Product Name

  • Name

    NORCAMPHOR

  • EINECS 207-846-1
  • CAS No. 497-38-1
  • Article Data238
  • CAS DataBase
  • Density 1.082g/cm3
  • Solubility Insoluble in water. Soluble in methanol.
  • Melting Point 93-96ºC(lit.)
  • Formula C7H10 O
  • Boiling Point 168-172 ºC(lit.)
  • Molecular Weight 110.156
  • Flash Point 93 ºF
  • Transport Information
  • Appearance colorless to white adhering crystals
  • Safety Poison by intravenous route. When heated to decomposition it emits acrid smoke and irritating fumes.
  • Risk Codes 11
  • Molecular Structure Molecular Structure of 497-38-1 (NORCAMPHOR)
  • Hazard Symbols FlammableF
  • Synonyms 2-Norbornanone(6CI,8CI);(?à)-2-Norbornanone;(?à)-Norcamphor;2,5-Methanocyclohexanone;2-Oxonorbornane;NSC 66537;NSC 92359;Norcamphor;Racemic norcamphor;dl-Norcamphor;
  • PSA 17.07000
  • LogP 1.37550

Synthetic route

Norbornan-2-on
497-38-1

Norbornan-2-on

Conditions
ConditionsYield
With tert.-butylnitrite; oxygen; acetic acid In toluene at 50℃; for 9h;99%
With oxygen; Nafion polymer anchored ruthenium oxide pyrochlore composite In acetone at 20℃; under 760.051 Torr; for 12h;98%
With γ-picolinium chlorochromate; silica gel In dichloromethane at 20℃; for 13h;97%
exo-2-norbornanol
497-37-0

exo-2-norbornanol

Norbornan-2-on
497-38-1

Norbornan-2-on

Conditions
ConditionsYield
With dihydrogen peroxide; methyltrioxorhenium(VII); sodium bromide In acetic acid for 10h; Ambient temperature;95%
With perfluoro-cis-2-n-butyl-3-n-propyloxaziridine In various solvent(s) Ambient temperature;94%
With nitrosonium tetrafluoroborate In various solvent(s) for 96h; Ambient temperature;55%
(+/-)-endo-2-norborneol
497-36-9

(+/-)-endo-2-norborneol

Norbornan-2-on
497-38-1

Norbornan-2-on

Conditions
ConditionsYield
With dihydrogen peroxide; methyltrioxorhenium(VII); sodium bromide In acetic acid for 10h; Ambient temperature;95%
With perfluoro-cis-2-n-butyl-3-n-propyloxaziridine In various solvent(s) Ambient temperature;90%
With potassium chlorochromate on SiO2 In dichloromethane for 80h; Ambient temperature;80%
norborn-2-ene
498-66-8

norborn-2-ene

A

2,3-epoxynorbornane
278-74-0

2,3-epoxynorbornane

B

Norbornan-2-on
497-38-1

Norbornan-2-on

C

Norborneol
497-36-9, 497-37-0

Norborneol

Conditions
ConditionsYield
With (PF6)2; oxygen In acetonitrile at 65℃; under 2068.6 Torr; Mechanism; Product distribution; also in the presence of H2O2; other alkene; also hydroxylation of cyclohexane;A 94%
B n/a
C n/a
With oxygen; isobutyraldehyde In acetonitrile at 60℃; for 1h;A 91%
B n/a
C n/a
With oxygen In acetone at -72℃; under 2 - 2.5 Torr; for 0.75h; Product distribution; Mechanism;
With dihydrogen peroxide; C18H22O7V In water; acetonitrile at 80℃; for 6h; Catalytic behavior;
With dihydrogen peroxide; C23H29N6O7V2(1-)*H2O*H(1+) In methanol at 70℃; for 6h; Catalytic behavior; Reagent/catalyst;
potassium Sodium

potassium Sodium

5-ethylidene-2-norbornanol

5-ethylidene-2-norbornanol

5-ethylidene-3-norbornanol

5-ethylidene-3-norbornanol

aluminum isopropoxide
555-31-7

aluminum isopropoxide

p-benzoquinone
106-51-4

p-benzoquinone

Norbornan-2-on
497-38-1

Norbornan-2-on

Conditions
ConditionsYield
In toluene85%
(bicyclo[2.2.1]hept-2-yloxy)-trimethyl-silane

