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Basic Information
CAS No.: 79-92-5
Name: Camphene
Article Data: 175
Molecular Structure:
Molecular Structure of 79-92-5 (Camphene)
Formula: C10H16
Molecular Weight: 136.237
Synonyms: FEMA No. 2229;3, 3-Dimethyl-2-methylenenorcamphane;Bicyclo(2.2.1)heptane, 2,2-dimethyl-3-methylene-;2, 2-Dimethyl-3-methylenenorbornane;2,2-dimethyl-3-methylidene-norbornane;2,2-Dimethyl-3-methylenebicyclo [2.2.1] heptane;3,3-Dimethyl-2-methylenenorcamphene;3, 3-Dimethyl-2-methylenenorbornane;(1)-2,2-Dimethyl-3-methylenebicyclo(2.2.1)heptane;Bicyclo[2.2.1]heptane,2,2-dimethyl-3-methylene-;Camphene (2,2-dimethyl-3-methylene-norbornane);Bicyclo[2.2.1]heptane, 2,2-dimethyl-3-methylene-;Comphene;2,2-Dimethyl-3-methylenebicyclo(2.2.1)heptane;
EINECS: 201-234-8
Density: 0.88 g/cm3
Melting Point: 51-52 °C
Boiling Point: 158.6 °C at 760 mmHg
Flash Point: 34.9 °C
Solubility: practically insoluble in water
Appearance: colorless to white crystalline solid
Hazard Symbols: FlammableF
Risk Codes: 11-10
Safety: 16-33
Transport Information: UN 1325 4.1/PG 2
PSA: 0.00000
LogP: 2.99870
Synthetic route
507-70-0

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

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;
917-64-6

methyl magnesium iodide

142039-34-7

C10H14S2

79-92-5

camphene

Conditions
ConditionsYield
1,2-bis(diphenylphosphino)ethane nickel(II) chloride In tetrahydrofuran; diethyl ether for 10h; Heating;82%
464-45-9

endo-borneol

A

79-92-5

camphene

B

4443-48-5

bornan-exo-2-yl bromide

Conditions
ConditionsYield
With carbon tetrabromide; polystyrene-supported triphenylphosphine In chloroform at 20℃; for 16h;A 2%
B 82%
70389-76-3

ω,ω-dibromocamphene

A

79-92-5

camphene

B

70234-75-2

3,3-dimethyl-2-(bromomethylene)bicyclo<2.2.1>heptane

Conditions
ConditionsYield
With methanol for 16h; Product distribution; Mechanism; Ambient temperature; Irradiation;A n/a
B 82%
With methanol for 16h; Ambient temperature; Irradiation;A n/a
B 82%
With methanol for 16h; Ambient temperature; Irradiation;
91087-37-5, 124666-29-1

exo-2-nitroaminobornane

A

508-32-7

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

B

79-92-5

camphene

Conditions
ConditionsYield
at 130℃; for 60h;A 9%
B 81%

(+/-)-1,3,4-trichloro-2-isobornyloxy-5,5-dimethoxycyclopentadiene

A

79-92-5

camphene

B

81849-86-7

(+/-)-2,3,5-trichloro-4,4-dimethoxycyclopent-2-en-1-one

Conditions
ConditionsYield
at 20℃; for 720h; Decomposition;A 75%
B 80%
559-45-5

2-chlorobornane

75-05-8

acetonitrile

A

79-92-5

camphene

6627-20-9, 7362-52-9, 24629-80-9, 91690-03-8, 94319-77-4, 94347-61-2, 107494-22-4

N-(2-exo-1,7,7-trimethylbicyclo<2.2.1>heptyl)acetamide

Conditions
ConditionsYield
With boron trifluoride diethyl etherate for 1h;A 6%
B 66%
177698-19-0

Beta-pinene

B

1195-32-0

1-methyl-4-isopropenylbenzene

C

79-92-5

camphene

D

C20H32

E

138-86-3

limonene.

