: 6.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 15
• Exact Mass: 282.255880323
• Heavy Atom Count: 20
• Complexity: 234

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC=CCCCCCCCCCCC(=O)O
• Isomeric SMILES: CCCCC/C=C/CCCCCCCCCCC(=O)O

Technology Process of 12-Octadecenoic acid

There total 24 articles about 12-Octadecenoic 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:

linoleic acid (60-33-3,116745-32-5,26085-09-6,64080-88-2,7049-66-3,949900-18-9,60476-23-5,6144-28-1,67922-65-0,89718-18-3) → cis-Octadecenoic acid (112-80-1,2027-47-6) + petroselinic acid (7378-88-3,13126-37-9,13126-38-0) + stearic acid (57-11-4)

Guidance literature:

With C₁₆H₃₆P⁽¹⁺⁾*C₃H₅O₃^(1-); hydrogen; palladium dichloride; In water; at 20 ℃; for 18h; under 760.051 Torr; Reagent/catalyst; Schlenk technique; Inert atmosphere; Green chemistry;

DOI:10.1039/c6ra23056c

Reference yield:

→ petroselinic acid (7378-88-3,13126-37-9,13126-38-0)

Guidance literature:

With ethanol; nickel; Hydrogenation;

DOI:10.1021/ja01150a087

Reference yield:

12-octadecynoic acid (19220-41-8) → petroselinic acid (7378-88-3,13126-37-9,13126-38-0)

Guidance literature:

With quinoline; hydrogen; Lindlar's catalyst; In ethyl acetate; Ambient temperature;

DOI:10.1039/jr9630000489

upstream raw materials:

petroselinic acid

12-Hydroxystearic acid

2-hydroxystearic acid

ethyl 12-hydroxystearate

Downstream raw materials:

trans-12-Octadecensaeure

hexanoic acid

D-erythro-12,13-dihydroxy-octadecanoic acid

stearic acid

Refernces

• 1、 Mostyn, Shannon N.,Carland, Jane E.,Shimmon, Susan,Ryan, Renae M.,Rawling, Tristan,Vandenberg, Robert J.. "Synthesis and Characterization of Novel Acyl-Glycine Inhibitors of GlyT2". . p. 1949 - 1959. Retrieved 2017/09/26.