(bicyclo[2.2.1]hept-2-yloxy)-trimethyl-silane

Norbornan-2-on
497-38-1

Norbornan-2-on

Conditions
ConditionsYield
With 1-n-butylpyridinium tetrachloroferrate; pyridinium chlorochromate at 50℃; for 0.416667h;84%
bicyclo[2.2.1]heptan-2-one oxime
4576-48-1, 49805-50-7, 49805-51-8, 141782-05-0

bicyclo[2.2.1]heptan-2-one oxime

A

Norbornan-2-on
497-38-1

Norbornan-2-on

2-bromo-2-nitronorbornane

2-bromo-2-nitronorbornane

Conditions
ConditionsYield
With chloroperoxidase from fungus Caldaromyces fumago; dihydrogen peroxide; potassium bromide In water for 4h;A 17%
B 82%
(+-)-methyl-[2exo]norbornyl ether
10395-53-6

(+-)-methyl-[2exo]norbornyl ether

Norbornan-2-on
497-38-1

Norbornan-2-on

Conditions
ConditionsYield
With HOF* CH3CN; sodium fluoride In chloroform; water; acetonitrile 0 deg C -> room temperature;80%
endo-2-methoxybicyclo<2.2.1>heptane
10395-53-6, 10395-55-8, 60263-60-7

endo-2-methoxybicyclo<2.2.1>heptane

Norbornan-2-on
497-38-1

Norbornan-2-on

Conditions
ConditionsYield
With HOF* CH3CN; sodium fluoride In chloroform; water; acetonitrile 0 deg C -> room temperature;80%
2-(bicyclo[2.2.1]hept-2-yloxy)-tetrahydro-pyran

2-(bicyclo[2.2.1]hept-2-yloxy)-tetrahydro-pyran

Norbornan-2-on
497-38-1

Norbornan-2-on

Conditions
ConditionsYield
With 1-n-butylpyridinium tetrachloroferrate; pyridinium chlorochromate at 50℃; for 0.333333h;80%
N'-Bicyclo[2.2.1]hept-(2Z)-ylidene-N,N-dimethyl-hydrazine
61852-67-3

N'-Bicyclo[2.2.1]hept-(2Z)-ylidene-N,N-dimethyl-hydrazine

Norbornan-2-on
497-38-1

Norbornan-2-on

Conditions
ConditionsYield
With ferric nitrate In dichloromethane 30 min., r.t., then reflux;79%
exo-2,3-epoxynorbornane
844874-18-6

exo-2,3-epoxynorbornane

Norbornan-2-on
497-38-1

Norbornan-2-on

Conditions
ConditionsYield
With [iron(III)(5,10,15,20-tetraphenyl-21H,23H-porphine)] perchlorate In 1,4-dioxane at 80℃; for 3h;77%
norbornene
279-23-2

norbornene

Norbornan-2-on
497-38-1

Norbornan-2-on

Conditions
ConditionsYield
With ruthenium trichloride; sodium periodate In tetrachloromethane; water; acetonitrile Heating;75%
With nitronium tetrafluoborate In various solvent(s) for 168h; Ambient temperature;70%
With sodium periodate; ruthenium tetroxide In acetonitrile at 40℃; for 96h;92 % Turnov.
2,3-epoxynorbornane
278-74-0

