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| | 15-Hydroxypentadecanoic acid Basic information |
| | 15-Hydroxypentadecanoic acid Chemical Properties |
| Melting point | 85-89 °C(lit.) | | Boiling point | 174-220 °C(Press: 4 Torr) | | density | 0.963±0.06 g/cm3(Predicted) | | storage temp. | 2-8°C | | solubility | Chloroform (Slightly, Sonicated), DMSO (Slightly) | | pka | 4.78±0.10(Predicted) | | form | Solid | | color | White to Off-White | | BRN | 1240100 | | InChI | InChI=1S/C15H30O3/c16-14-12-10-8-6-4-2-1-3-5-7-9-11-13-15(17)18/h16H,1-14H2,(H,17,18) | | InChIKey | BZUNJUAMQZRJIP-UHFFFAOYSA-N | | SMILES | C(O)(=O)CCCCCCCCCCCCCCO | | CAS DataBase Reference | 4617-33-8(CAS DataBase Reference) |
| Hazard Codes | Xi | | Safety Statements | 24/25 | | WGK Germany | 3 | | Hazard Note | Irritant | | HS Code | 2915907098 | | Storage Class | 11 - Combustible Solids |
| | 15-Hydroxypentadecanoic acid Usage And Synthesis |
| 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] | | Chemical Properties | white to light yellow crystalline powder | | 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. | | Definition | ChEBI: An omega-hydroxy fatty acid that is pentadecanoic acid in which one of the hydrogens of the terminal methyl group has been replaced by a hydroxy group. | | General Description | 15-Hydroxypentadecanoic acid undergoes lactonization reaction catalyzed by Mucor javanicus L46 and Mucor miehei to afford macrocyclic mono- and oligolactone derivatives. Its lipase-catalyzed synthesis from 15-tetracosenoic acid in Malania Olcifera Chum oil has been proposed. It also participates in the biosynthesis of pentadecanolide. | | References | [1] J. COSSY J. P P. A three step synthesis of exaltolide and phoracantholide I[J]. Tetrahedron Letters, 1986, 27 21: Pages 2369-2370. DOI: 10.1016/s0040-4039(00)84531-1 |
| | 15-Hydroxypentadecanoic acid Preparation Products And Raw materials |
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