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507-70-0

Basic Information
CAS No.: 507-70-0
Name: Borneol
Article Data: 192
Molecular Structure:
Molecular Structure of 507-70-0 (Borneol)
Formula: C10H18O
Molecular Weight: 154.252
Synonyms: Bicyclo[2.2.1]heptan-2-ol,1,7,7-trimethyl-, endo-;Borneol (8CI);2-Borneol;2-endo-Bornyl alcohol;Camphol;NSC 60223;dl-Borneol;endo-2-Hydroxy-1,7,7-trimethylnorbornane;endo-Borneol;rel-(1S,2R,4S)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-ol;
EINECS: 208-080-0
Density: 0.992 g/cm3
Melting Point: 206-209 °C
Boiling Point: 212 °C at 760 mmHg
Flash Point: 65.6 °C
Solubility: insoluble in water
Appearance: solid
Hazard Symbols: FlammableF,IrritantXi,HarmfulXn
Risk Codes: 11-43-22
Safety: 16-36/37
Transport Information: UN 1312 4.1/PG 3
PSA: 20.23000
LogP: 2.19350
Synthetic route
736109-58-3, 787517-91-3

1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-one

507-70-0

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol

Conditions
ConditionsYield
With sodium tetrahydroborate; water; titanium(IV) oxide at 20℃; for 1h; regioselective reaction;98%
With hydrogenchloride; K9-OThx-9-BBNH) In tetrahydrofuran at 0℃; Product distribution; stereoselectivity, other boranes;97.5%
With Triethoxysilane; cesium fluoride at 25℃; for 0.0166667h;95%

2-(1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yloxy)-tetrahydro-pyran

507-70-0

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol

Conditions
ConditionsYield
With silica triflate In methanol for 0.333333h; Heating;93%
507-70-0

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol

Conditions
ConditionsYield
With silica triflate In methanol for 0.0666667h; Heating;90%
With methanol at 20℃; for 0.916667h;89%
With ammonium chloride In water; acetonitrile at 80℃; for 1.5h;83%
124-04-9

Adipic acid

13144-43-9

1-methylcamphene

507-70-0

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol

Conditions
ConditionsYield
With iron(III) perchlorate for 3h; Ambient temperature;85%
75-09-2

dichloromethane

736109-58-3, 787517-91-3

1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-one

A

27538-47-2

2-methylenebornane

B

507-70-0

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol

Conditions
ConditionsYield
With titanium tetrachloride; magnesium In tetrahydrofuran at 0 - 20℃; for 1h;A 74%
B n/a
64-17-5

ethanol

20053-48-9, 22467-56-7, 22467-57-8, 75277-37-1

toluene-4-sulfonic acid isobornyl ester

141-52-6

sodium ethanolate

565-00-4

dl-camphene

B

507-70-0

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol

736109-58-3, 787517-91-3

1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-one

A

464-43-7

d-borneol

B

507-70-0

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol

Conditions
ConditionsYield
With acetic acid; platinum Hydrogenation;
With copper at 120 - 150℃; under 7600 - 69920 Torr; Hydrogenation;
74219-20-8, 100101-30-2

exo-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol formate

6627-72-1

rac-endo-borneol

B

507-70-0

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol

Conditions
ConditionsYield
beim Verseifen; formic acid isobornyl ester;

4-chloro-2-isopropyl-5-methyl-benzenesulfonic acid isobornyl ester

furan-2,3,5(4H)-trione pyridine (1:1)

565-00-4

dl-camphene

C

507-70-0

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol

Conditions
ConditionsYield
at 50℃;
76-22-2

Camphor

6627-72-1

rac-endo-borneol

B

507-70-0

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol

Conditions
ConditionsYield
With hydrogen; nickel
With alcoholic alkali
With alkali metal
With hydrogen; copper
With diethyl ether; sodium Zersetzen des Reaktionsprodukts durch Wasser;
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Chemistry