2,3-epoxynorbornane

Norbornan-2-on
497-38-1

Norbornan-2-on

Conditions
ConditionsYield
With lithium perchlorate In diethyl ether for 1h; Ambient temperature;70%
thionorcamphor
51849-44-6

thionorcamphor

Norbornan-2-on
497-38-1

Norbornan-2-on

Conditions
ConditionsYield
With oxygen In tetrachloromethane Irradiation;67%
With oxygen In methanol Product distribution; Mechanism; Irradiation; var. solvents, times, and yields, rate of (1)O2 quenching, efficiency of (1)O2 generation, stability;63%
norborn-2-ene
498-66-8

norborn-2-ene

diisobutylaluminium hydride
1191-15-7

diisobutylaluminium hydride

A

Norbornan-2-on
497-38-1

Norbornan-2-on

exo-2-norbornanol
497-37-0

exo-2-norbornanol

(+/-)-endo-2-norborneol
497-36-9

(+/-)-endo-2-norborneol

D

3-isobutylbicyclo<2.2.1>heptan-2-one
108350-17-0

3-isobutylbicyclo<2.2.1>heptan-2-one

E

2,2'-exo-binorbornane
726187-24-2

2,2'-exo-binorbornane

Conditions
ConditionsYield
With oxygen; zirconium(IV) chloride In toluene at 20℃; Product distribution; further reagents;A 1%
B 62%
C 16%
D 8%
E 4%
(E)-exo-2-bromo-3'-phenylbicyclo<2.2.1>heptan-endo-3-spiro-2'-oxirane
144264-87-9, 144301-97-3

(E)-exo-2-bromo-3'-phenylbicyclo<2.2.1>heptan-endo-3-spiro-2'-oxirane

A

Norbornan-2-on
497-38-1

Norbornan-2-on

B

benzyl alcohol
100-51-6

benzyl alcohol

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In toluene Heating;A 35%
B 60%
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In toluene Mechanism; Heating; diff. bicyclo<2.2.1>heptan-3-spiro-2'-oxiranes;A 35%
B 60%
3-Tosyl-3-aza-tricyclo(3.2.1.02.4-exo)octan
4948-76-9

3-Tosyl-3-aza-tricyclo(3.2.1.02.4-exo)octan

A

Norbornan-2-on
497-38-1

Norbornan-2-on

N-tosyl nortricyclamine

N-tosyl nortricyclamine

Conditions
ConditionsYield
With lithium diisopropyl amide In diethyl ether; hexane at -78℃; for 2h;A 15%
B 60%
bicyclo[2.2.1]heptan-2-one oxime
4576-48-1, 49805-50-7, 49805-51-8, 141782-05-0

bicyclo[2.2.1]heptan-2-one oxime

A

Norbornan-2-on
497-38-1

Norbornan-2-on

2-chloro-2-nitronorbornane

2-chloro-2-nitronorbornane

Conditions
ConditionsYield
With chloroperoxidase from fungus Caldaromyces fumago; potassium chloride; dihydrogen peroxide In water for 4h;A 39%
B 59%
endo-2-norbornyl methyl ether
10395-55-8

endo-2-norbornyl methyl ether

acetonitrile
75-05-8

acetonitrile

A

Norbornan-2-on
497-38-1

Norbornan-2-on

exo-2-norbornylacetamide
28607-02-5

exo-2-norbornylacetamide

Conditions
ConditionsYield
With nitrosonium tetrafluoroborate at 0℃; for 6h;A 58%
B 10%
With nitrosonium tetrafluoroborate at 0℃; for 15h;A 58%
B 10%
exo-2-bicyclo[2.2.1]heptanol

exo-2-bicyclo[2.2.1]heptanol

Norbornan-2-on
497-38-1

Norbornan-2-on

Conditions
ConditionsYield
In para-xylene for 24h; Inert atmosphere; Reflux;58%
With sodium bromate; Rexyn 101 H resin at 20℃; for 8h;
With tert.-butylhydroperoxide; [Fe(N-(2-pyridylmethyl)iminodiethanolate)(NO3)]2(NO3)2*2CH3OH In methanol; dodecane at 50℃; for 24h; Catalytic behavior; Reagent/catalyst;
5-norbornene-2-ol
694-97-3

