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; |
Conditions | Yield |
---|---|
1,2-bis(diphenylphosphino)ethane nickel(II) chloride In tetrahydrofuran; diethyl ether for 10h; Heating; | 82% |
Conditions | Yield |
---|---|
With carbon tetrabromide; polystyrene-supported triphenylphosphine In chloroform at 20℃; for 16h; | A 2% B 82% |
ω,ω-dibromocamphene
A
camphene
B
3,3-dimethyl-2-(bromomethylene)bicyclo<2.2.1>heptane
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; |
exo-2-nitroaminobornane
A
1,7,7-trimethyltricyclo[2.2.1.02,6]heptane
B
camphene
Conditions | Yield |
---|---|
at 130℃; for 60h; | A 9% B 81% |
A
camphene
B
(+/-)-2,3,5-trichloro-4,4-dimethoxycyclopent-2-en-1-one
Conditions | Yield |
---|---|
at 20℃; for 720h; Decomposition; | A 75% B 80% |
2-chlorobornane
acetonitrile
A
camphene
N-(2-exo-1,7,7-trimethylbicyclo<2.2.1>heptyl)acetamide
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate for 1h; | A 6% B 66% |
Beta-pinene
A
Pinene
B
1-methyl-4-isopropenylbenzene
C
camphene
E
limonene.
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 |
A
ethene
B
1,7,7-trimethylbicyclo[2.2.1]hept-2-ene
C
1,7,7-trimethyltricyclo[2.2.1.02,6]heptane
D
camphene
E
1,5,5-trimethyl-cyclopenta-1,3-diene
F
acetic acid
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 |
(E)-ω-bromocamphene
dimethyl sulfoxide
A
camphene
B
ω-sulphoxymethylcamphene
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% |
Pinene
acetic acid
A
Terpinolene
B
camphene
C
terpinyl acetate
D
limonene.
Conditions | Yield |
---|---|
With 1-(3-sulfonic acid)propyl-3-poly(ethylene glycol) octadecylamine polyoxyethylene ether tetrafluoroborate at 30℃; for 10h; Catalytic behavior; Concentration; Reagent/catalyst; Temperature; Time; | A 13.99 %Chromat. B 17.23 %Chromat. C 35.7% D 16.55 %Chromat. |
isobornyl chloride
aniline
A
camphene
N-2-exo-bornyl aniline
Conditions | Yield |
---|---|
at 185℃; for 5h; | A n/a B 31.3% |
Pinene
A
Terpinolene
B
1-methyl-4-isopropyl-1,3-cyclohexadiene
C
camphene
D
crithmene
E
limonene.
Conditions | Yield |
---|---|
With Conventional beta-zeolite at 70℃; for 0.5h; Catalytic behavior; Reagent/catalyst; Reflux; | A 8.7% B 7.2% C 19.7% D 4.4% E 30.7% |
With mesoporous beta type zeolite at 70℃; for 0.5h; |
Pinene
A
1-methyl-4-isopropyl-1,3-cyclohexadiene
B
1,7,7-trimethyltricyclo[2.2.1.02,6]heptane
C
camphene
D
crithmene
Conditions | Yield |
---|---|
thionin-supported zeolite Na-Y In hexane at 20℃; for 0.5h; Product distribution; | A 20% B 2% C 20% D 18% |
camphene
Conditions | Yield |
---|---|
With mineral acids dl-camphene; |
Conditions | Yield |
---|---|
With Japanese acid earth at 210 - 220℃; bei der Destillation; d-camphene; | |
With copper(I) sulfate; copper; copper(II) sulfate at 330℃; d-camphene; |
camphene
Conditions | Yield |
---|---|
With sodium acetate; acetic acid dl-camphene; | |
Multi-step reaction with 2 steps 1: lime milk / 135 - 150 °C View Scheme |
Conditions | Yield |
---|---|
With acetic anhydride at 200 - 210℃; dl-camphene; |
(Ξ)-phosphonic acid ethyl ester-((1S)-bornyl ester)
camphene
Conditions | Yield |
---|---|
at 320℃; |
Conditions | Yield |
---|---|
With fired clay; copper(II) oxide at 200 - 220℃; in einer Wasserstoffatmosphaere unter hohem Druck; | |
With sulfuric acid | |
zum Mechanismus der Bildung; |
bornyl iodide
camphene
Conditions | Yield |
---|---|
With bromine dl-camphene; | |
With sulfuric acid dl-camphene; | |
dl-camphene; | |
With acetic acid at 200℃; in geschlossenem Gefaess; dl-camphene; | |
Multi-step reaction with 2 steps 1: hydrogen bromide 2: sodium acetate; glacial acetic acid View Scheme |
(1R,2S)-N-(1,7,7-trimethyl-2-norbornyl)formamide
camphene
Conditions | Yield |
---|---|
With acetic anhydride at 200 - 210℃; dl-camphene; |
camphene
Conditions | Yield |
---|---|
at 175℃; d-camphene; |
Conditions | Yield |
---|---|
at 180 - 200℃; beim Leiten ueber Nickel im Stickstoffstrom; | |
With sodium hydrogen sulfate at 168℃; | |
With sodium pyrosulfate at 168℃; dl-camphene; |
methanol
2αH-pinan-3α-yl toluene-p-sulphonate
A
Pinene
B
camphene
C
4-(2-methoxypropan-2-yl)-1-methylcyclohex-1-ene
pinan-2β-yl methyl ether
pinan-2α-yl methyl ether
F
limonene.
