cholesteryl benzoate
{{chembox
| Watchedfields = changed
| verifiedrevid = 404815853
| ImageFile = Cholesteryl benzoate.svg
| ImageSize =
| ImageFile1 = Cholesteryl benzoát.jpg
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| IUPACName = Cholest-5-en-3β-yl benzoate
| SystematicName = (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 benzoate
| OtherNames =
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 2005815
| InChI = 1/C34H50O2/c1-23(2)10-9-11-24(3)29-16-17-30-28-15-14-26-22-27(36-32(35)25-12-7-6-8-13-25)18-20-33(26,4)31(28)19-21-34(29,30)5/h6-8,12-14,23-24,27-31H,9-11,15-22H2,1-5H3/t24-,27+,28+,29-,30+,31+,33+,34-/m1/s1
| InChIKey = UVZUFUGNHDDLRQ-LLHZKFLPBM
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C34H50O2/c1-23(2)10-9-11-24(3)29-16-17-30-28-15-14-26-22-27(36-32(35)25-12-7-6-8-13-25)18-20-33(26,4)31(28)19-21-34(29,30)5/h6-8,12-14,23-24,27-31H,9-11,15-22H2,1-5H3/t24-,27+,28+,29-,30+,31+,33+,34-/m1/s1
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = UVZUFUGNHDDLRQ-LLHZKFLPSA-N
| CASNo_Ref = {{cascite|correct|??}}
| CASNo = 604-32-0
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = N09H13SHLB
| PubChem = 2723613
| SMILES1 = c1ccccc1C(=O)O[C@@H]2C/C3=C/C[C@@H]4[C@@H]([C@@]3(C)CC2)CC[C@@]5(C)[C@H]4CC[C@@H]5[C@H](C)CCCC(C)C
| SMILES2 = C(C)CCCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OC(=O)c5ccccc5)CC[C@]4C)[C@H]3CC[C@]12C}}
|Section2={{Chembox Properties
| Formula = C34H50O2
| MolarMass = 490.76 g/mol
| Appearance =
| Density =
| MeltingPtC = 149 to 150
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| Solubility = }}
|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt =
}}
}}
Cholesteryl benzoate, also called 5-cholesten-3-yl benzoate, is an organic chemical, an ester of cholesterol and benzoic acid. It is a liquid crystal material forming cholesteric liquid crystals with helical structure.
It can be used with cholesteryl nonanoate and cholesteryl oleyl carbonate in some thermochromic liquid crystals.
It is used in some hair colors, make-ups, and some other cosmetic preparations.[https://pubchem.ncbi.nlm.nih.gov/compound/Cholesteryl-benzoate Cholesteryl benzoate] at the National Library of Medicine
It can be also used as a component of the liquid crystals used for liquid crystal displays.
Cholesteryl benzoate was the first material in which liquid crystal properties were discovered. In the late 1880s Friedrich Reinitzer, an Austrian botanist, while studying the chemicals in plants, heated cholesteryl benzoate. At 145 °C the material melted, yielding a cloudy fluid, which changed to the originally expected clear liquid at 178.5 °C.{{cite web|title=Introduction to Liquid Crystals|url=http://plc.cwru.edu/tutorial/enhanced/files/lc/intro.htm|website=CWRU Polymers and Liquid Crystals|publisher=Case Western Reserve University|accessdate=5 February 2016|archive-url=https://web.archive.org/web/20160305092438/http://plc.cwru.edu/tutorial/enhanced/files/lc/intro.htm|archive-date=5 March 2016|url-status=dead}} In 1888, the German physicist Otto Lehmann concluded the cloudy fluid presents a new phase of matter, and coined the term liquid crystal.{{cite web|title=History and Properties of Liquid Crystals|url=https://www.nobelprize.org/educational/physics/liquid_crystals/history/|website=Official Web Site of the Nobel Prize|accessdate=5 February 2016}}