5-norbornene-2-ol

A

Norbornan-2-on
497-38-1

Norbornan-2-on

B

Norborneol
497-36-9, 497-37-0

Norborneol

Conditions
ConditionsYield
nickel at 135 - 140℃; for 48h; Heating;A 53%
B 7%
nickel at 135 - 140℃; for 36h; Heating;A 42%
B 7%
sodium bismuthate

sodium bismuthate

phospholic acid

phospholic acid

2-hydroxy-2-norbornanecarboxylic acid
41248-20-8

2-hydroxy-2-norbornanecarboxylic acid

Norbornan-2-on
497-38-1

Norbornan-2-on

Conditions
ConditionsYield
In water53%
In water50%
exo-2-norbornyl chloride
67844-27-3

exo-2-norbornyl chloride

Norbornan-2-on
497-38-1

Norbornan-2-on

Conditions
ConditionsYield
With silver(I) nitrite; antimony pentafluoride 1.) Freon-113, -30 deg C, 30 min, 2.) -25 deg C, 2 h then 0 deg C, 3 h;52%

A

Norbornan-2-on
497-38-1

Norbornan-2-on

B

2-nitronorbornane
35520-82-2

2-nitronorbornane

C

Norborneol
497-36-9, 497-37-0

Norborneol

D

Bis(2-bicyclo<2.2.1>heptanyl)ether

Bis(2-bicyclo<2.2.1>heptanyl)ether

Conditions
ConditionsYield
With silver(I) nitrite In diethyl ether for 2h; 1.) 0 deg C, 2 h then room temp., 40 h;A 50%
B 38%
C n/a
D n/a
exo-2-norbornyl methyl ether
10395-53-6

exo-2-norbornyl methyl ether

acetonitrile
75-05-8

acetonitrile

A

Norbornan-2-on
497-38-1

Norbornan-2-on

exo-2-norbornylacetamide
28607-02-5

exo-2-norbornylacetamide

Conditions
ConditionsYield
With nitrosonium tetrafluoroborate at 0℃; for 6h;A 33%
B 16%
endo-5-norbornen-2-ol
694-97-3

endo-5-norbornen-2-ol

A

Norbornan-2-on
497-38-1

Norbornan-2-on

B

Norborneol
497-36-9, 497-37-0

Norborneol

Conditions
ConditionsYield
nickel at 135 - 140℃; for 24h; Heating;A 32%
B 4%
Conditions
ConditionsYield
nickel at 135 - 140℃; for 24h; Heating;A 30%
B 5%
norbornane
279-23-2

norbornane

Norbornan-2-on
497-38-1

Norbornan-2-on

Conditions
ConditionsYield
With chromium(VI) oxide; acetic anhydride; acetic acid In dichloromethane29%
Norbornan-2-on
497-38-1

Norbornan-2-on

N,N-phenylbistrifluoromethane-sulfonimide
37595-74-7

N,N-phenylbistrifluoromethane-sulfonimide

2-trifluoromethanesulfonyloxybicyclo[2.2.1]hept-2-ene
82361-91-9

2-trifluoromethanesulfonyloxybicyclo[2.2.1]hept-2-ene

Conditions
ConditionsYield
Stage #1: Norbornan-2-on With lithium diisopropyl amide In tetrahydrofuran at -78 - 20℃; for 0.5h; Inert atmosphere;
Stage #2: N,N-phenylbistrifluoromethane-sulfonimide In tetrahydrofuran at -78 - 20℃; for 3h; Inert atmosphere;
100%
With n-butyllithium; diisopropylamine In tetrahydrofuran59%
Norbornan-2-on
497-38-1

