Product Name

  • Name

    Borneol

  • EINECS 208-080-0
  • CAS No. 507-70-0
  • Article Data192
  • CAS DataBase
  • Density 0.992 g/cm3
  • Solubility insoluble in water
  • Melting Point 206-209 °C
  • Formula C10H18O
  • Boiling Point 212 °C at 760 mmHg
  • Molecular Weight 154.252
  • Flash Point 65.6 °C
  • Transport Information UN 1312 4.1/PG 3
  • Appearance solid
  • Safety 16-36/37
  • Risk Codes 11-43-22
  • Molecular Structure Molecular Structure of 507-70-0 (Borneol)
  • Hazard Symbols FlammableF,IrritantXi,HarmfulXn
  • 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;
  • PSA 20.23000
  • LogP 2.19350

Synthetic route

1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-one
736109-58-3, 787517-91-3

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

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

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

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
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%
1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
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%
Adipic acid
124-04-9

Adipic acid

1-methylcamphene
13144-43-9

1-methylcamphene

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
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%
dichloromethane
75-09-2

dichloromethane

1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-one
736109-58-3, 787517-91-3

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

A

2-methylenebornane
27538-47-2

2-methylenebornane

B

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
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
ethanol
64-17-5

ethanol

toluene-4-sulfonic acid isobornyl ester
20053-48-9, 22467-56-7, 22467-57-8, 75277-37-1

toluene-4-sulfonic acid isobornyl ester

sodium ethanolate
141-52-6

sodium ethanolate

dl-camphene
565-00-4

dl-camphene

B

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-one
736109-58-3, 787517-91-3

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

A

d-borneol
464-43-7

d-borneol

B

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
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;
exo-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol formate
74219-20-8, 100101-30-2

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

rac-endo-borneol
6627-72-1

rac-endo-borneol

B

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

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

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

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

dl-camphene
565-00-4

dl-camphene

C

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

Conditions
ConditionsYield
at 50℃;
Camphor
76-22-2

Camphor

rac-endo-borneol
6627-72-1

rac-endo-borneol

B

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
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;
rac O-isoborneol S-methyl carbonodithioate
37487-17-5, 70061-64-2, 79646-02-9, 108691-64-1

rac O-isoborneol S-methyl carbonodithioate

dl-camphene
565-00-4

dl-camphene

B

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

Conditions
ConditionsYield
at 140 - 175℃;
oxalic acid dibornyl ester
105660-96-6

oxalic acid dibornyl ester

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

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

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

Conditions
ConditionsYield
oxalic acid di-dl-isobornyl ester;
4-chloro-2-isopropyl-5-methyl-benzenesulfonic acid bornyl ester
1071684-68-8

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

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

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

dl-camphene
565-00-4

dl-camphene

C

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

Beta-pinene
177698-19-0

Beta-pinene

2,3,4-trichlorophenol
15950-66-0

2,3,4-trichlorophenol

A

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

B

fenchyl ether

fenchyl ether

C

l-α-pinene

l-α-pinene

Conditions
ConditionsYield
at 145 - 150℃; levorotatory form;
camphene
79-92-5

camphene

phosphoric acid
86119-84-8, 7664-38-2

phosphoric acid

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

Conditions
ConditionsYield
im geschlossenen Gefaess; dl-camphene;
camphene
79-92-5

camphene

o-toluenesulfonic acid
88-20-0

o-toluenesulfonic acid

water
7732-18-5

water

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

Conditions
ConditionsYield
at 20℃;
hydrogenchloride
7647-01-0

hydrogenchloride

camphene
79-92-5

camphene

acetone
67-64-1

acetone

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

Conditions
ConditionsYield
im geschlossenen Gefaess; dl-camphene;
camphene
79-92-5

camphene

sulfuric acid
7664-93-9

sulfuric acid

acetone
67-64-1

acetone

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

Conditions
ConditionsYield
im geschlossenen Gefaess; dl-camphene;
camphene
79-92-5

camphene

sulfonic acid

sulfonic acid

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

Conditions
ConditionsYield
im geschlossenen Gefaess; dl-camphene;
acetic acid
64-19-7

