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Merck

22135

Sigma-Aldrich

(+)-Cedrol

≥99.0% (sum of enantiomers, GC)

Synonym(e):

(1S,2R,5S,7R,8R)-2,6,6,8-Tetramethyl-tricyclo[5.3.1.01.5]undecan-8-ol

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About This Item

Empirische Formel (Hill-System):
C15H26O
CAS-Nummer:
Molekulargewicht:
222.37
Beilstein:
2206347
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352212
PubChem Substanz-ID:
NACRES:
NA.22

Qualitätsniveau

Assay

≥99.0% (sum of enantiomers, GC)

Form

solid

Optische Aktivität

[α]20/D +10.5±1°, c = 5% in chloroform

bp

273 °C (lit.)

mp (Schmelzpunkt)

82-86 °C
86-87 °C (lit.)

SMILES String

C[C@@H]1CC[C@H]2C(C)(C)[C@H]3C[C@@]12CC[C@@]3(C)O

InChI

1S/C15H26O/c1-10-5-6-11-13(2,3)12-9-15(10,11)8-7-14(12,4)16/h10-12,16H,5-9H2,1-4H3/t10-,11+,12-,14-,15+/m1/s1

InChIKey

SVURIXNDRWRAFU-OGMFBOKVSA-N

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Allgemeine Beschreibung

(+)-Cedrol is a crystalline hydrated product of α-cedrene, which is a sesquiterpene found in cedar-wood oil. It can be used as a fragrance ingredient in cosmetics, shampoos, and soaps as well as in non-cosmetic products such as cleaners and detergents. (±) Cedrol can be synthesized by intramolecular Diels-Alder reaction of alkyl cyclopentadiene.

Anwendung

(+)-Cedrol can be used as a starting material for the preparation of cedryl acetate by acetylation using acetic anhydride in the presence of an acid catalyst. It can also be incorporated as a precursor for the total synthesis of rare illicium sesquiterpene (+)-pseudoanisatin via selective C-H bond functionalization.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 2

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


Analysenzertifikate (COA)

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Kevin Hung et al.
Journal of the American Chemical Society, 138(51), 16616-16619 (2016-12-15)
Illicium sesquiterpenes have been the subject of numerous synthetic efforts due to their ornate and highly oxidized structures as well as significant biological activities. Herein we report the first chemical synthesis of (+)-pseudoanisatin from the abundant feedstock chemical cedrol (∼$50
Oscar Mbare et al.
BMC infectious diseases, 19(1), 800-800 (2019-09-13)
Larviciding is an effective supplementary tool for malaria vector control, but the identification and accessibility of aquatic habitats impedes application. Dissemination of the insect growth regulator, pyriproxyfen (PPF), by gravid Anopheles might constitute a novel application strategy. This study aimed
Catalytic acetylation of (+)-cedrol with heterogeneous catalyst H2SO4/SiO2 under solvent free conditions
Elvia R, et al.
Chemical Intermediates, 1(4), 196-201 (2015)
Anthony J Pearson et al.
Organic letters, 6(15), 2535-2538 (2004-07-17)
[reaction: see text] A short and convenient diastereoselective synthesis of all-carbon spirocylic molecules was developed. A straightforward protocol that involves rearrangement of the diene-Fe(CO)(3) complex followed by cyclization delivers the desired product. The reaction substrates were easily prepared by reaction
Katsumi Umeno et al.
British journal of clinical pharmacology, 65(2), 188-196 (2007-10-24)
Relationships between smell sensation and autonomic changes have been studied extensively. However, the possibility that odorants may also act on the lung and lower airway remains unknown. The present results provide the first evidence that the lung and lower airway

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