Norbornan-2-on

1-Bromo-4-fluorobenzene
460-00-4

1-Bromo-4-fluorobenzene

2-(4-fluorophenyl)bicyclo[2.2.1]heptan-2-ol
1000052-55-0

2-(4-fluorophenyl)bicyclo[2.2.1]heptan-2-ol

Conditions
ConditionsYield
Stage #1: 1-Bromo-4-fluorobenzene With iodine; magnesium In tetrahydrofuran at 0℃; for 4h;
Stage #2: Norbornan-2-on In tetrahydrofuran at 0 - 20℃;
Stage #3: With water In tetrahydrofuran
99%
With magnesium
Stage #1: 1-Bromo-4-fluorobenzene With iodine; magnesium In tetrahydrofuran Cooling with ice; Inert atmosphere;
Stage #2: Norbornan-2-on In tetrahydrofuran at 20℃; Inert atmosphere;
Stage #3: With hydrogenchloride In tetrahydrofuran; water pH=7;
Norbornan-2-on
497-38-1

Norbornan-2-on

chloromethyl phenyl sulfone
7205-98-3

chloromethyl phenyl sulfone

C14H16O3S
89211-06-3

C14H16O3S

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran; tert-butyl alcohol at 10 - 15℃;97%
Norbornan-2-on
497-38-1

Norbornan-2-on

2-norbornanone oxime
4576-48-1

2-norbornanone oxime

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium acetate In methanol97%
With hydroxylamine hydrochloride; sodium acetate In methanol Heating;85%
With hydroxylamine hydrochloride; sodium acetate In methanol; water at 60℃;76%
Norbornan-2-on
497-38-1

Norbornan-2-on

(+/-)-endo-2-norborneol
497-36-9

(+/-)-endo-2-norborneol

Conditions
ConditionsYield
With lithium diisobutyl-tert-butylaluminium hydride In tetrahydrofuran; hexane at -78℃; for 3h;97%
With potassium dihydrobis(1-pyrazolyl)borate In ethanol at 20℃; for 24h; Reduction;91%
Multi-step reaction with 2 steps
1: p-toluenesulfonic acid / methanol
2: NaBH4 / propan-2-ol; H2O / 16 h / Ambient temperature
View Scheme
Stage #1: Norbornan-2-on With Al-methanesulfonyldiisobutylalane In diethyl ether at 25℃; for 1h; Inert atmosphere;
Stage #2: With hydrogenchloride; water In diethyl ether for 2h; Inert atmosphere; stereoselective reaction;
51 %Chromat.
With trans-[(2-(diphenylphosphanyl)-N-(pyridine-2-ylmethyl)ethaneamine)RuCl2(PPh3)]*dichloromethane; potassium tert-butylate; hydrogen In isopropyl alcohol at 60℃; under 7500.75 Torr; for 1h; Catalytic behavior; Inert atmosphere; Autoclave;96.6 %Chromat.
2-Aminobenzyl alcohol
5344-90-1

2-Aminobenzyl alcohol

Norbornan-2-on
497-38-1

Norbornan-2-on

3-azatetracyclo[10.2.1.0(2,11).0(4,9)]pentadeca-2(11),3,5,7,9-pentaene

3-azatetracyclo[10.2.1.0(2,11).0(4,9)]pentadeca-2(11),3,5,7,9-pentaene

Conditions
ConditionsYield
With benzophenone; potassium tert-butylate In 1,4-dioxane at 90℃; for 0.5h; Friedlaender synthesis; Inert atmosphere;97%
With potassium hydroxide; benzophenone; dichlorotetrakis(dimethyl sulfoxide)ruthenium(II) In 1,4-dioxane at 80℃; for 24h;75%
With benzophenone; potassium tert-butylate In 1,4-dioxane at 90℃; for 0.5h; Inert atmosphere; Schlenk technique; Glovebox;
Norbornan-2-on
497-38-1

