Cholesteryl oleyl carbonate

Cholesteryl oleyl carbonate (COC) is an organic chemical, a carbonate ester of cholesterol and oleyl alcohol with carbonic acid. It is a liquid crystal material forming cholesteric liquid crystals with helical structure. It is a transparent liquid, or a soft crystalline material with melting point around 20 °C. It can be used with cholesteryl nonanoate and cholesteryl benzoate in some thermochromic liquid crystals.

Cholesteryl oleyl carbonate

Identifiers
CAS Number	17110-51-9 Y
3D model (JSmol)	Interactive image Interactive image
ChemSpider	4895486 Y
ECHA InfoCard	100.037.421
PubChem CID	6364539
UNII	95LLB1K2WE Y
CompTox Dashboard (EPA)	DTXSID70889389
InChI InChI=1S/C46H80O3/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-34-48-44(47)49-39-30-32-45(5)38(35-39)26-27-40-42-29-28-41(37(4)25-23-24-36(2)3)46(42,6)33-31-43(40)45/h14-15,26,36-37,39-43H,7-13,16-25,27-35H2,1-6H3/b15-14-/t37-,39+,40+,41-,42+,43+,45+,46-/m1/s1 Y Key: XMPIMLRYNVGZIA-TZOMHRFMSA-N Y InChI=1/C46H80O3/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-34-48-44(47)49-39-30-32-45(5)38(35-39)26-27-40-42-29-28-41(37(4)25-23-24-36(2)3)46(42,6)33-31-43(40)45/h14-15,26,36-37,39-43H,7-13,16-25,27-35H2,1-6H3/b15-14-/t37-,39+,40+,41-,42+,43+,45+,46-/m1/s1 Key: XMPIMLRYNVGZIA-TZOMHRFMBY
SMILES O=C(OCCCCCCCC\C=C/CCCCCCCC)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 C[C@H](CCCC(C)C)[C@H]4CC[C@@]3([H])[C@]2([H])CC=C1C[C@@H](OC(OCCCCCCCC/C=C\CCCCCCCC)=O)CC[C@@](C)1[C@]([H])2CC[C@@]34C
Properties
Chemical formula	C46H80O3
Molar mass	681.13 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

It is used in some hair colors,[1] make-ups, and some other cosmetic preparations.

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