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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

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25 G
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25 G
CN¥779.21

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

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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

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This Item
C651226732C8753
Cholesteryl oleyl carbonate

151157

Cholesteryl oleyl carbonate

Cholesteryl hemisuccinate

C6512

Cholesteryl hemisuccinate

Cholesterol from lanolin, ≥99.0% (GC)

26732

Cholesterol

Cholesteryl arachidonate ≥95% (HPLC; detection at 205 nm), viscous liquid

C8753

Cholesteryl arachidonate

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

optical activity

[α]27/D −22°, c = 2 in chloroform

optical activity

-

optical activity

-

optical activity

-

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.[1][2]

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.[3] It may also be self-assembled with cadmium selenide(CdSe) quantum dots(QDs) for the fabrication of novel multifunctional switchable devices.[4]

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
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    Lot/Batch Number
    MKCT5963
    MKCS6608
    MKCS0766
    MKCN4022
    MKCG7240

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    Quantum dot self-assembly in liquid crystal media.
    Emerging Liquid Crystal Technologies V, 7618(10), 76180F-76180F (2010)
    Thermochromic composite fibres containing liquid crystals formed via melt extrusion.
    van der Werff L, et al.
    J. Mater. Sci., 48(14), 5005-5011 (2013)
    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)
    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)
    A body-centered cubic structure for the cholesteric blue phase
    Hornreich, R. M., and S. Shtrikman
    Journal de Physique, 41(4), 335-340 (1980)
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