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497-38-1

Basic Information
CAS No.: 497-38-1
Name: NORCAMPHOR
Article Data: 238
Molecular Structure:
Molecular Structure of 497-38-1 (NORCAMPHOR)
Formula: C7H10 O
Molecular Weight: 110.156
Synonyms: 2-Norbornanone(6CI,8CI);(?à)-2-Norbornanone;(?à)-Norcamphor;2,5-Methanocyclohexanone;2-Oxonorbornane;NSC 66537;NSC 92359;Norcamphor;Racemic norcamphor;dl-Norcamphor;
EINECS: 207-846-1
Density: 1.082g/cm3
Melting Point: 93-96ºC(lit.)
Boiling Point: 168-172 ºC(lit.)
Flash Point: 93 ºF
Solubility: Insoluble in water. Soluble in methanol.
Appearance: colorless to white adhering crystals
Hazard Symbols: FlammableF
Risk Codes: 11
Safety: Poison by intravenous route. When heated to decomposition it emits acrid smoke and irritating fumes.
PSA: 17.07000
LogP: 1.37550
Synthetic route
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%
497-37-0

exo-2-norbornanol

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%
497-36-9

(+/-)-endo-2-norborneol

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%
498-66-8

norborn-2-ene

A

278-74-0

2,3-epoxynorbornane

B

497-38-1

Norbornan-2-on

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

5-ethylidene-2-norbornanol

5-ethylidene-3-norbornanol

555-31-7

aluminum isopropoxide

106-51-4

p-benzoquinone

497-38-1

Norbornan-2-on

Conditions
ConditionsYield
In toluene85%

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

497-38-1

Norbornan-2-on

Conditions
ConditionsYield
With 1-n-butylpyridinium tetrachloroferrate; pyridinium chlorochromate at 50℃; for 0.416667h;84%
4576-48-1, 49805-50-7, 49805-51-8, 141782-05-0

bicyclo[2.2.1]heptan-2-one oxime

A

497-38-1

Norbornan-2-on

2-bromo-2-nitronorbornane

Conditions
ConditionsYield
With chloroperoxidase from fungus Caldaromyces fumago; dihydrogen peroxide; potassium bromide In water for 4h;A 17%
B 82%
10395-53-6

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

497-38-1

Norbornan-2-on

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

endo-2-methoxybicyclo<2.2.1>heptane

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

497-38-1

Norbornan-2-on

Conditions
ConditionsYield
With 1-n-butylpyridinium tetrachloroferrate; pyridinium chlorochromate at 50℃; for 0.333333h;80%
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Consensus Reports

Reported in EPA TSCA Inventory.

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,