Molecular Formula: C10H18O
Molar mass: 154.25 g/mol
EINECS: 207-353-1
Density: 0.992 g/cm3 
Flash Point: 65.6 °C 
Index of Refraction: 1.502 
Boiling Point: 212 °C at 760 mmHg 
Vapour Pressure: 0.0398 mmHg at 25°C 
Melting point: 206-209 °C
Water solubility: Insoluble
Appearance: A white colored lump-solid
Product categories: Bicyclic Monoterpenes ; Alcohols ; Oxygen Compounds ; Terpenes ; Biochemistry
Structure of Borneol (CAS NO.507-70-0) :
                   
XLogP3-AA: 2.7
H-Bond Donor: 1
H-Bond Acceptor: 1
IUPAC Name: (1R,4R,6R)-1,7,7-Trimethylbicyclo[2.2.1]heptan-6-ol
Canonical SMILES: CC1(C2CCC1(C(C2)O)C)C
Isomeric SMILES: C[C@@]12CC[C@@H](C1(C)C)C[C@H]2O
InChI: InChI=1S/C10H18O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7-8,11H,4-6H2,1-3H3/t7-,
8-,10+/m1/s1 
InChIKey: DTGKSKDOIYIVQL-MRTMQBJTSA-N

Uses

 Borneol (CAS NO.507-70-0) is used in traditional Chinese medicine as moxa. An early description can be found in the Bencao Gangmu.Isoborneol is its exo isomer.Derivatives of isoborneol are used as chiral ligands in asymmetric synthesis.

Production

 Borneol (CAS NO.507-70-0) is easily oxidized to the ketone yielding camphor. Borneol can be synthesized by reduction of camphor by the Meerwein-Ponndorf-Verley Reduction. The same reduction but then fast and irreversible with Sodium borohydride gives isoborneol as the kinetically controlled reaction product.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 1059mg/kg (1059mg/kg)   Shika Gakuho. Journal of Dentistry. Vol. 75, Pg. 934, 1975.
rabbit LDLo oral 2gm/kg (2000mg/kg)   Reviews of Environmental Contamination and Toxicology. Vol. 113, Pg. 47, 1990.
rat LD50 oral 500mg/kg (500mg/kg)   French Demande Patent Document. Vol. #2448856,

Safety Profile

Hazard Codes: FlammableF; IrritantXi,Xn
Risk Statements: 11-43-22 
R11:Highly flammable. 
R43:May cause sensitization by skin contact. 
R22:Harmful if swallowed.
Safety Statements: 16-36/37 
S16:Keep away from sources of ignition. 
S36/37:Wear suitable protective clothing and gloves.
RIDADR: UN 1312 4.1/PG 3
WGK Germany: 2
RTECS: DT5095000
HazardClass: 4.1
PackingGroup: III

Specification

 Borneol (CAS NO.507-70-0) also can be called for Baros camphor ; 2-Borneol ; Bicyclo(2.2.1)heptan-2-ol, 1,7,7-trimethyl-, (1R,2S,4R)-rel- ; 1R-endo)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol .It is a bicyclic organic compound and a terpene. The hydroxyl group in this compound is placed in an endo position.Borneol exists as two enantiomers, found in several species of Artemisia and Dipterocarpaceae, which have two different CAS numbers.And it is hazardous,so the first aid measures and others should be known.Such as: When on the skin: first,should  flush skin with plenty of water immediatelyfor at least 15 minutes while removing contaminated clothing. Secondly,Get shoesmedical aid . Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids.Then get medical aid soon.While ,it's Inhaled: Remove from exposure and move to fresh air immediately.Give artificial respiration while not breathing. When breathing is difficult, give oxygen.And as soon as to get medical aid.Then you have the ingesting of the product : Wash mouth out with water,and get medical aid immediately.Notes to physician: Treat supportively and symptomatically. In addition, Borneol (CAS NO.507-70-0) can be stable under normal temperature and pressure conditions.It is not compatible with strong oxidizing agents, ignition sources, and you must not take it with incompatible materials.And also prevent it to broken down into hazardous decomposition products: carbon dioxide,carbon monoxide.