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

EC Number |

* 214-658-3

PubChem CID

* 2723614

UNII |

* 4313O7P4XW Y

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

Tracking categories (test):

* SizeSet

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

1. ↑ Molecular Expressions: Science, Optics and You - Intel Play QX3 Computer Microscope - Movie Gallery: Cholesteryl Nonanoate
2. ↑ Cholesteryl nonanoate in the Consumer Product Information Database
3. ↑ ISP Colorflow
4. ↑ Cholesteryl Ester Liquid Crystals

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*[CID]: Compound ID