7Z,10Z-hexadecadienoic acid

Base Information

• Chemical Name: 7Z,10Z-hexadecadienoic acid
• CAS No.: 28290-73-5
• Molecular Formula: C16H28 O2
• Molecular Weight: 252.397
• DSSTox Substance ID: DTXSID801309829
• Metabolomics Workbench ID: 1146
• Wikidata: Q27158934
• Mol file: 28290-73-5.mol

Synonyms:7Z,10Z-hexadecadienoic acid;28290-73-5;(7Z,10Z)-HEXADECADIENOIC ACID;(7Z,10Z)-hexadeca-7,10-dienoic acid;C16:2n-6,9;(Z,Z)-7,10-Hexadecadienoic acid;7Z,10Z-Hexadecadienoate;SCHEMBL6112845;(Z,Z)-7,10-Hexadecadienoate;CHEBI:86147;DTXSID801309829;7-cis,10-cis-hexadecadienoic acid;cis,cis-7,10-hexadecadienoic acid;7(Z),10(Z)-Hexadecadienoic acid;(Z,Z)-hexadeca-7,10-dienoic acid;LMFA01030807;(7Z,10Z)-7,10-Hexadecadienoic acid;(7Z, 10Z)-hexadeca-7, 10-dienoic acid;Q27158934

Chemical Property of 7Z,10Z-hexadecadienoic acid

Chemical Property:

• Vapor Pressure: 9.92E-06mmHg at 25°C
• Refractive Index: 1.479
• Boiling Point: 346.8°C at 760 mmHg
• Flash Point: 243.7°C
• PSA: 37.30000
• Density: 0.919g/cm³
• LogP: 5.10430
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 12
• Exact Mass: 252.208930132
• Heavy Atom Count: 18
• Complexity: 242

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC=CCC=CCCCCCC(=O)O
• Isomeric SMILES: CCCCC/C=C\C/C=C\CCCCCC(=O)O
• Uses: (7Z,10Z)-7,10-Hexadecadienoic Acid, is a polysaturated fatty acid that is a minor constituent of volatile oils from Gliomastix murorum and Pichia guilliermondii, having antimicrobial activity.

Technology Process of 7Z,10Z-hexadecadienoic acid

There total 8 articles about 7Z,10Z-hexadecadienoic 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: 64.0%

(7Z,10Z)-hexadecadienoic acid methyl ester (18829-90-8,16106-03-9) → (7Z,10Z)-7,10-hexadecadienoic acid (28290-73-5)

Guidance literature:

With sodium hydroxide; In methanol; water; at 20 ℃; for 8h; Inert atmosphere;

DOI:10.1007/s10600-015-1195-x

Reference yield:

(7Z,10Z)-hexadeca-7,10-dien-1-ol (121695-19-0) → (7Z,10Z)-7,10-hexadecadienoic acid (28290-73-5)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; In water; acetone; at 0 ℃; for 0.5h;

DOI:10.1016/0031-9422(89)80021-4

Reference yield:

<(3Z)-nonen-1-yl>triphenylphosphonium iodide (72297-07-5) → (7Z,10Z)-7,10-hexadecadienoic acid (28290-73-5)

Guidance literature:

Multi-step reaction with 3 steps

1: n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C / under N₂

2: 30percent H₃PO₄ / methanol / 5 h / Ambient temperature

3: CrO₃, conc H₂SO₄ / H₂O; acetone / 0.5 h / 0 °C

With chromium(VI) oxide; n-butyllithium; phosphoric acid; sulfuric acid; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; water; acetone;

DOI:10.1016/0031-9422(89)80021-4

upstream raw materials:

(7Z,10Z)-hexadeca-7,10-dien-1-ol

<(3Z)-nonen-1-yl>triphenylphosphonium iodide

2-[((7Z,10Z)-Hexadeca-7,10-dienyl)oxy]-tetrahydro-pyran

oct-2-ynoic acid

Refernces

• 1、 Kajiwara, Tadahiko,Yoshikawa, Hiroshi,Matsui, Kenji,Hatanaka, Akikazu,Kawai, Tetsuo. "SPECIFICITY OF THE ENZYME SYSTEM PRODUCING LONG CHAIN ALDEHYDES IN THE GREEN ALGA, ULVA PERTUSA". . p. 407 - 410. Retrieved 2007/10/02.