trans-13-Octadecenoic acid

Base Information

• Chemical Name: trans-13-Octadecenoic acid
• CAS No.: 13126-39-1
• Molecular Formula: C₁₈H₃₄O₂
• Molecular Weight: 282.467
• Hs Code.: 2916190090
• European Community (EC) Number: 631-337-7,636-216-2
• DSSTox Substance ID: DTXSID60880901
• Nikkaji Number: J637.885D,J327.306G
• Wikidata: Q82862277
• Metabolomics Workbench ID: 1219
• Mol file: 13126-39-1.mol

Synonyms:13-octadecenoic acid;13-octadecenoic acid, (E)-isomer;13-octadecenoic acid, sodium salt, (Z)-isomer

Chemical Property of trans-13-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°Cat760mmHg
• PKA: 4.78±0.10(Predicted)
• Flash Point: 295°C
• PSA: 37.30000
• Density: 0.899g/cm³
• LogP: 6.10850
• Storage Temp.: −20°C
• XLogP3: 7.2
• 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:

98.5% ^*data from raw suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC=CCCCCCCCCCCCC(=O)O
• Isomeric SMILES: CCCC/C=C/CCCCCCCCCCCC(=O)O
• Uses: cis-13-Octadecenoic Acid, is a fatty acid and has shown to be one the components of the essential oil of Hypericum gaitii Haines - an endemic species of Eastern India, having antioxidant activities.

Technology Process of trans-13-Octadecenoic acid

There total 15 articles about trans-13-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: 56.0%

pentanal (110-62-3) + (12-carboxydodecyl)triphenylphosphonium bromide → (13Z)-octadec-13-enoic acid (693-71-0,7378-89-4,13126-39-1)

Guidance literature:

(12-carboxydodecyl)triphenylphosphonium bromide; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 - 20 ℃; for 2h; Inert atmosphere;

pentanal; In tetrahydrofuran; toluene; at -78 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.carres.2019.107748

Reference yield:

ethyl (13Z)-octadec-13-enoate → (13Z)-octadec-13-enoic acid (693-71-0,7378-89-4,13126-39-1)

Guidance literature:

With water; sodium hydroxide; at 20 ℃; for 3h;

DOI:10.1021/acschemneuro.7b00105

Reference yield:

ethyl 12-cyanododecanoate (133310-02-8) → (13Z)-octadec-13-enoic acid (693-71-0,7378-89-4,13126-39-1)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium phosphinate / 2 h / 40 °C

2: sodium hexamethyldisilazane / tetrahydrofuran / 2 h / -78 - 20 °C

3: sodium hydroxide; water / 3 h / 20 °C

With sodium phosphinate; water; sodium hexamethyldisilazane; sodium hydroxide; In tetrahydrofuran; 2: |Wittig Olefination;

DOI:10.1021/acschemneuro.7b00105

upstream raw materials:

13-oxotridecanoic acid

pentyltriphenylphosphonium bromide

cis-13-docosenoic acid

13,14-dihydroxy-behenic acid

Downstream raw materials:

(Z)-13-octadecen-1-yl acetate

(Z)-octadec-13-en-1-ol

cis-13-octadecenoic acid, methyl ester