16-Hydroxyhexadecanoic acid

Base Information

• Chemical Name: 16-Hydroxyhexadecanoic acid
• CAS No.: 506-13-8
• Molecular Formula: C16H32O3
• Molecular Weight: 272.428
• Hs Code.: 29181998
• European Community (EC) Number: 208-028-7
• NSC Number: 159292
• UNII: 7IPP3U0F3I
• DSSTox Substance ID: DTXSID6060133
• Nikkaji Number: J11.795A
• Wikipedia: Juniperic_acid
• Wikidata: Q27124231
• Metabolomics Workbench ID: 1326
• ChEMBL ID: CHEMBL4281719
• Mol file: 506-13-8.mol

Synonyms:16-hydroxyhexadecanoic acid;16-hydroxypalmitic acid;omega-hydroxypalmitic acid

Chemical Property of 16-Hydroxyhexadecanoic acid

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 1.34E-08mmHg at 25°C
• Melting Point: 94-98 °C(lit.)
• Boiling Point: 414.4 °C at 760 mmHg
• PKA: 4.78±0.10(Predicted)
• Flash Point: 218.6 °C
• PSA: 57.53000
• Density: 0.956g/cm³
• LogP: 4.52470
• Storage Temp.: 2-8°C
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 15
• Exact Mass: 272.23514488
• Heavy Atom Count: 19
• Complexity: 192

Purity/Quality:

98%, ^*data from raw suppliers

16-Hydroxyhexadecanoic Acid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 22-24/25

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(CCCCCCCC(=O)O)CCCCCCCO
• Description: 16-hydroxy Hexadecanoic acid is a metabolite of the saturated fatty acid palmitic acid (16:0) that has been hydroxylated on its terminal (ω) carbon. It is produced by ω-hydroxylation of palmitic acid by cytochrome P450 in both plants and animals. In plants, it is commonly a component of cutin.
• Uses: 16-Hydroxyhexadecanoic acid was used in the synthesis of dihydroxypalmitic acids. It was also used to induce the expression of two GRP genes of Arabidopsis thaliana, AtGRP5 and AtGRP23.

Technology Process of 16-Hydroxyhexadecanoic acid

There total 61 articles about 16-Hydroxyhexadecanoic 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: 100.0%

16-hydroxy-9-hexadecenoic acid (1619-68-7,17278-80-7,18951-79-6) → 16-hydroxyhexadecanoic acid (506-13-8)

Guidance literature:

With hydrogen; palladium on activated charcoal;

Reference yield: 98.0%

16-Hydroxy-hexadeca-10,12-diynoic acid (91544-43-3) → 16-hydroxyhexadecanoic acid (506-13-8)

Guidance literature:

With hydrogen; platinum(IV) oxide; In methanol; for 1h; under 760 Torr;

DOI:10.1055/s-1984-30783

Reference yield: 97.0%

15-hexadecanolide (109-29-5) → 16-hydroxyhexadecanoic acid (506-13-8)

Guidance literature:

With water; tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide; In toluene; at 95 ℃; for 6h;

upstream raw materials:

15-hexadecanolide

Hexadecane

adipic acid monomethyl ester

12-acetoxydodecanoic acid

Downstream raw materials:

16-fluorohexadecanoic acid

16-diphenylphosphonohexadecanoic acid

15-hexadecanolide

16-chlorohexadecanoic acid

Refernces

• 1、 -. "PROCESS FOR TREATING KERATIN FIBRES WITH A CATIONIC DISULFIDE COMPOUND". Page/Page column 22. . Retrieved 2017/06/09.
• 2、 Steele, Terry W. J.,Shier, Wayne Thomas. "Dendrimeric alkylated polyethylenimine nano-carriers with acid-cleavable outer cationic shells mediate improved transfection efficiency without increasing toxicity". experimental part. p. 683 - 698. Retrieved 2011/03/20.