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Basic Information
| CAS No.: | 464-45-9 |
|---|---|
| Name: | L(-)-Borneol |
| Molecular Structure: | |
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| 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 |
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Synthetic route
- 88390-69-6
bornyl trimethylsilyl ether
- 464-45-9
endo-borneol
Conditions
| Conditions | Yield |
|---|---|
| With methanol; 1,3-disulfonic acid imidazolium hydrogen sulfate at 20℃; for 0.0833333h; Green chemistry; | 96% |
Conditions
| Conditions | Yield |
|---|---|
| With trans-bis(triphenylphosphine)palladium dichloride; dibutyltin In methanol at 25℃; for 3h; Inert atmosphere; | 96% |
- 464-45-9
endo-borneol
Conditions
| Conditions | Yield |
|---|---|
| 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
| Conditions | Yield |
|---|---|
| With magnesium In methanol for 6h; Ambient temperature; | 90% |
- 464-45-9
endo-borneol
Conditions
| Conditions | Yield |
|---|---|
| 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
| Conditions | Yield |
|---|---|
| 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
| Conditions | Yield |
|---|---|
| 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; |
Conditions
| Conditions | Yield |
|---|---|
| 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% |
Conditions
| Conditions | Yield |
|---|---|
| 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
- 18172-67-3, 19902-08-0
beta-pinene
- 464-45-9
endo-borneol
Conditions
| Conditions | Yield |
|---|---|
| at 135 - 140℃; anschl. verseifen; |
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Raw Materials
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L(-)-Borneol
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.
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.
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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.
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.
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.