acetic acid

boronacetic acid anhydride

boronacetic acid anhydride

rac-endo-borneol
6627-72-1

rac-endo-borneol

B

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

Conditions
ConditionsYield
folgend Verseifen; dl-α-pinene;
carboxylic acid anhydride

carboxylic acid anhydride

boric acid anhydride

boric acid anhydride

rac-endo-borneol
6627-72-1

rac-endo-borneol

B

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

Conditions
ConditionsYield
dl-α-pinene;
carboxylic acid

carboxylic acid

boric acid anhydride

boric acid anhydride

rac-endo-borneol
6627-72-1

rac-endo-borneol

B

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

Conditions
ConditionsYield
dl-α-pinene;
diethyl ether
60-29-7

diethyl ether

(1R,2S,4R)-2-Chloro-1,7,7-trimethyl-bicyclo[2.2.1]heptane
30462-53-4

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

oxygen

oxygen

rac-endo-borneol
6627-72-1

rac-endo-borneol

B

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

Conditions
ConditionsYield
bei der Einwirkung auf die Grignard-Verbindung;
(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one
464-49-3

(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

hydrogen

hydrogen

cobalt

cobalt

rac-endo-borneol
6627-72-1

rac-endo-borneol

B

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

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

(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

hydrogen

hydrogen

copper

copper

rac-endo-borneol
6627-72-1

rac-endo-borneol

B

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

ethanol
64-17-5

ethanol

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

(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

KOH

KOH

rac-endo-borneol
6627-72-1

rac-endo-borneol

B

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

Conditions
ConditionsYield
at 180 - 200℃;
(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one
464-49-3

(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

hydrogen

hydrogen

nickel

nickel

rac-endo-borneol
6627-72-1

rac-endo-borneol

B

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

ethanol
64-17-5

ethanol

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

(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

sodium

sodium

rac-endo-borneol
6627-72-1

rac-endo-borneol

B

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

Conditions
ConditionsYield
at 200 - 220℃;
(+)-α-pinene
7785-70-8

(+)-α-pinene

acetic acid
64-19-7

acetic acid

fired clay

fired clay

A

terpineol
98-55-5

terpineol

B

D-limonene
5989-27-5

D-limonene

rac-endo-borneol
6627-72-1

rac-endo-borneol

D

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

Conditions
ConditionsYield
at 30℃; anschl. Verseifen;
1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-one
736109-58-3, 787517-91-3

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

Conditions
ConditionsYield
With acetone; zirconic acid In benzene at 80℃; for 8h; Rate constant;100%
With acetone; zirconic acid In benzene at 80℃; for 8h;100%
With silica gel; 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium perchlorate In dichloromethane100%
1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

camphene
79-92-5

camphene

Conditions
ConditionsYield
molybdophosphoric acid; silica gel In chloroform for 0.5h; Heating;99%
With bis(2,2,2-trifluoroethoxy)triphenylphosphorane61%
With sulfuric acid; water dl-camphene;
Conditions
ConditionsYield
With lithium perchlorate at 25℃; for 6h;98%
samarium(III) trifluoromethanesulfonate at 20℃; for 0.25h;96%
With iron(III) p-toluenesulfonate hexahydrate In acetonitrile at 50℃; for 30h;92%
1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

1,7,7-trimethyltricyclo[2.2.1.02,6]heptane
508-32-7

1,7,7-trimethyltricyclo[2.2.1.02,6]heptane

Conditions
ConditionsYield
molybdophosphoric acid; silica gel In chloroform for 2h; Heating;98%
Conditions
ConditionsYield
With P(MeNCH2CH2)3N In tetrahydrofuran at 50℃; for 16h;96%
trimethylsilylazide
4648-54-8

trimethylsilylazide

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

Conditions
ConditionsYield
tetrabutylammomium bromide at 30℃; for 0.166667h;96%
3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

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

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

Conditions
ConditionsYield
With silica triflate In hexane at 20℃; for 0.316667h;95%
With iodine In tetrahydrofuran for 0.1h; microwave irradiation;78%
copper bis(ethyl-3-hydroxy-4,4,4-trifluoro-2-butenoate)

copper bis(ethyl-3-hydroxy-4,4,4-trifluoro-2-butenoate)

