Skip to Content
Merck
All Photos(2)

Documents

151157

Sigma-Aldrich

Cholesteryl oleyl carbonate

Synonym(s):

3β-Hydroxy-5-cholestene 3-oleyl carbonate, 5-Cholesten-3β-ol 3-oleyl carbonate, 5-Cholesten-3-yl 9-octadecenyl carbonate, Cholesterol 9-octadecenyl carbonate

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C46H80O3
CAS Number:
17110-51-9
Molecular Weight:
681.13
EC Number:
241-179-7
MDL number:
MFCD00003634
UNSPSC Code:
12352103
PubChem Substance ID:
24849095
NACRES:
NA.23

form

liquid crystal

optical activity

[α]27/D −22°, c = 2 in chloroform

SMILES string

CCCCCCCC\C=C/CCCCCCCCOC(=O)O[C@H]1CC[C@]2(C)[C@H]3CC[C@]4(C)[C@H](CC[C@H]4[C@@H]3CC=C2C1)[C@H](C)CCCC(C)C

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

InChI key

XMPIMLRYNVGZIA-TZOMHRFMSA-N

Related Categories

General description

Cholesteryl oleyl carbonate(COC) is a carbonate ester of cholesterol and oleyl alcohol with carbonic acid that is used as a liquid crystal(LC) molecule. It has is a crystalline material with a helical structure.

Application

COC can be incorporated in the polyethylene glycol(PEG)-polyurethane(PU) matrix that exhibits lower thrombogenicity and an improved haemocompatibility which can used as a biomaterial in biomedical applications. It may also be self-assembled with cadmium selenide(CdSe) quantum dots(QDs) for the fabrication of novel multifunctional switchable devices.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Viscosity variation of Cholesteryl oleyl carbonate at various temperature with Acoustic parametres.
Singh, Jatinder Pal, and Rajesh Sharma
IOSR Journal of Applied Physics, 3, 88-91 (2013)
Anomalous selective reflection in cholesteryl oleyl carbonate-nematic 5CB mixtures and effects of their doping by single-walled carbon nanotubes
Lebovka, N. I., et al.
Liq. Cryst., 40(7), 968-975 (2013)
Variation of Wada Constant, Raos Constant and Acoustic Impedance of Aqueous Cholesteryl Oleyl Carbonate with Temperature.
Singh JP and Sharma R
International Journal of Engineering Research and Development, 10, 1026-1026 (2013)
A body-centered cubic structure for the cholesteric blue phase
Hornreich, R. M., and S. Shtrikman
Journal de Physique, 41(4), 335-340 (1980)
Synthesis and evaluation of poly (hexamethylene-urethane) and PEG-poly (hexamethylene-urethane) and their cholesteryl oleyl carbonate composites for human blood biocompatibility.
Shih MF, et al.
Molecules (Basel), 16(10), 8181-8197 (2011)
View All Related Papers

Articles

Asymmetric Polymerization in Chiral Liquid Crystals

Chiral nematic liquid crystal (N*-LC) facilitates asymmetric acetylene polymerization, yielding helical chains and fibrils in polyacetylene film.

Asymmetric Polymerization in Chiral Liquid Crystals

Chiral nematic liquid crystal (N*-LC) facilitates asymmetric acetylene polymerization, yielding helical chains and fibrils in polyacetylene film.

Asymmetric Polymerization in Chiral Liquid Crystals

Chiral nematic liquid crystal (N*-LC) facilitates asymmetric acetylene polymerization, yielding helical chains and fibrils in polyacetylene film.

Asymmetric Polymerization in Chiral Liquid Crystals

Chiral nematic liquid crystal (N*-LC) facilitates asymmetric acetylene polymerization, yielding helical chains and fibrils in polyacetylene film.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service