Norbornan-2-on

methylmagnesium bromide
75-16-1

methylmagnesium bromide

Conditions
ConditionsYield
In diethyl ether for 0.5h;96%
Norbornan-2-on
497-38-1

Norbornan-2-on

2-oxabicyclo[3.2.1]octan-3-one
5724-61-8

2-oxabicyclo[3.2.1]octan-3-one

Conditions
ConditionsYield
With acyltransferase from Mycobacterium smegmatis; dihydrogen peroxide; ethyl acetate In water at 35℃; for 7h; Baeyer-Villiger Ketone Oxidation; Enzymatic reaction;96%
With oxone; silica gel In dichloromethane at 20℃; for 8h; Baeyer-Villiger oxidation;95%
With Oxone at 40℃; for 7h; Baeyer-Villiger oxidation; Ionic liquid;95%
Norbornan-2-on
497-38-1

Norbornan-2-on

benzylamine
100-46-9

benzylamine

endo-N-benzyl-2-aminonorbornane
35718-03-7, 131511-14-3

endo-N-benzyl-2-aminonorbornane

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane for 6h; Ambient temperature;95%
With sodium tris(acetoxy)borohydride In tetrahydrofuran for 6h; Ambient temperature;
Norbornan-2-on
497-38-1

Norbornan-2-on

nitromethane
75-52-5

nitromethane

phenylmethanethiol
100-53-8

phenylmethanethiol

2-benzylthio-2-nitromethyl-bicyclo[2.2.1]heptane

2-benzylthio-2-nitromethyl-bicyclo[2.2.1]heptane

Conditions
ConditionsYield
With ethylenediamine for 14h; Heating;95%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

Norbornan-2-on
497-38-1

Norbornan-2-on

benzyl azide
622-79-7

benzyl azide

(1R,2S,6S,7S)-5-Benzyl-6-trimethylsilanyloxy-3,4,5-triaza-tricyclo[5.2.1.02,6]dec-3-ene

(1R,2S,6S,7S)-5-Benzyl-6-trimethylsilanyloxy-3,4,5-triaza-tricyclo[5.2.1.02,6]dec-3-ene

Conditions
ConditionsYield
Stage #1: Norbornan-2-on; benzyl azide With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78 - 0℃; for 2.5h;
Stage #2: chloro-trimethyl-silane In tetrahydrofuran; hexane at 0℃; for 1h;
95%
Norbornan-2-on
497-38-1

Norbornan-2-on

ethyl acetate
141-78-6

ethyl acetate

exo-ethyl (2-hydroxy-bicyclo[2.2.1]hept-2-yl)acetate
72055-12-0, 144657-45-4, 145575-95-7, 145576-12-1

exo-ethyl (2-hydroxy-bicyclo[2.2.1]hept-2-yl)acetate

Conditions
ConditionsYield
Stage #1: ethyl acetate With lithium hexamethyldisilazane In tetrahydrofuran at -70℃; for 0.166667h;
Stage #2: Norbornan-2-on In tetrahydrofuran Reformatsky reaction; cooling;
95%
Norbornan-2-on
497-38-1

Norbornan-2-on

ethyl iodoacetae
623-48-3

ethyl iodoacetae

exo-ethyl (2-hydroxy-bicyclo[2.2.1]hept-2-yl)acetate
72055-12-0, 144657-45-4, 145575-95-7, 145576-12-1

exo-ethyl (2-hydroxy-bicyclo[2.2.1]hept-2-yl)acetate

Conditions
ConditionsYield
With manganese; copper(l) iodide; trifluoroacetic acid In acetonitrile at 20℃; for 12h; Reformatsky Reaction; Schlenk technique; Inert atmosphere;95%
With nickel(II) iodide; manganese; trifluoroacetic acid In acetonitrile at 20℃; for 12h; Inert atmosphere;93%
Norbornan-2-on
497-38-1