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

bis(bornyl-4,4,4-trifluoro-3-oxobutanoato)copper(II)

bis(bornyl-4,4,4-trifluoro-3-oxobutanoato)copper(II)

Conditions
ConditionsYield
In octane heated for 40 h; cooled, washed (water), residue filtered, precipiated from acetone withwater; elem. anal.;95%
1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

allyl-trimethyl-silane
762-72-1

allyl-trimethyl-silane

A

propene
187737-37-7

propene

B

Borneol, trimethylsilyl ether
74472-21-2, 37555-29-6, 37555-30-9, 88390-69-6

Borneol, trimethylsilyl ether

Conditions
ConditionsYield
iodine In chloroform at 60℃; for 1h;A n/a
B 94%
Cu[OC(C4F9)CHC(COOC2H5)O]2

Cu[OC(C4F9)CHC(COOC2H5)O]2

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

bis(bornyl-5,5,6,6,7,7,8,8,8-nonafluoro-2,4-dioxopentanoato)copper(II)

bis(bornyl-5,5,6,6,7,7,8,8,8-nonafluoro-2,4-dioxopentanoato)copper(II)

Conditions
ConditionsYield
In octane boiled for 4 h; cooled, washed (water), evapd., precipitated from CHCl3 with hexane; elem. anal.;94%
di(rhodium)tetracarbonyl dichloride

di(rhodium)tetracarbonyl dichloride

8-Phenyl-tetrahydro-8λ5-[1,3,2]oxazaphospholo[2,3-b][1,3,2]oxazaphosphole
57680-64-5

8-Phenyl-tetrahydro-8λ5-[1,3,2]oxazaphospholo[2,3-b][1,3,2]oxazaphosphole

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

{Rh(CO)Cl(P(OC6(CH3)C(CH3)2H8)(OC2H4)2NH)}
153006-19-0

{Rh(CO)Cl(P(OC6(CH3)C(CH3)2H8)(OC2H4)2NH)}

Conditions
ConditionsYield
In dichloromethane (under Ar) bornil in CH2Cl2 is added dropwise with stirring to a soln. of BAP in CH2Cl2, the soln. is stirred for 1 h and then is added (Rh(CO)2Cl)2 in CH2Cl2; ppt. is separated, washed with ether and pentane and dried in air in vac. (1mm Hg), elem. anal.;93%
Cu[OC(CH3)CHC(COOCH3)O]2

Cu[OC(CH3)CHC(COOCH3)O]2

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

bis(bornyl-2,4-dioxopentanoato)copper(II)

bis(bornyl-2,4-dioxopentanoato)copper(II)

Conditions
ConditionsYield
In octane boiled for 4 h; cooled, washed (water), evapd., precipitated from CHCl3 with hexane; elem. anal.;93%
bis(ethyl acetoacetato)copper(II)

bis(ethyl acetoacetato)copper(II)

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

bis(bornyl-3-oxobutanoato)copper(II)

bis(bornyl-3-oxobutanoato)copper(II)

Conditions
ConditionsYield
In octane heated for 40 h; cooled, washed (water), residue filtered, precipiated from acetone withwater; elem. anal.;93%
1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

Conditions
ConditionsYield
With sulfuric acid In dichloromethane at 20℃; for 9h;92%
With 3-methyl-1-sulfonic acid imidazolium hydrogen sulfate at 20℃; for 0.0833333h; Neat (no solvent);90%
In acetonitrile at 20℃; for 0.916667h;90%
With copper(II) nitrate trihydrate at 20℃; for 5h; Neat (no solvent);50%
dimethyltitanocene
1271-66-5

dimethyltitanocene

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

(C5H5)2Ti(CH3)(C10H17O)

(C5H5)2Ti(CH3)(C10H17O)

Conditions
ConditionsYield
In hexane byproducts: CH4; (Ar), heated under reflux for 48 h; solvent removed in vac., recrystd., chromy.( Al2O3, hexane- ether 5:1 ); NMR;92%
Cu[OC(CF3)CHC(COOCH3)O]2

Cu[OC(CF3)CHC(COOCH3)O]2

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

bis(bornyl-5,5,5-trifluoro-2,4-dioxopentanoato)copper(II)

bis(bornyl-5,5,5-trifluoro-2,4-dioxopentanoato)copper(II)