Conditions
ConditionsYield
With hydrogen at 140℃; for 4h; Temperature; Reagent/catalyst;A n/a
B n/a
C n/a
D 65.6%
E n/a

A

74-85-1

ethene

B

464-17-5

1,7,7-trimethylbicyclo[2.2.1]hept-2-ene

C

508-32-7

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

D

79-92-5

camphene

E

4249-09-6

1,5,5-trimethyl-cyclopenta-1,3-diene

F

64-19-7

acetic acid

Conditions
ConditionsYield
at 320℃; Kinetics; pyrolysis, other temperature;A n/a
B 22.3%
C 14.8%
D 50.1%
E n/a
F n/a
51361-78-5

(E)-ω-bromocamphene

67-68-5

dimethyl sulfoxide

A

79-92-5

camphene

B

81373-62-8, 81373-63-9

ω-sulphoxymethylcamphene

Conditions
ConditionsYield
With potassium tert-butylate at 100℃; for 6h; Product distribution;A 48%
B 32%
With potassium tert-butylate at 100℃; for 6h;A 48%
B 32%
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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The camphene , with the CAS register number 79-92-5, is also known to us as 2,2-dimethyl-3-methylene-bicyclo(2.2.1)heptan ; 2,2-dimethyl-3-methylene-bicyclo[2.2.1]heptan ; 3,3-dimethyl-2-methylenenorbornane ; 3,3-dimethyl-2-methylenenorcamphene ; bicyclo[2.2.1]heptane, 2,2-dimethyl-3-methylene- ; camphene(2,2-dimethyl-3-methylene-norbornane) ; na 9011;d,l-camphene .

The properties of this chemical are as followings:(1)ACD/BCF (pH 5.5):  1225.94  ; (2)ACD/BCF (pH 7.4):  1225.94  ; (3)ACD/KOC (pH 5.5):  5653.62  ; (4)ACD/KOC (pH 7.4):  5653.62    ; (5)Index of Refraction:  1.483  ; (6)Molar Refractivity:  43.76 cm3  ; (7)Molar Volume:  153 cm ; (8)Polarizability:  17.34 ×10-24 cm3  ; (9)Surface Tension:  27 dyne/cm  ; (10)Density:  0.88 g/cm3  ; (11)Flash Point:  34.9 °C  ; (12)Enthalpy of Vaporization:  37.9 kJ/mol  ; (13)Boiling Point:  158.6 °C at 760 mmHg  ; (14)Vapour Pressure:  3.38 mmHg at 25°C .

It is a kind of white crystalline solid with low melting and is insoluble in water while soluble in ether. And its product categories are including Pharmaceutical Intermediates;Bicyclic Monoterpenes;Biochemistry;Terpenes;Alpha Sort;C;CA -CG;CAlphabetic;Volatiles/ Semivolatiles;Acyclic;Alkenes;Organic Building Blocks.

Being a kind of highly flammable chemicals, it may catch fire in contact with air, only needing brief contact with an ignition source. Besides, it has a very low flash point or evolves highly flammable gases in contact with water. So you should be very careful while dealing with this chemical. Keep away from sources of ignition - No smoking and take precautionary measures against static discharges.

As for its usage, it could be applied in composing camphor, spice( such as acetic acid bornyl acetate),insecticide(such as toxaphene and isobornyl thiocyanoacetate), borneol and isobornyl acetate , etc.

In addition, you could convert the following datas into the molecular structure:
SMILES:C1(=C)\C(C)(C)C2CC1CC2
InChI:InChI=1/C10H16/c1-7-8-4-5-9(6-8)10(7,2)3/h8-9H,1,4-6H2,2-3H3
InChIKey:CRPUJAZIXJMDBK-UHFFFAOYAL

Below are the toxicity information of this chemical:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD intraperitoneal > 500mg/kg (500mg/kg)   "Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 4, Pg. 376, 1952.
rabbit LD50 skin > 2500mg/kg (2500mg/kg)   Food and Cosmetics Toxicology. Vol. 13, Pg. 735, 1975.
rat LD50 oral > 5gm/kg (5000mg/kg)   Food and Cosmetics Toxicology. Vol. 13, Pg. 735, 1975.