| Identification | More | [Name]
15-HYDROXYPENTADECANOIC ACID | [CAS]
4617-33-8 | [Synonyms]
15-HYDROXYPENTADECANOIC ACID
OMEGA-HYDROXY C15:0
15-Hydroxypentadecanoic acid, 99+% | [EINECS(EC#)]
225-026-1 | [Molecular Formula]
C15H30O3 | [MDL Number]
MFCD00039535 | [Molecular Weight]
258.4 | [MOL File]
4617-33-8.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystalline powder | [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) | [form ]
Solid | [pka]
4.78±0.10(Predicted) | [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) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Safety Statements ]
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HS Code ]
2915907098 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [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.1 [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An omega-hydroxy fatty acid that is pentadecanoic acid in which one of the hydrogens of the terminal methyl group has been replaced by a hydroxy group.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 |
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