Name: Camphene
SKU: 79-92-5

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Pharmaceutical (13)
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Materials (1)

Basic Information

Molecular Structure:
CAS No.:	79-92-5
Name:	Camphene
Article Data:	175

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:	F
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

Conditions	Yield
molybdophosphoric acid; silica gel In chloroform for 0.5h; Heating;	99%
With bis(2,2,2-trifluoroethoxy)triphenylphosphorane	61%
With sulfuric acid; water dl-camphene;

: 917-64-6
methyl magnesium iodide

: 142039-34-7
C10H14S2

: 79-92-5
camphene

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With boron trifluoride diethyl etherate for 1h;	A 6% B 66%

...Expand

: 177698-19-0
Beta-pinene

A: 80-56-8, 177698-18-9
Pinene

B: 1195-32-0
1-methyl-4-isopropenylbenzene

C: 79-92-5
camphene

D: C20H32

E: 138-86-3
limonene.

Conditions

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

...Expand

: 76-49-3, 125-12-2, 5655-61-8, 6626-35-3, 17283-45-3, 20347-65-3, 28974-17-6, 36386-52-4, 71424-71-0, 92618-89-8
isobornyl acetate

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

Conditions	Yield
at 320℃; Kinetics; pyrolysis, other temperature;	A n/a B 22.3% C 14.8% D 50.1% E n/a F n/a

...Expand

: 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

Conditions	Yield
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%

...Expand

Raw Materials

559-45-5

Downstream Products

507-70-0

464-17-5

76-49-3

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- China (Mainland)(19)
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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 cm³ ; (8)Polarizability: 17.34 ×10^-24cm³ ; (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)	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.

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Consensus Reports

Specification