Norbornan-2-on

aniline
62-53-3

aniline

N-phenylbicyclo[2.2.1]heptan-2-amine

N-phenylbicyclo[2.2.1]heptan-2-amine

Conditions
ConditionsYield
With formic acid; C18H24Cl2IrN3 In water at 20℃; for 12h; Schlenk technique; Green chemistry;94%
With sodium tris(acetoxy)borohydride; acetic acid In tetrahydrofuran for 48h; Ambient temperature;
Norbornan-2-on
497-38-1

Norbornan-2-on

1-azido-3-iodopropane
58503-62-1

1-azido-3-iodopropane

C10H15N3O

C10H15N3O

Conditions
ConditionsYield
With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78 - 0℃; for 2.5h;94%
Norbornan-2-on
497-38-1

Norbornan-2-on

2,2-dihydroperoxybicyclo[2.2.1]heptane
1360613-31-5

2,2-dihydroperoxybicyclo[2.2.1]heptane

Conditions
ConditionsYield
With dihydrogen peroxide In water; acetonitrile at 20℃; for 1.33333h;94%
Norbornan-2-on
497-38-1

Norbornan-2-on

Conditions
ConditionsYield
With magnesium; mercury dichloride In ethanol at 20℃; for 12h;93%
With isopropyl alcohol; Ni(0) nanoparticles In tetrahydrofuran at 76℃; for 1h;58%
With sodium tetrahydroborate at 60℃; for 48h;30%
Norbornan-2-on
497-38-1

Norbornan-2-on

1-azidohexane
6926-45-0

1-azidohexane

(1S,2S,6S,7R)-3-Hexyl-3,4,5-triaza-tricyclo[5.2.1.02,6]dec-4-en-2-ol

(1S,2S,6S,7R)-3-Hexyl-3,4,5-triaza-tricyclo[5.2.1.02,6]dec-4-en-2-ol

Conditions
ConditionsYield
With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78 - 0℃; for 2.5h;93%
Norbornan-2-on
497-38-1

Norbornan-2-on

lithium acetylide ethylenediamine complex

lithium acetylide ethylenediamine complex

2-exo-ethynylbicyclo<2.2.1>heptan-2-ol
18084-03-2, 55373-77-8

2-exo-ethynylbicyclo<2.2.1>heptan-2-ol

Conditions
ConditionsYield
In tetrahydrofuran Ambient temperature;92%
Norbornan-2-on
497-38-1

Norbornan-2-on

lithium enolate of ethyl fluoroacetate
83192-17-0

lithium enolate of ethyl fluoroacetate

Fluoro-(2-hydroxy-bicyclo[2.2.1]hept-2-yl)-acetic acid ethyl ester
92397-93-8

Fluoro-(2-hydroxy-bicyclo[2.2.1]hept-2-yl)-acetic acid ethyl ester

Conditions
ConditionsYield
With lithium hexamethyldisilazane In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether at -85℃;91%
Norbornan-2-on
497-38-1

Norbornan-2-on

1-azido-4-chloro-butane
671821-46-8

1-azido-4-chloro-butane

(1S,2S,6S,7R)-3-(4-Chloro-butyl)-3,4,5-triaza-tricyclo[5.2.1.02,6]dec-4-en-2-ol

(1S,2S,6S,7R)-3-(4-Chloro-butyl)-3,4,5-triaza-tricyclo[5.2.1.02,6]dec-4-en-2-ol

Conditions
ConditionsYield
With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78 - 0℃; for 2.5h;91%
pyrrolidine
123-75-1

pyrrolidine

Norbornan-2-on
497-38-1

Norbornan-2-on

1-(bicyclo[2.2.1]hept-2-ylidene)pyrrolidinium hexafluorophosphate
1174393-33-9

1-(bicyclo[2.2.1]hept-2-ylidene)pyrrolidinium hexafluorophosphate

Conditions
ConditionsYield
With ammonium hexafluorophosphate In toluene for 2h; Reflux;91%
Norbornan-2-on
497-38-1

