Cholesteryl nonanoate

Cholesteryl nonanoate
IUPAC name [10,13-dimethyl-17-(6-methylheptan-2-yl)- 2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro- 1H-cyclopenta[a]phenanthren-3-yl] nonanoate
Other names Cholesteryl nonanoate, cholesteryl pelargonate, 3β-cholest-5-en-3-ol nonaoate, cholest-5-ene-3-β-yl nonanoate
Identifiers
CAS number	1182-66-7 Y
PubChem	2723614
ChemSpider	2005816 Y
EC number	214-658-3
Jmol-3D images	Image 1
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
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
Properties
Molecular formula	C36H62O2
Appearance	White crystals
Melting point	77 - 82 °C
Solubility in water	Insoluble
Y nonanoate (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
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^[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

1. ^ Molecular Expressions: Science, Optics and You - Intel Play QX3 Computer Microscope - Movie Gallery: Cholesteryl Nonanoate
2. ^ Record in the Household Products Database of NLM
3. ^ ISP Colorflow
4. ^ Cholesteryl Ester Liquid Crystals