[3R-(3α,3aβ,6α,7β,8aα)]-Octahydro-3,6,8,8-tetramethyl-1H-3a,7-methanoazulen-6-ol

Cedrol Struktur
77-53-2
CAS-Nr.
77-53-2
Bezeichnung:
[3R-(3α,3aβ,6α,7β,8aα)]-Octahydro-3,6,8,8-tetramethyl-1H-3a,7-methanoazulen-6-ol
Englisch Name:
Cedrol
Synonyma:
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
Summenformel:
C15H26O
Molgewicht:
222.37
MOL-Datei:
77-53-2.mol

[3R-(3α,3aβ,6α,7β,8aα)]-Octahydro-3,6,8,8-tetramethyl-1H-3a,7-methanoazulen-6-ol Eigenschaften

Schmelzpunkt:
55-59 °C(lit.)
Siedepunkt:
273 °C(lit.)
alpha 
D28 +9.9° (c = 5 in chloroform)
Dichte
0.9479
Brechungsindex
n20/D1.509-1.515
FEMA 
4503 | (+)-CEDROL
Flammpunkt:
200 °F
storage temp. 
2-8°C
Löslichkeit
Soluble in DMSO (10 mg/ml)
pka
15.35±0.60(Predicted)
Farbe
White
Geruch (Odor)
at 100.00 %. cedarwood woody dry sweet soft
Geruchsart
woody
Optische Aktivität
[α]20/D +10.5±1°, c = 5% in chloroform
JECFA Number
2030
Merck 
14,1911
BRN 
2206347
Stabilität:
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 Datenbank
77-53-2(CAS DataBase Reference)
NIST chemische Informationen
Cedrol(77-53-2)
EPA chemische Informationen
1H-3a,7-Methanoazulen-6-ol, octahydro-3,6,8,8-tetramethyl-, (3R,3aS,6R,7R,8aS)- (77-53-2)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
S-Sätze: 22-24/25
RIDADR  UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany  2
RTECS-Nr. PB7728666
HS Code  29062990
Giftige Stoffe Daten 77-53-2(Hazardous Substances Data)
Toxizität LD50 skin in rabbit: > 5gm/kg
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P302+P352, P321,P332+P313, P362
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P305+P351+P338,P337+P313P
Sicherheit
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.

[3R-(3α,3aβ,6α,7β,8aα)]-Octahydro-3,6,8,8-tetramethyl-1H-3a,7-methanoazulen-6-ol Chemische Eigenschaften,Einsatz,Produktion Methoden

S-Sätze Betriebsanweisung:

S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.

Chemische Eigenschaften

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).

Verwenden

(+)-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.

synthetische

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

Definition

A tertiary terpene alcohol.

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.

läuterung methode

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.]

[3R-(3α,3aβ,6α,7β,8aα)]-Octahydro-3,6,8,8-tetramethyl-1H-3a,7-methanoazulen-6-ol Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


[3R-(3α,3aβ,6α,7β,8aα)]-Octahydro-3,6,8,8-tetramethyl-1H-3a,7-methanoazulen-6-ol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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77-53-2([3R-(3α,3aβ,6α,7β,8aα)]-Octahydro-3,6,8,8-tetramethyl-1H-3a,7-methanoazulen-6-ol)Verwandte Suche:


  • (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
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