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L(-)-Borneol

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Name

L(-)-Borneol

EINECS 207-353-1
CAS No. 464-45-9 Density 0.992g/cm3
PSA 20.23000 LogP 2.19350
Solubility insoluble in water Melting Point 204-208 ºC
Formula C10H18 O Boiling Point 210 ºC
Molecular Weight 154.252 Flash Point 65 ºC
Transport Information 1312 Appearance White powder or chunks
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.. Risk Codes R11   
Molecular Structure Molecular Structure of 464-45-9 (L(-)-Borneol) Hazard Symbols
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

Article Data 149

L(-)-Borneol 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;

L(-)-Borneol Chemical Properties

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: 

             

 

 

L(-)-Borneol 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. 
     

 

   
   

 

    

L(-)-Borneol Consensus Reports

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

L(-)-Borneol 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.

L(-)-Borneol 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. 
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