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Cedrol

Cedrol Structure
CAS No.
77-53-2
Chemical Name:
Cedrol
Synonyms
CEDROL CRYSTALS;alpha-Cedrol;(+)-CEDROL;CEDRENOL B;Cedrol crystal;(1S,2R,5S,7R,8R)-2,6,6,8-TETRAMETHYLTRICYCLO[5.3.1.01.5]UNDECAN-8-OL;1H-3a,7-Methanoazulen-6-ol, octahydro-3,6,8,8-tetramethyl-, (3R,3aS,6R,7R,8aS)-;CEDROL;Cedrol >Cedran-8-ol
CBNumber:
CB1165544
Molecular Formula:
C15H26O
Molecular Weight:
222.37
MOL File:
77-53-2.mol
MSDS File:
SDS
Modify Date:
2024/7/2 8:55:00

Cedrol Properties

Melting point 55-59 °C(lit.)
Boiling point 273 °C(lit.)
alpha D28 +9.9° (c = 5 in chloroform)
Density 0.9479
refractive index n20/D1.509-1.515
FEMA 4503 | (+)-CEDROL
Flash point 200 °F
storage temp. 2-8°C
solubility Soluble in DMSO (10 mg/ml)
pka 15.35±0.60(Predicted)
form Solid
color White
Odor at 100.00 %. cedarwood woody dry sweet soft
Odor Type woody
optical activity [α]20/D +10.5±1°, c = 5% in chloroform
JECFA Number 2030
Merck 14,1911
BRN 2206347
Stability Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
LogP 4.33
CAS DataBase Reference 77-53-2(CAS DataBase Reference)
NIST Chemistry Reference Cedrol(77-53-2)
EPA Substance Registry System 1H-3a,7-Methanoazulen-6-ol, octahydro-3,6,8,8-tetramethyl-, (3R,3aS,6R,7R,8aS)- (77-53-2)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
Safety Statements  22-24/25
RIDADR  UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany  2
RTECS  PB7728666
HS Code  29062990
Toxicity LD50 skin in rabbit: > 5gm/kg
NFPA 704
0
1 0

Cedrol price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) CRM40903 (+)-Cedrol solution certified reference material, 2000?μg/mL in methanol, ampule of 1?mL 77-53-2 1ML ₹9323.3 2022-06-14 Buy
Sigma-Aldrich(India) 22135 (+)-Cedrol ≥99.0% (sum of enantiomers, GC) 77-53-2 5G ₹13098.25 2022-06-14 Buy
TCI Chemicals (India) C2854 Cedrol min. 98.0 % 77-53-2 5G ₹6400 2022-05-26 Buy
TCI Chemicals (India) C2854 Cedrol min. 98.0 % 77-53-2 25G ₹14800 2022-05-26 Buy
Product number Packaging Price Buy
CRM40903 1ML ₹9323.3 Buy
22135 5G ₹13098.25 Buy
C2854 5G ₹6400 Buy
C2854 25G ₹14800 Buy

Cedrol Chemical Properties,Uses,Production

Chemical Properties

Colorless crystals; cedarwood odor. soluble in 11 parts of 95% alcohol. Combustible.

Occurrence

Found in the wood of several conifers, particularly cypresses and cedars, including Cedrus atlantica, Cupressus sempervirens, Juniperus virginiana (Fenarolfs Handbook of Flavor Ingredients, 1971).

Uses

(+)-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.

Preparation

From cedarwood by fractional distillation followed by recrystallization from suitable solvents of appropriate solid fractions.

Definition

A tertiary terpene alcohol.

General Description

(+)-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.

Purification Methods

Purify cedrol by recrystallisation from aqueous MeOH. It is estimated colorimetrically with H3PO4 in EtOH followed by vanillin and HCl [Hayward & Seymour Anal Chem 20 572 1948]. The 3,5-dinitrobenzoyl derivative has m 92-93o. [Stork & Clarke J Am Chem Soc 83 3114 1961, Beilstein 6 III 424.]

Cedrol Preparation Products And Raw materials

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(1S,2R,5S,7R,8R)-2,6,6,8-Tetramethyltricyclo[5.3.1.0]undecan-8-ol CYPRESS CAMPHOR CEDROL CEDAR CAMPHOR 1H-3a,7-Methanoazulen-6-ol, octahydro-3,6,8,8-tetramethyl-, [3R-(3alpha,3abeta,6alpha,7beta,8aalpha)]- 1h-3a,7-methanoazulen-6-ol,octahydro-3,6,8,8-tetramethyl-,(3r-(3-alpha,3a-bet 1h-3a,7-methanoazulen-6-ol,octahydro-3,6,8,8-tetramethyl-,[3theta-(3alpha,3 2,6,6,8-tetramethyltricyclo[5.3.1.0~1,5~]undecan-8-ol CEDROL LIQUID CEDROL WITH GC (+)-Cedrol, (1S,2R,5S,7R,8R)-2,6,6,8-Tetramethyltricyclo[5.3.1.01.5]undecan-8-ol OCTAHYDRO-3,6,8,8-TETRAMETHYL-1H-3A-7-METHANOAZULEN-6-OL OCTAHYDRO-3,6,8,8-TETRAMETHYL-1H-3ALPHA,7-METHANOAZULEN-6-OL (3R,6R)-2,3,4,5,6,7,8,8a-Octahydro-3,6,8,8-tetramethyl-1H-3aα,7α-methanoazulen-6-ol Cedrol,(+)-Cedrol, (1S,2R,5S,7R,8R)-2,6,6,8-Tetramethyltricyclo[5.3.1.01.5]undecan-8-ol (+)-Cedrol >=99.0% (suM of enantioMers, GC) 6alpha,7beta,8aalpha)]-abet 7-beta,8a-alpha))-6-alpha 7-methanoazulen-6-ol,octahydro-3,6,8,8-tetramethyl-,(3r-(3-alpha,3a-beta,6-alpha,7-beta,8a-alpha))-1h-3 7-Methanoazulen-6-ol,octahydro-3,6,8,8-tetramethyl-,[3R-(3.alpha.,3a.beta.,6.alpha.,7.beta.,8a.alp1H-3a 8-betah-cedran-8-ol 8betaH-Cedran-8-ol Cedran-8-ol [3R-(3alpha,3abeta,6alpha,7beta,8aalpha)]-octahydro-3,6,8,8-tetramethyl-1H-3a,7-methanoazulen-6-ol Cedrol,redistelled CASMIERONE BY-PRODUCT CEDROL CRIST. CEDROL REDISTILLED (+)-Cedrol, 98%, from Cedrus deodara (Roxb. ex Lamb.) G. Don (+)-Cedrol solution Cedrol > (+)-Cedrol,0.98 Cypress brain Kashiwagi brain TIANFUCHEM--77-53-2--Cedrol (1S,2R,5S,7R,8R)-2,6,6,8-TETRAMETHYLTRICYCLO[5.3.1.01.5]UNDECAN-8-OL (+)-CEDROL CEDRENOL B CEDROL CRYSTALS alpha-Cedrol Cedrol crystal 1H-3a,7-Methanoazulen-6-ol, octahydro-3,6,8,8-tetramethyl-, (3R,3aS,6R,7R,8aS)- (3R,3aS,6R,7R,8aS)-3,6,8,8-Tetramethyloctahydro-1H-3a,7-methanoazulen-6-ol 77-53-2 2823-03-0 Complex Molecules Chiral Building Blocks Asymmetric Synthesis Industrial/Fine Chemicals