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C78801

Sigma-Aldrich

Cholesteryl pelargonate

97%

Synonym(s):

3β-Hydroxy-5-cholestene 3-nonanoate, 5-Cholesten-3β-ol 3-nonanoate, Cholesteryl nonanoate

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About This Item

Empirical Formula (Hill Notation):
C36H62O2
CAS Number:
1182-66-7
Molecular Weight:
526.88
Beilstein:
3179820
EC Number:
214-658-3
MDL number:
MFCD00003643
UNSPSC Code:
12352103
PubChem Substance ID:
24892993
NACRES:
NA.23

Quality Level

100

Assay

97%

form

liquid crystal

optical activity

[α]25/D −30°, c = 2 in chloroform

mp

74-77 °C (lit.)

transition temp

crystalline phase to smectic phase 77.5 °C
smectic phase to cholesteric phase 79 °C
cholesteric phase to isotropic phase 90 °C

SMILES string

CCCCCCCCC(=O)O[C@H]1CC[C@]2(C)C3CC[C@]4(C)C(CCC4C3CC=C2C1)[C@H](C)CCCC(C)C

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

InChI key

WCLNGBQPTVENHV-MKQVXYPISA-N

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Application


  • Liquid Crystal Modified Polylactic Acid Improves Cytocompatibility and M2 Polarization of Macrophages to Promote Osteogenesis: A series of composite films were prepared using cholesteryl oleyl carbonate, cholesteryl pelargonate, and polylactic acid for biomedical applications (Z Zheng et al., 2022).

  • Site-selective and stereoselective functionalization of non-activated tertiary C–H bonds: Describes the Rh-catalyzed reaction with cholesteryl pelargonate for selective functionalization (K Liao et al., 2017).

  • Cholesteryl ester liquid crystal nanofibers for tissue engineering applications: Development of nanofibers using cholesteryl pelargonate for enhanced tissue engineering applications (A Nasajpour et al., 2020).


Hazard Statements

H413

Precautionary Statements

P273

Hazard Classifications

Aquatic Chronic 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

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’.

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Paul J Ackerman et al.
ACS nano, 9(12), 12392-12400 (2015-11-17)
We study plasmon-exciton interaction by using topological singularities to spatially confine, selectively deliver, cotrap and optically probe colloidal semiconductor and plasmonic nanoparticles. The interaction is monitored in a single quantum system in the bulk of a liquid crystal medium where
S Y Lin et al.
Journal of controlled release : official journal of the Controlled Release Society, 73(2-3), 293-301 (2001-08-23)
A thermo-responsive membrane embedding with the binary mixture of 36% cholesteryl oleyl carbonate (COC) and 64% cholesteryl nonanoate (CN) was successfully developed to achieve a rate-controlled and time-controlled drug release in response to the skin temperature (i.e., 32 degrees C)
[Use of liquid-crystal cutaneous thermography for the diagnosis of bone diseases].
I G Gertsen et al.
Ortopediia travmatologiia i protezirovanie, (2)(2), 66-69 (1981-02-01)
Jimmy Nguyen et al.
Polymers, 12(4) (2020-04-10)
Cholesteryl ester liquid crystals exhibit thermochromic properties related to the existence of a twisted nematic phase. We formulate ternary mixtures of cholesteryl benzoate (CB), cholesteryl pelargonate (CP), and cholesteryl oleyl carbonate (COC) to achieve thermochromic behavior. We aim to achieve
Jung-Shen B Tai et al.
Science (New York, N.Y.), 365(6460), 1449-1453 (2019-10-12)
Starting with Gauss and Kelvin, knots in fields were postulated to behave like particles, but experimentally they were found only as transient features or required complex boundary conditions to exist and could not self-assemble into three-dimensional crystals. We introduce energetically
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