L(-)-Borneol supplier | CasNO.464-45-9

Name
L(-)-Borneol
EINECS 207-353-1
CAS No. 464-45-9
Article Data149
CAS DataBase
Density 0.992g/cm³
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
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
PSA 20.23000
LogP 2.19350

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%

: 464-48-2
(1S)-camphor

: 464-45-9
endo-borneol

Conditions

Conditions	Yield
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

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%

: 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

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;

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

A: 464-45-9
endo-borneol

B: 65-85-0
benzoic acid

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%

: 5655-61-8
bornyl acetate

: 464-45-9
endo-borneol

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;

...Expand

: 85-44-9
phthalic anhydride

: 18172-67-3, 19902-08-0
beta-pinene

: 464-45-9
endo-borneol

Conditions

Conditions	Yield
With ethanol; xylene at 135 - 140℃; Hydrolyse des Reaktionsprodukts;
With Pinene; ethanol at 135 - 140℃; Hydrolyse des Reaktionsprodukts;

: 18172-67-3, 19902-08-0
beta-pinene

: 464-45-9
endo-borneol

Conditions

Conditions	Yield
With dihydrogen peroxide; acetic acid at 50 - 55℃;
With acetic anhydride; acetic acid; benzenesulfonic acid
With trichloroacetic acid

: 7785-26-4
(-)-α-pinene

: 108-24-7
acetic anhydride

: 464-45-9
endo-borneol

Conditions

Conditions	Yield
With boron trioxide at 90 - 95℃; Hydrolyse des Reaktionsprodukts;

: 464-48-2
(1S)-camphor

A: 464-45-9
endo-borneol

B: 464-43-7, 464-45-9, 507-70-0, 6627-72-1, 10334-13-1, 10385-78-1, 24393-70-2, 124-76-5, 16725-71-6
borneol

Conditions

Conditions	Yield
With 2,2'-iminobis[ethanol]; (-)-diisopinocamphenylborane chloride Product distribution; multistep reaction: 1.) room temperature, 0.5 h, 2.) Et2O, 2 h; stereoselective reduction of α-chiral ketones with (+)- and (-)-B-chlorodiisopinocampheylboranes; diastereomeric excess; selectivity of matched and mismatched pairs; possible mechanism;
With isopropyl alcohol; zirconium(IV) oxide at 150℃; for 0.5h; Yield given. Yields of byproduct given;
With aluminum oxide; sodium; isopropyl alcohol In tetrahydrofuran for 5h; Heating;	A 74.5 % Chromat. B 25.5 % Chromat.

: 464-48-2
(1S)-camphor

A: 464-45-9
endo-borneol

B: 464-43-7, 464-45-9, 507-70-0, 6627-72-1, 10334-13-1, 10385-78-1, 24393-70-2, 124-76-5, 16725-71-6
borneol

C: 79-92-5
(+)-camphene

Conditions

Conditions	Yield
With isopropyl alcohol; zirconium(IV) oxide at 200℃; for 0.5h; Yield given. Yields of byproduct given;

...Expand

: 20053-48-9
L-bornyl p-toluenesulfonate

A: 464-45-9
endo-borneol

B: 79-92-5
(+)-camphene

C: 18383-34-1
(+)-bornene

Conditions

Conditions	Yield
With lithium; ethylamine for 24h; Heating; Title compound not separated from byproducts;	A 90 % Chromat. B 2 % Chromat. C 8 % Chromat.

...Expand

: 6627-72-1
rac-endo-borneol

A: 464-48-2
(1S)-camphor

B: 464-45-9
endo-borneol

C: 464-49-3
(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

Conditions

Conditions	Yield
at 25℃; Yield given. Yields of byproduct given;

...Expand

: 117556-75-9
<2(S)-(1-bornyloxy)-5,6-dihydro-2H-pyran-5(S)-yl>acetic acid

A: 464-45-9
endo-borneol

B: 117556-76-0
3a(R),7a(R)-dihydro-4H-furo<3,2-c>pyran-2(3H)-one

Conditions

Conditions	Yield
With tin(IV) chloride; potassium carbonate; triethylamine 1.) CH2Cl2, -78 deg C, 30 min, 2.) RT, 10 min; Yield given. Multistep reaction;

: 117556-79-3
<2(S)-(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; potassium carbonate; triethylamine 1.) CH2Cl2, -78 deg C, 30 min, 2.) RT, 10 min; Yield given. Multistep reaction. Yields of byproduct given;
With tin(IV) chloride In dichloromethane at -78℃;