Norbornan-2-on

benzylamine
100-46-9

benzylamine

N-exo-benzylbicyclo[2.2.1]heptan-2-amine

N-exo-benzylbicyclo[2.2.1]heptan-2-amine

Conditions
ConditionsYield
Stage #1: Norbornan-2-on; benzylamine With titanium(IV) isopropylate In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;
Stage #2: With ammonia borane In tetrahydrofuran at 20℃; for 8h; Inert atmosphere;
91%
Norbornan-2-on
497-38-1

Norbornan-2-on

(2-aminophenyl)(phenyl)methanone
2835-77-0

(2-aminophenyl)(phenyl)methanone

9-phenyl-1,2,3,4-tetrahydro-1,4-methanoacridine
40166-51-6

9-phenyl-1,2,3,4-tetrahydro-1,4-methanoacridine

Conditions
ConditionsYield
With ammonium cerium (IV) nitrate at 60℃; for 0.5h; Friedlaender synthesis; Ionic liquid;91%
Norbornan-2-on
497-38-1

Norbornan-2-on

oxalic acid diethyl ester
95-92-1

oxalic acid diethyl ester

ethyl 2-hydroxy(3-oxobicyclo[2.2.1]hept-2-ylidene)ethanoate
1350294-96-0

ethyl 2-hydroxy(3-oxobicyclo[2.2.1]hept-2-ylidene)ethanoate

Conditions
ConditionsYield
Stage #1: Norbornan-2-on; oxalic acid diethyl ester With sodium hydride In tetrahydrofuran at 60℃;
Stage #2: With hydrogenchloride; water In tetrahydrofuran
91%

Norcamphor Consensus Reports

Reported in EPA TSCA Inventory.

Norcamphor Specification

Norcamphor(CAS NO.497-38-1) is a chemical compound, classified as a ketone, which is an analog of camphor without the three methyl groups. Itis a colorless to white adhering crystals. It is found in wood of the camphor laurel (Cinnamomum camphora), a large evergreen tree found in Asia (particularly in Borneo and Taiwan) and also of Dryobalanops aromatica, a giant of the Bornean forests. It also occurs in some other related trees in the laurel family, notably Ocotea usambarensis. It can also be synthetically produced from oil of turpentine. It is used as a chemical building block in organic synthesis.

Physical properties about Norcamphor are: (1)ACD/LogP: 0.892; (2)ACD/LogD (pH 5.5): 0.89; (3)ACD/LogD (pH 7.4): 0.89; (4)ACD/BCF (pH 5.5): 2.80; (5)ACD/BCF (pH 7.4): 2.80; (6)ACD/KOC (pH 5.5): 72.79; (7)ACD/KOC (pH 7.4): 72.79; (8)#H bond acceptors: 1; (9)Index of Refraction: 1.511; (10)Molar Refractivity: 30.465 cm3; (11)Molar Volume:101.71 cm3; (12)Polarizability: 12.077 10-24cm3; (13)Surface Tension: 37.9020004272461 dyne/cm; (14)Density: 1.083 g/cm3; (15)Flash Point: 33.889 °C; (16)Enthalpy of Vaporization: 40.641 kJ/mol; (17)Boiling Point: 169.999 °C at 760 mmHg; (18)Vapour Pressure: 1.5 mmHg at 25°C

When you are using Norcamphor, please be cautious about it as the following:
1. Keep away from sources of ignition - No smoking;
2. Take precautionary measures against static discharges;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C7H10O/c8-7-4-5-1-2-6(7)3-5/h5-6H,1-4H2;
(2)InChIKey=KPMKEVXVVHNIEY-UHFFFAOYSA-N;
(3)SmilesC1[C@@H]2C(C[C@@H]1CC2)=O

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 180mg/kg (180mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#04039,

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