9-Hexadecenoic acid

Base Information

• Chemical Name: 9-Hexadecenoic acid
• CAS No.: 10030-73-6
• Molecular Formula: C16H30 O2
• Molecular Weight: 254.413
• European Community (EC) Number: 606-666-4
• NSC Number: 277452
• UNII: 65DJ825A3Z
• DSSTox Substance ID: DTXSID7021603
• Nikkaji Number: J14.574B,J146.389F
• Wikidata: Q27139858,Q27888066
• Metabolomics Workbench ID: 491
• ChEMBL ID: CHEMBL3182018
• Mol file: 10030-73-6.mol

Synonyms:C16:1 trans-9;C16:1n7;palmitelaidic acid;palmitoleate;palmitoleic acid;palmitoleic acid, (E)-isomer;palmitoleic acid, (Z)-isomer;palmitoleic acid, potassium salt, (Z)-isomer;palmitoleic acid, sodium salt, (Z)-isomer

Chemical Property of 9-Hexadecenoic acid

Chemical Property:

• Vapor Pressure: 2.82E-06mmHg at 25°C
• Melting Point: 33-34℃
• Refractive Index: 1.4501 (589.3 nm 40℃)
• Boiling Point: 363.6°Cat760mmHg
• PKA: 4.78±0.10(Predicted)
• Flash Point: 239.2°C
• PSA: 37.30000
• Density: 0.905g/cm³
• LogP: 5.32830
• Storage Temp.: Amber Vial, Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Sparingly)
• 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:

98%,99%, ^*data from raw suppliers

PalmitelaidicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: CCCCCCC=CCCCCCCCC(=O)O
• Isomeric SMILES: CCCCCC/C=C/CCCCCCCC(=O)O
• Uses: Palmitelaidic Acid is the 9E-isomer of Palmitoleic Acid (P144900); a polyunsaturated fatty acid which contributes to reduced protein oxidation in mammals.

Technology Process of 9-Hexadecenoic acid

There total 12 articles about 9-Hexadecenoic 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:

9-hexadecenoic acid methyl ester (3913-63-1) → cis-9-hexadecenoic acid (373-49-9,2091-29-4) + (E)-9-hexadecenoic acid (10030-73-6,2091-29-4)

Guidance literature:

9-hexadecenoic acid methyl ester; With potassium hydroxide; In glycerol; at 100 - 120 ℃; for 3h; Inert atmosphere;

With sulfuric acid; In water; glycerol;

Reference yield:

(threo)-9,10-dihydroxyhexadecanoic acid methyl ester (33447-84-6,33447-85-7,93635-22-4) → (E)-9-hexadecenoic acid (10030-73-6,2091-29-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / NaOH / methanol / 3 h / Heating

2: 1) phosphonium iodide, 2) KOH / 1) acetic acid, 2 h, steam-bath, 2) MeOH, 3 h, reflux

With potassium hydroxide; sodium hydroxide; phosphonium iodide; In methanol;

Reference yield:

methyl 16-iodo-threo-9.10-dihydroxyhexadecanoate (31930-55-9,31930-56-0,33447-81-3,33447-82-4,72635-30-4,84042-40-0) → (E)-9-hexadecenoic acid (10030-73-6,2091-29-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 64 percent / NaBH₄ / dimethylformamide / 1 h / 80 °C

2: 50 percent / NaOH / methanol / 3 h / Heating

3: 1) phosphonium iodide, 2) KOH / 1) acetic acid, 2 h, steam-bath, 2) MeOH, 3 h, reflux

With potassium hydroxide; sodium hydroxide; sodium tetrahydroborate; phosphonium iodide; In methanol; N,N-dimethyl-formamide;

upstream raw materials:

15-ethoxy-pentadecane-7,8-diol

9,10-dibromo-hexadecanoic acid

threo-9.10-Dihydroxhexadecanoic acid

(threo)-9,10-dihydroxyhexadecanoic acid methyl ester

Downstream raw materials:

threo-9.10-dihydroxy-palmitic acid

9,10-dibromo-hexadecanoic acid

16-hydroxy-9-hexadecenoic acid

Refernces

• 1、 -. "ESTERAMINES AND DERIVATIVES FROM NATURAL OIL METATHESIS". Page/Page column 25-26. . Retrieved 2012/05/20.