: 76-22-2
Camphor

A: 464-45-9
endo-borneol

B: 464-43-7, 464-45-9, 507-70-0, 6627-72-1, 10334-13-1, 10385-78-1, 24393-70-2, 124-76-5, 16725-71-6
borneol

C: 124-76-5, 464-43-7, 464-45-9, 507-70-0, 6627-72-1, 10334-13-1, 10385-78-1, 16725-71-6, 24393-70-2
isoborneol

D: 464-43-7
d-borneol

Conditions

Conditions	Yield
With (+)-β-chlorodiisopinocampheylborane; 2,2'-iminobis[ethanol] 1.) room temperature, 2 h, 2.) Et2O, 2 h; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

...Expand

6A,6B-bis(2-naphthylsulfonyl)-γ-cyclodextrin (-)-borneol 1:1 complex: 6A,6B-bis(2-naphthylsulfonyl)-γ-cyclodextrin (-)-borneol 1:1 complex

A: 464-45-9
endo-borneol

B 6A,6B-bis(2-naphthylsulfonyl)-γ-cyclodextrin: 6A,6B-bis(2-naphthylsulfonyl)-γ-cyclodextrin

Conditions

Conditions	Yield
In water; ethylene glycol at 25℃; Equilibrium constant; decomplexation;

6A,6C-bis(2-naphthylsulfonyl)-γ-cyclodextrin (-)-borneol 1:1 complex: 6A,6C-bis(2-naphthylsulfonyl)-γ-cyclodextrin (-)-borneol 1:1 complex

A: 464-45-9
endo-borneol

B 6A,6C-bis(2-naphthylsulfonyl)-γ-cyclodextrin: 6A,6C-bis(2-naphthylsulfonyl)-γ-cyclodextrin

Conditions

Conditions	Yield
In water; ethylene glycol at 25℃; Equilibrium constant; decomplexation;

6A,6D-bis(2-naphthylsulfonyl)-γ-cyclodextrin (-)-borneol 1:1 complex: 6A,6D-bis(2-naphthylsulfonyl)-γ-cyclodextrin (-)-borneol 1:1 complex

A: 464-45-9
endo-borneol

B 6A,6D-bis(2-naphthylsulfonyl)-γ-cyclodextrin: 6A,6D-bis(2-naphthylsulfonyl)-γ-cyclodextrin

Conditions

Conditions	Yield
In water; ethylene glycol at 25℃; Equilibrium constant; decomplexation;

6A,6E-bis(2-naphthylsulfonyl)-γ-cyclodextrin (-)-borneol 1:1 complex: 6A,6E-bis(2-naphthylsulfonyl)-γ-cyclodextrin (-)-borneol 1:1 complex

A: 464-45-9
endo-borneol

B 6A,6E-bis(2-naphthylsulfonyl)-γ-cyclodextrin: 6A,6E-bis(2-naphthylsulfonyl)-γ-cyclodextrin

Conditions

Conditions	Yield
In water; ethylene glycol at 25℃; Equilibrium constant; decomplexation;

: C49H76O34Se*C10H18O

A: 464-45-9
endo-borneol

B: 202332-62-5
mono<6-(benzylseleno)-6-deoxy>-β-cyclodextrin

Conditions

Conditions	Yield
With phosphate buffer In water at 25℃; Equilibrium constant;

: C49H76O34Se*C10H18O

A: 464-45-9
endo-borneol

B: 202332-61-4
mono<6-(p-tolylseleno)-6-deoxy>-β-cyclodextrin

Conditions

Conditions	Yield
With phosphate buffer In water at 25℃; Equilibrium constant;

: C49H76O34Se*C10H18O

A: 464-45-9
endo-borneol

B: 211802-10-7
mono<6-(m-tolylseleno)-6-deoxy>-β-cyclodextrin

Conditions

Conditions	Yield
With phosphate buffer In water at 25℃; Equilibrium constant;

: C49H76O34Se*C10H18O

A: 464-45-9
endo-borneol

B: 211802-08-3
mono<6-(o-tolylseleno)-6-deoxy>-β-cyclodextrin

Conditions

Conditions	Yield
With phosphate buffer In water at 25℃; Equilibrium constant;

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.

Product Name

L(-)-Borneol

Synthetic route

L(-)-Borneol Chemical Properties

L(-)-Borneol Toxicity Data With Reference

L(-)-Borneol Consensus Reports

L(-)-Borneol Safety Profile

L(-)-Borneol Specification

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