Conditions
ConditionsYield
In octane boiled for 4 h; cooled, washed (water), evapd., precipitated from CHCl3 with hexane; elem. anal.;92%
Dimethoxymethane
109-87-5

Dimethoxymethane

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

C12H22O2
127938-47-0

C12H22O2

Conditions
ConditionsYield
With benzyltriphenylphosphonium tribromide In chloroform for 0.916667h; Reflux;92%
With melamine-N2,N4,N6-trisulfonic acid In chloroform for 1h; Reflux;80%
(S)-tetrahydro-1,4-epoxynaphthalene-1-carboxylic acid chloride

(S)-tetrahydro-1,4-epoxynaphthalene-1-carboxylic acid chloride

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

(1S,4R)-borneyl 1,2,3,4-tetrahydro-1,4-epoxynaphthalene-1-carboxylate

(1S,4R)-borneyl 1,2,3,4-tetrahydro-1,4-epoxynaphthalene-1-carboxylate

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 20℃; for 8h; Inert atmosphere;91%
malonic acid
141-82-2

malonic acid

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

Malonic acid bis-(1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl) ester
877133-47-6, 75863-06-8

Malonic acid bis-(1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl) ester

Conditions
ConditionsYield
With diphenylammonium trifluoromethanesulfonate In toluene at 80℃; for 22h;90.8%
bromobenzene
108-86-1

bromobenzene

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

C16H21Br

C16H21Br

Conditions
ConditionsYield
Stage #1: bromobenzene; 1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol With hydrogenchloride for 0.333333h;
Stage #2: With sulfuric acid at 125℃; for 6h;
90%
4-bromo-1,1'-biphenyl
92-66-0

4-bromo-1,1'-biphenyl

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

C22H25Br

C22H25Br

Conditions
ConditionsYield
Stage #1: 4-bromo-1,1'-biphenyl; 1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol With hydrogenchloride for 0.333333h;
Stage #2: With sulfuric acid at 120℃; for 4h; Temperature;
90%
2-bromo-3,4,4-trichloro-3-butenoyl chloride
913966-90-2

2-bromo-3,4,4-trichloro-3-butenoyl chloride

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

isoborneolyl 2-bromo-3,4,4-trichlorobut-3-enoate

isoborneolyl 2-bromo-3,4,4-trichlorobut-3-enoate

Conditions
ConditionsYield
With pyridine In benzene at 20 - 23℃;89%
With pyridine In benzene at 20 - 23℃;87%
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

1,3,5-Tris-((1S,2R,4S)-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl)-[1,3,5]triazinane-2,4,6-trione

1,3,5-Tris-((1S,2R,4S)-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl)-[1,3,5]triazinane-2,4,6-trione

Conditions
ConditionsYield
With sodium hydride88%
1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

3,3,4,4,4-pentachlorobutanoic acid chloride
484067-67-6

3,3,4,4,4-pentachlorobutanoic acid chloride

(Z)-3,4,4,4-Tetrachloro-but-2-enoic acid (1S,2R,4S)-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester

(Z)-3,4,4,4-Tetrachloro-but-2-enoic acid (1S,2R,4S)-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester

Conditions
ConditionsYield
With pyridine In diethyl ether at 20 - 23℃;88%
With pyridine In diethyl ether at 20 - 23℃;86%
Conditions
ConditionsYield
With 2,2'-(phenylimino)bis[ethanol]; diethylzinc In hexane; toluene at 20℃; for 24h;86%
1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol
507-70-0

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

(1R,3S)-2,2-dimethyl-3-(1,3-dithian-2-yl)cyclopropanecarboxylic acid
194718-39-3

(1R,3S)-2,2-dimethyl-3-(1,3-dithian-2-yl)cyclopropanecarboxylic acid

(1R,3S)-3-[1,3]Dithian-2-yl-2,2-dimethyl-cyclopropanecarboxylic acid 1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester

(1R,3S)-3-[1,3]Dithian-2-yl-2,2-dimethyl-cyclopropanecarboxylic acid 1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane Ambient temperature;85%

Borneol Chemical Properties

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

Borneol 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.

Borneol 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.

Borneol 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,

Borneol 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

Borneol 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.

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