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464-45-9

Basic Information
CAS No.: 464-45-9
Name: L(-)-Borneol
Article Data: 149
Molecular Structure:
Molecular Structure of 464-45-9 (L(-)-Borneol)
Formula: C10H18 O
Molecular Weight: 154.252
Synonyms: Bicyclo[2.2.1]heptan-2-ol,1,7,7-trimethyl-, (1S-endo)-; Borneol, (1S,2R,4S)-(-)- (8CI); (-)-(1S,4S)-Borneol;(-)-Borneol; (-)-[(1S)-endo]-Borneol; (-)-endo-Borneol; (1S)-(-)-Borneol;(1S)-endo-(-)-Borneol; (1S)-endo-Borneol; (1S,2R,4S)-Borneol;(1S-endo)1,7,7-Trimethyl-bicyclo[2.2.1]heptan-2-ol; (2R)-(-)-Borneol;L-Borneol; Linderol; Ngai camphor; endo-(-)-Borneol; endo-(1S)-(-)-Borneol;l-Borneol
EINECS: 207-353-1
Density: 0.992g/cm3
Melting Point: 204-208 ºC
Boiling Point: 210 ºC
Flash Point: 65 ºC
Solubility: insoluble in water
Appearance: White powder or chunks
Hazard Symbols:
Risk Codes: R11   
Safety: Mildly toxic by ingestion. A skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALCOHOL, DENATURED; ALCOHOLS, C6-12; ALCOHOLS, C9-11; ALCOHOLS, C12-13, ETHOXYLATED; ALCOHOLS, C12-15, ETHOXYLATED; ALCOHOLS, C12-16, ETHOXYLATED; ALCOHOLS, C14-15, ETHOXYLATED; ALCOHOLS, C16-18, ETHOXYLATED; ALCOHOLS, C8-10, ETHOXYLATED PROPOXYLATED; ALCOHOLS, C12-15, ETHOXYLATED PROPOXYLATED; ALCOHOLS, N.O.S..
Transport Information: 1312
PSA: 20.23000
LogP: 2.19350
Synthetic route
88390-69-6

bornyl trimethylsilyl ether

464-45-9

endo-borneol

Conditions
ConditionsYield
With methanol; 1,3-disulfonic acid imidazolium hydrogen sulfate at 20℃; for 0.0833333h; Green chemistry;96%
464-48-2

(1S)-camphor

464-45-9

endo-borneol

Conditions
ConditionsYield
With trans-bis(triphenylphosphine)palladium dichloride; dibutyltin In methanol at 25℃; for 3h; Inert atmosphere;96%

tert-Butyl-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro-decyloxy)-phenyl-((1S,2R,4S)-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yloxy)-silane

464-45-9

endo-borneol

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 3h; deprotection;94%
20053-48-9

L-bornyl p-toluenesulfonate

464-45-9

endo-borneol

Conditions
ConditionsYield
With magnesium In methanol for 6h; Ambient temperature;90%

3-Heptadecafluorooctyl-2-((1S,2R,4S)-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yloxy)-tetrahydro-pyran

464-45-9

endo-borneol

Conditions
ConditionsYield
With methanol; toluene-4-sulfonic acid In tetrahydrofuran at 70℃; for 24h; deprotection of alcoholic OH;88%
54384-77-9

(1S,2R,4S)-2-(4-Methoxy-benzyloxy)-1,7,7-trimethyl-bicyclo[2.2.1]heptane

464-45-9

endo-borneol

Conditions
ConditionsYield
With boron trifluoride diethyl etherate; sodium cyanoborohydride In tetrahydrofuran for 12h; Heating;85%
100703-54-6

<2(R)-(1-bornyloxy)-5,6-dihydro-2H-pyran-5(R)-yl>acetic acid

A

464-45-9

endo-borneol

B

87614-57-1

3a(S),7a(S)-dihydro-4H-furo<3,2-c>pyran-2(3H)-one

Conditions
ConditionsYield
With tin(IV) chloride In dichloromethane at -78℃;A n/a
B 84%
With tin(IV) chloride; potassium carbonate; triethylamine 1.) CH2Cl2, -78 deg C, 30 min, 2.) RT, 10 min; Yield given. Multistep reaction. Yields of byproduct given;

benzyl (1S,2R,4S)-(-)-bornyl ether

A

464-45-9

endo-borneol

B

65-85-0

benzoic acid

Conditions
ConditionsYield
With bis(acetylacetonate)oxovanadium; methyl 3,5-bis((1H-1,2,4-triazol-1-yl)methyl)benzoate; oxygen; sodium acetate at 120℃; for 48h;A 70%
B 80%
5655-61-8

bornyl acetate

464-45-9

endo-borneol

Conditions
ConditionsYield
With bis(tri-n-butyltin)oxide In acetonitrile at 90℃; for 96h;12.7%
With the cultured cells of Nicotiana tabacum at 25℃; for 240h; biotransformation of various acetates in the dark;
56-23-5

tetrachloromethane

85-44-9

phthalic anhydride

64-17-5

ethanol

464-45-9

endo-borneol

Conditions
ConditionsYield
at 135 - 140℃; anschl. verseifen;
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  • 464-45-9  CAS NO.464-45-9

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    464-45-9 CAS NO.464-45-9

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  • Bicyclo[2.2.1]heptan-2-ol,1,7,7-trimethyl-, (1S,2R,4S)-

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    Bicyclo[2.2.1]heptan-2-ol,1,7,7-trimethyl-, (1S,2R,4S)-

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Chemistry

MF: C10H18O
MW: 154.25
EINECS: 207-353-1
mp:  206-209 °C
bp:  210 °C(lit.)
alpha:  -36.2 o (c=5, C2H5OH)
vapor density:  5.31 (vs air)
vapor pressure:  33.5 mm Hg ( 25 °C)
FEMA:  2157
refractive index:  -36 ° (C=5, EtOH)
Fp:  150 °F
storage temp:  Flammables area
Water Solubility:  INSOLUBLE
Merck:  14,1338
BRN: 3587558
Synonyms:CAMPHOL-(+)-BORNOL;BORNEO CAMPHOR;BORNEOL FLAKES;BORNYL ALCOHOL;FEMA 2157;L-BORNEO CAMPHOR;L(-)-BORNEOL;L-BORNEOL
The structure of NGAI CAMPHOR is: 

             

 

 

Toxicity Data With Reference

1、RTECS#: CAS# 464-45-9: DT5095000
2、LD50/LC50: RTECS: CAS# 464-45-9: Draize test, rabbit, skin: 500 mg/24H Mild;Oral, rat: LD50 = 5800 mg/kg;
3、Carcinogenicity: L(-)-Borneol - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65.
4、Other: See actual entry in RTECS for complete information. The toxicological properties have not been fully investigated. 
     

 

   
   

 

    

Consensus Reports

NGAI CAMPHOR is reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Safety Profile

Hazard Codes:  F,Xi 
RIDADR:  UN 1312 4.1/PG 3
WGK Germany:  2
RTECS:  DT5095000
HazardClass:  4.1
PackingGroup:  III
HS Code  29061900
Mildly toxic by ingestion. A skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes.

Specification

1、Fire Fighting Measures 
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Will burn if involved in a fire. Flammable solid. 
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam. 
2、Handling and Storage 
Handling: Use spark-proof tools and explosion proof equipment. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation. 
Storage: Keep away from sources of ignition. Store in a cool, dry place. Keep container closed when not in use. Store in a tightly closed container. Flammables-area.