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2217-02-9

Basic Information
CAS No.: 2217-02-9
Name: (+)-Fenchol
Article Data: 48
Molecular Structure:
Molecular Structure of 2217-02-9 ((+)-Fenchol)
Formula: C10H18 O
Molecular Weight: 154.252
Synonyms: Bicyclo[2.2.1]heptan-2-ol,1,3,3-trimethyl-, (1R-endo)-; (+)-Fenchol; (+)-Fenchyl alcohol; (+)-a-Fenchol; (+)-a-Fenchyl alcohol;(1R)-endo-(+)-Fenchol; (1R)-endo-(+)-Fenchyl alcohol; (1R-endo)-Fenchol;D-Fenchol; D-Fenchyl alcohol; a-(+)-Fenchol; a-Fenchol, (+)-
EINECS: 216-639-5
Density: 0.992g/cm3
Melting Point: 39-45 ºC
Boiling Point: 201-202 °C(lit.)
Flash Point: 165 ºF
Solubility: Insoluble in water.
Risk Codes: 36/38
Safety: S22;S24/25
PSA: 20.23000
LogP: 2.19350
Synthetic route

(1R)-1,3,3-trimethyl-2-(2-methylprop-2-enyl)bicyclo[2.2.1]heptan-2-ol

A

2217-02-9

(1R)-endo-(+)-fenchol

B

(1R,2R)-2-[(2S)-2-hydroxypropyl]-1,3,3-trimethylbicyclo[2.2.1]heptan-2-ol

Conditions
ConditionsYield
Stage #1: (1R)-1,3,3-trimethyl-2-(2-methylprop-2-enyl)bicyclo[2.2.1]heptan-2-ol With oxygen; ozone In diethyl ether at -78℃; Oxidation;
Stage #2: With lithium aluminium tetrahydride In diethyl ether at -78 - 20℃; Reduction;
A 0.18 g
B 79%
7787-20-4

(1R)-fenchone

2217-02-9

(1R)-endo-(+)-fenchol

Conditions
ConditionsYield
With lithium aluminium tetrahydride; diethyl ether
With ethanol; sodium
With ammonia; lithium; ammonium chloride In tetrahydrofuran at -75℃; for 0.916667h; Yield given;
10467-10-4

ethylmagnesium iodide

7787-20-4

(1R)-fenchone

A

2217-02-9

(1R)-endo-(+)-fenchol

B

137255-07-3

(1R)-endo-2-ethylfenchol

Conditions
ConditionsYield
In diethyl ether for 8h; Heating;A 84 % Chromat.
B 13 % Chromat.
7787-20-4

(1R)-fenchone

A

64439-31-2

(1R)-endo-(+)-fenchylalcohol

B

2217-02-9

(1R)-endo-(+)-fenchol

Conditions
ConditionsYield
With aluminum oxide; sodium; isopropyl alcohol In tetrahydrofuran for 5h; Heating;A 44.0 % Chromat.
B 56.0 % Chromat.
With aluminum isopropoxide; isopropyl alcohol for 420h; Heating;A 1.02 g
B n/a
With tropinone reductase of Cochlearia officinalis; NADPH In methanol at 30℃; for 1h; pH=5; Kinetics; Reagent/catalyst; Enzymatic reaction;
146203-05-6

(+)-8-bromo-α-fenchol

2217-02-9

(1R)-endo-(+)-fenchol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether for 6h; Ambient temperature;
251319-23-0

1-[(1R,2R)-2-hydroxy-1,3,3-trimethylbicyclo[2.2.1]hept-2-yl]propan-2-one

A

2217-02-9

(1R)-endo-(+)-fenchol

B

(1R,2R)-2-[(2S)-2-hydroxypropyl]-1,3,3-trimethylbicyclo[2.2.1]heptan-2-ol

Conditions
ConditionsYield
With lithium aluminium tetrahydride Reduction;
64-17-5

ethanol

7787-20-4

(1R)-fenchone

sodium

sodium

A

64439-31-2

(1R)-endo-(+)-fenchylalcohol

B

2217-02-9

(1R)-endo-(+)-fenchol

(1R)-2-ethenyl-1,3,3-trimethylbicyclo[2.2.1]heptan-2-ol

A

2217-02-9

(1R)-endo-(+)-fenchol

B

(1R,2R)-2-(hydroxymethyl)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-ol

C

(1R,2S)-2-(hydroxymethyl)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-ol

Conditions
ConditionsYield
Stage #1: (1R)-2-ethenyl-1,3,3-trimethylbicyclo[2.2.1]heptan-2-ol With oxygen; ozone In diethyl ether at -78℃; Oxidation;
Stage #2: With lithium aluminium tetrahydride In diethyl ether at -78 - 20℃; Reduction;
A 0.05 g
B 0.07 g
C n/a

(1R)-1,3,3-trimethyl-2-(2-methylprop-2-enyl)bicyclo[2.2.1]heptan-2-ol

2217-02-9

(1R)-endo-(+)-fenchol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: O3/O2 / diethyl ether / -78 - 20 °C
2: LiAlH4
View Scheme
Multi-step reaction with 2 steps
1.1: O3/O2 / diethyl ether / -78 °C
1.2: 8.28 g / Et3N / diethyl ether / -78 - 20 °C
2.1: LiAlH4
View Scheme
18084-01-0, 21696-69-5, 131062-94-7, 137255-12-0, 137255-14-2

(1R,4S)-2-Ethynyl-1,3,3-trimethyl-bicyclo[2.2.1]heptan-2-ol

2217-02-9

(1R)-endo-(+)-fenchol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 59 percent Chromat. / N-methylpyrrolidone, potassium hydroxide / 4 h / 20 °C
2: 84 percent Chromat. / diethyl ether / 8 h / Heating
View Scheme
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Chemistry

Chemical Name: (+)-Fenchol
IUPAC NAME: (1S,4R,6S)-1,5,5-Trimethylbicyclo[2.2.1]heptan-6-ol
CAS No.: 2217-02-9
EINECS: 216-639-5
Molecular Formula: C10H18O
Molecular Weight: 154.25 g/mol
Melting Point: 43-46 °C
Density: 0.992 g/cm3
Flash Point: 73.9 °C
Boiling Point: 202.9 °C at 760 mmHg
Following is the structure of Fenchol (CAS No.:2217-02-9):


Product Categories about Fenchol (CAS No.:2217-02-9) is refer to Miscellaneous
The chemical synonymous of Fenchol (CAS No.:2217-02-9) are (+)-Fenchol ; Fenchol ; Fenchyl alcohol ; Fema 2480 ; Alpha Fenchol ; (1r)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-Ol ; (1r)-(+)-Fenchyl alcohol ; (1r)-Endo-(+)-fenchol

Safety Profile

Risk Statements about Fenchol (CAS No.:2217-02-9):
R36/38:Irritating to eyes and skin.
Safety Statements about Fenchol (CAS No.:2217-02-9):
S22:Do not breathe dust. 
S24/25:Avoid contact with skin and eyes.
Attention:
1. Storage: Store in a cool, dry place. Keep container closed when not in use.
2. Handling: Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation.