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77-53-2

Basic Information
CAS No.: 77-53-2
Name: Cedrol
Article Data: 12
Molecular Structure:
Molecular Structure of 77-53-2 (Cedrol)
Formula: C15H26O
Molecular Weight: 222.371
Synonyms: 1H-3a,7-Methanoazulen-6-ol,octahydro-3,6,8,8-tetramethyl-, [3R-(3a,3ab,6a,7b,8aa)]-;8bH-Cedran-8-ol (8CI);Cedrol(6CI,7CI);(+)-Cedrol;a-Cedrol;1H-3a,7-Methanoazulen-6-ol,octahydro-3,6,8,8-tetramethyl-, (3R,3aS,6R,7R,8aS)-;
EINECS: 201-035-6
Density: 1 g/cm3
Melting Point: 55-59 °C(lit.)
Boiling Point: 277.2 °C at 760 mmHg
Flash Point: 115.5 °C
Safety: 22-24/25
PSA: 20.23000
LogP: 3.60980
Synthetic route
917-54-4

methyllithium

52153-97-6

15-nor-3-oxo cedrane

77-53-2

(+)-cedrol

Conditions
ConditionsYield
In diethyl ether Heating;

(3R,3aS,6R,7R,8aR)-6-Hydroxy-3,6,8-trimethyl-octahydro-3a,7-methano-azulene-8-carbaldehyde

77-53-2

(+)-cedrol

Conditions
ConditionsYield
(i) KOH, N2H4, HOCH2CH2OH, (ii) (heating); Multistep reaction;

(3R,3aS,6R,7R,8aR)-8-Hydroxymethyl-3,6,8-trimethyl-octahydro-3a,7-methano-azulen-6-ol

77-53-2

(+)-cedrol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: CrO3, Py
2: (i) KOH, N2H4, HOCH2CH2OH, (ii) (heating)
View Scheme
109507-91-7

3-Nor-cedrol

77-53-2

(+)-cedrol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: CrO3, Py
2: diethyl ether / Heating
View Scheme
40768-85-2, 109312-44-9

3-Norcedr-2-en-3-on

77-53-2

(+)-cedrol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: H2 / Pd-C / ethanol
2: diethyl ether / Heating
View Scheme
76679-86-2, 101262-59-3

(3aR)-2c-acetyl-1,1,4c-trimethyl-(6ac)-hexahydro-pentalene-3ar-carboxylic acid methyl ester

77-53-2

(+)-cedrol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: (i) LiAlH4, (ii) CrO3, Py, (iii) aq. KOH
2: H2 / Pd-C / ethanol
3: diethyl ether / Heating
View Scheme
70639-04-2

(3aR)-1.1.4c-trimethyl-(6acH)-hexahydro-3H-pentalene-dicarboxylic acid-(2c.3ar)

77-53-2

(+)-cedrol

Conditions
ConditionsYield
Multi-step reaction with 6 steps
2: KOH, EtOH / Heating
4: (i) LiAlH4, (ii) CrO3, Py, (iii) aq. KOH
5: H2 / Pd-C / ethanol
6: diethyl ether / Heating
View Scheme
70639-05-3

(-)-Norcedren-dicarbonsaeuredimethylester

77-53-2

(+)-cedrol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: KOH, EtOH / Heating
3: (i) LiAlH4, (ii) CrO3, Py, (iii) aq. KOH
4: H2 / Pd-C / ethanol
5: diethyl ether / Heating
View Scheme

(3aR)-1,1,4c-trimethyl-(6acH)-hexahydro-3H-pentalene-dicarboxylic acid-(2c.3ar)-3a-methyl ester

77-53-2

(+)-cedrol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
2: (i) LiAlH4, (ii) CrO3, Py, (iii) aq. KOH
3: H2 / Pd-C / ethanol
4: diethyl ether / Heating
View Scheme

C19H30O4S2

77-53-2

(+)-cedrol

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: (i) Raney-Ni, (ii) aq. KOH, EtOH, (iii) (racemate resolution using quinine)
3: KOH, EtOH / Heating
5: (i) LiAlH4, (ii) CrO3, Py, (iii) aq. KOH
6: H2 / Pd-C / ethanol
7: diethyl ether / Heating
View Scheme
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Chemistry

The Molecular Structure of Cedrol (CAS NO.77-53-2):

Molecular Formula C15H26O
Molecular Weight 222.37
Melting Point: 55-59°C
Boiling Point: 273°C 
Flash Point: 200 ºF
Product Categories: Industrial/Fine Chemicals 
Synonyms: (+)-Cedrol ; AI3-02178 ; Cedarwood oil alcohols ; Cedrol (natural) ; EINECS 201-035-6 ; EUDESMOL ; UNII-63ZM9703BO ; a-Cedrol ; (3R-(3alpha,3Abeta,6alpha,7beta,8aalpha))-octahydro-3,6,8,8-tetramethyl-1H-3a,7-methanoazulen-6-ol ; 1H-3a,7-Methanoazulen-6-ol, octahydro-3,6,8,8-tetramethyl- ; (3R,3aS,6R,7R,8aS)- 8-betaH-Cedran-8-ol (8CI) 8betaH-Cedran-8-ol (8CI) Cedrol (6CI,7CI)   

Uses

 Cedrol (CAS NO.77-53-2) can be used as a perfume fixative for variety of cosmetic compunds and the materials of Cedryl Acetate and Methyl Cedryl Ether etc.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD intraperitoneal > 500mg/kg (500mg/kg)   "Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 8, Pg. 102, 1956.
rabbit LD50 skin > 5gm/kg (5000mg/kg)   Food and Cosmetics Toxicology. Vol. 13, Pg. 745, 1975.

Safety Profile

Safety Statements: 22-24/25 
S22: Do not breathe dust
S24/25: Avoid contact with skin and eyes
WGK Germany: 2
RTECS: PB7728666
Human experience: 8 % solution: no irritation or sensitization.
Maximised Survey-derived Daily Intakes (MSDI-EU) : 13.00 (μg/capita/day)
modified Theoretical Added Maximum Daily Intake (mTAMDI) : 3900 (μg/person/day)
Threshold of concern : 1800 (μg/person/day)
R 36/37/38: Irritating to eyes, respiratory system, and skin.
S 02: Keep out of the reach of children.
S 24/25: Avoid contact with skin and eyes.
S 26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36: Wear suitable protective clothing.
Dermal Toxicity(LD50): Skin-Rabbit  >5.00  gm/kg