Cholesteryl nonanoate

Cholesteryl nonanoate

Names
IUPAC name Cholest-5-en-3β-yl nonanoate
Systematic IUPAC name (1R,3aS,3bS,7S,9aR,9bS,11aR)-9a,11a-Dimethyl-1-[(2R)-6-methylheptan-2-yl]-2,3,3a,3b,4,6,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthren-7-yl nonanoate
Other names Cholesteryl nonanoate, cholesteryl pelargonate, 3β-cholest-5-en-3-ol nonaoate
Identifiers
CAS Number	1182-66-7 Y
3D model (JSmol)	Interactive image
ChemSpider	2005816 Y
ECHA InfoCard	100.013.326
EC Number	214-658-3
PubChem CID	2723614
UNII	4313O7P4XW Y
CompTox Dashboard (EPA)	DTXSID70889364
InChI InChI=1S/C36H62O2/c1-7-8-9-10-11-12-16-34(37)38-29-21-23-35(5)28(25-29)17-18-30-32-20-19-31(27(4)15-13-14-26(2)3)36(32,6)24-22-33(30)35/h17,26-27,29-33H,7-16,18-25H2,1-6H3/t27-,29+,30+,31-,32+,33+,35+,36-/m1/s1 Y Key: WCLNGBQPTVENHV-MKQVXYPISA-N Y InChI=1/C36H62O2/c1-7-8-9-10-11-12-16-34(37)38-29-21-23-35(5)28(25-29)17-18-30-32-20-19-31(27(4)15-13-14-26(2)3)36(32,6)24-22-33(30)35/h17,26-27,29-33H,7-16,18-25H2,1-6H3/t27-,29+,30+,31-,32+,33+,35+,36-/m1/s1 Key: WCLNGBQPTVENHV-MKQVXYPIBA
SMILES O=C(O[C@@H]4C/C3=C/C[C@@H]1[C@H](CC[C@]2([C@H]1CC[C@@H]2[C@H](C)CCCC(C)C)C)[C@@]3(C)CC4)CCCCCCCC
Properties
Chemical formula	C36H62O2
Appearance	White crystals
Melting point	77 to 82 °C (171 to 180 °F; 350 to 355 K)
Solubility in water	Insoluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

Cholesteryl nonanoate, also called cholesteryl pelargonate, 3β-cholest-5-en-3-ol nonaoate or cholest-5-ene-3-β-yl nonanoate, is an ester of cholesterol and nonanoic acid. It is a liquid crystal material forming cholesteric liquid crystals with helical structure. It forms spherulite crystals.^[1]

Uses

It is used in some hair colors,^[2] make-ups, and some other cosmetic preparations; e.g. the ISP ColorFlow line is based on mixtures with e.g. cholesteryl chloride, cholesteryl oleyl carbonate and BHT. The mixture provides an opalescent, iridescent appearance.^[3]

It is also used in some pleochroic dyes and together with e.g. cholesteryl oleyl carbonate and cholesteryl benzoate in some thermochromic applications.^[4]

It can be also used as a component of the liquid crystals used for liquid crystal displays.

References

This page was last edited on 4 May 2023, at 18:19