15-Hydroxypentadecanoic acid

Base Information

• Chemical Name: 15-Hydroxypentadecanoic acid
• CAS No.: 4617-33-8
• Molecular Formula: C15H30O3
• Molecular Weight: 258.401
• Hs Code.: 2918199090
• European Community (EC) Number: 225-026-1
• UNII: FU65P3692T
• DSSTox Substance ID: DTXSID00196750
• Nikkaji Number: J208.609C
• Wikidata: Q27148229
• Metabolomics Workbench ID: 1388
• Mol file: 4617-33-8.mol

Synonyms:15-Hydroxypentadecanoic acid;4617-33-8;Pentadecanoic acid, 15-hydroxy-;15-hydroxy-pentadecanoic acid;15-HYDROXYPENTADECANOICACID;FU65P3692T;EINECS 225-026-1;MFCD00039535;SCHEMBL600710;UNII-FU65P3692T;CHEBI:79169;DTXSID00196750;15-Hydroxypentadecanoic acid, 97%;LMFA01050182;ZB1718;15-HYDROXY PENTADECANOIC ACID;AKOS015856519;HY-W105734;.OMEGA.-HYDROXYPENTADECANOIC ACID;AS-59406;CS-0158376;FT-0607244;H0676;14-HYDROXY-1-TETRADECANECARBOXYLIC ACID;D90928;A902739;15-Hydroxypentadecanoic acid, >=99% (capillary GC);Q27148229

Chemical Property of 15-Hydroxypentadecanoic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystalline powder
• Vapor Pressure: 4.3E-08mmHg at 25°C
• Melting Point: 85-89 °C(lit.)
• Boiling Point: 400.9 °C at 760 mmHg
• PKA: 4.78±0.10(Predicted)
• Flash Point: 210.4 °C
• PSA: 57.53000
• Density: 0.963 g/cm³
• LogP: 4.13460
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly, Sonicated), DMSO (Slightly)
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 14
• Exact Mass: 258.21949481
• Heavy Atom Count: 18
• Complexity: 181

Purity/Quality:

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

15-Hydroxypentadecanoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(CCCCCCCO)CCCCCCC(=O)O
• Description: 15-hydroxy Pentadecanoic acid is a hydroxylated fatty acid that has been used in the synthesis of the macrocyclic lactone musk compounds exaltolide and phoracantholide I. [Matreya, LLC. Catalog No. 1881]
• Uses: 15-Hydroxypentadecanoic acid is suitable reagent used in the following studies: As an internal standard in the quantification of formation of 11-hydroxylauric acid by gas chromatography.In the synthesis of [16-14C]16DCA (DCA= dicarboxylic acid) by one-carbon elongation procedure at C15.As an internal standard for the normalization of intensities in the mass spectra of plant cutin polymer.It may be used in the synthesis of 5-pentadecanolide on dealuminated HY zeolite and also fatty acid analog of podophyllotoxin.

Technology Process of 15-Hydroxypentadecanoic acid

There total 64 articles about 15-Hydroxypentadecanoic 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%

pentadecanolide (106-02-5,81031-90-5) → 15-hydroxylpentadecanoic acid (4617-33-8)

Guidance literature:

With (Z)-9-octadecen-1-amine; lipase PS from Pseudomonas cepacia; water; In Hexadecane; at 40 ℃; for 0.5h; Miniemulsion system; Enzymatic reaction;

DOI:10.1016/j.molcatb.2009.11.006

Reference yield: 98.0%

15-Hydroxy-pentadeca-10,12-diynoic acid (91544-42-2) → 15-hydroxylpentadecanoic acid (4617-33-8)

Guidance literature:

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

DOI:10.1055/s-1984-30783

Reference yield: 90.0%

15-Hydroxy-pentadecin-(12)-saeure (92791-35-0) → 15-hydroxylpentadecanoic acid (4617-33-8)

Guidance literature:

With palladium on activated charcoal; hydrogen; In ethanol;

DOI:10.1016/S0040-4039(00)84531-1

upstream raw materials:

methyl 15-hydroxypentadecanoate

13-bromo-1-tridecylalcohol

dimethyl malonate sodium salt

adipinic acid monoethyl ester

Downstream raw materials:

pentadecanolide

pentadecanedioic acid

isopropyl 15-hydroxypentadecanoate

1,17-dioxa-cyclodotriacontane-2,18-dione

Refernces

• 1、 Jun,Fuchu,Youchu,Mei. "Practical syntheses of some insect sex pheromones, 10- and 12-alken-1-ol acetates". . p. 3457 - 3461. Retrieved 1995.
• 2、 Thesseling, Florian A.,Hutter, Michael C.,Wiek, Constanze,Kowalski, John P.,Rettie, Allan E.,Girhard, Marco. "Novel insights into oxidation of fatty acids and fatty alcohols by cytochrome P450 monooxygenase CYP4B1". . . Retrieved 2019/12/12.
• 3、 Lemoine, Hugues,Markovi?, Dean,Deguin, Brigitte. "Mild and chemoselective lactone ring-opening with (TMS)ONa. Mechanistic studies and application to sweroside derivatives". . p. 4358 - 4366. Retrieved 2014/06/09.