Conditions | Yield |
---|---|
With sodium methylate at 35℃; | A 25 % Chromat. B 3 % Chromat. C 18 % Chromat. D 5 % Chromat. E 28 % Chromat. F 8 % Chromat. |
tert.-butylhydroperoxide
2,2,2-Trichloro-acetimidic acid 2,6,6-trimethyl-bicyclo[3.1.1]hept-2-yl ester
A
Pinene
B
camphene
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In pentane 1.) -5 deg C, 15 min, 2.) up to r.t.; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts; |
tert.-butylhydroperoxide
2,2,2-Trichloro-acetimidic acid 2,6,6-trimethyl-bicyclo[3.1.1]hept-2-yl ester
A
camphene
D
limonene.
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In pentane 1.) -5 deg C, 15 min, 2.) up to r.t.; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts; |
Beta-pinene
A
Pinene
B
1-methyl-4-isopropyl-1,3-cyclohexadiene
C
1,7,7-trimethyltricyclo[2.2.1.02,6]heptane
D
4-methylisopropylbenzene
E
camphene
F
limonene.
Conditions | Yield |
---|---|
Pt/Al at 300℃; for 1.2h; Product distribution; Mechanism; catalytic transformation investigated on different catalyst with different contact time and temperature; further products determined; |
Conditions | Yield |
---|---|
With hydrogen In toluene at 80℃; under 30402 Torr; for 24h; Catalytic behavior; Autoclave; | 100% |
camphene
3,3-dimethyl-spiro[norbornan-2,2'-oxirane]
Conditions | Yield |
---|---|
With NH-pyrazole; peracetic acid; methyltrioxorhenium(VII) In dichloromethane; water at 20℃; for 3h; Catalytic behavior; Concentration; Reagent/catalyst; Solvent; Temperature; Time; | 97% |
With N-hydroxyphthalimide; oxygen; acetaldehyde In acetonitrile at 60℃; under 760.051 Torr; for 4h; Minisci epoxidation; Continuous flow reactor; | 73% |
With oxygen; isobutyraldehyde; cobalt dichloride In acetonitrile at 25℃; | 72% |
camphene
(3,3-dimethylbicyclo[2.2.1]heptan-2-yl)methanol
endo-2,2-dimethyl-3-hydroxymethylbicyclo<2.2.1>heptane
Conditions | Yield |
---|---|
With oxygen; zirconium(IV) chloride; diisobutylaluminium hydride In toluene | A 4% B 96% |
With oxygen; zirconium(IV) chloride; diisobutylaluminium hydride 1.) toluene, 7 h, 70 deg C; Multistep reaction; |
Conditions | Yield |
---|---|
In diethyl ether; benzene Ar, LiAlH4 in ether added to benzene under stirring, most of the solvent removed, benzene and AlBr3 in benzene added, stirred at 20°C for 1 h, org. compound in benzene added drowise under stirring, warmed to 30-40°C for 5-10 min; NMR; | 96% |
Conditions | Yield |
---|---|
With methoxy(cyclooctadiene)rhodium(I) dimer; hydrogen; triphenylphosphine In toluene at 100℃; under 45603.1 Torr; for 20h; Inert atmosphere; | 94% |
With methoxy(cyclooctadiene)rhodium(I) dimer; hydrogen; triphenylphosphine In toluene at 100℃; under 45603.1 Torr; for 20h; Inert atmosphere; |
camphene
A
(+-)-camphenilone
B
4,4-dimethyl-3-oxabicyclo<3.2.1>octan-2-one
Conditions | Yield |
---|---|
With ozone In chloroform for 3.5h; | A 5% B 93% |
methanol
camphene
exo-2-Methoxy-1,7,7-trimethylbicyclo[2.2.1]heptane
Conditions | Yield |
---|---|
phosphotungstic acid at 65℃; for 5h; | 92.5% |
With dodecatungstosilic acid at 65℃; for 3h; Product distribution; Further Variations:; Reagents; Addition; rearrangement; |
Conditions | Yield |
---|---|
phosphotungstic acid at 65℃; for 5h; | 92.5% |
With dodecatungstosilic acid at 65℃; for 3h; Product distribution; Further Variations:; Reagents; Addition; rearrangement; |
Conditions | Yield |
---|---|
dodecatungstosilic acid at 65℃; for 5h; | 92.5% |
With dodecatungstosilic acid at 65℃; for 3h; Product distribution; Further Variations:; Reagents; Addition; rearrangement; |
Conditions | Yield |
---|---|
In(OSO2CF3)3 In 1,2-dichloro-ethane Heating; | A 92% B 72% |
Conditions | Yield |
---|---|
In(OSO2CF3)3 In 1,2-dichloro-ethane at -8℃; for 7h; | A 65% B 91% |
Conditions | Yield |
---|---|
1.) r.t., 30 min, 2.) 80-100 deg C, 12 h; | 90% |
camphene
acetonitrile
N-(1,7,7-trimethylbicyclo[2.2.1]hept-2-yl)acetamide
Conditions | Yield |
---|---|
With iron(III) perchlorate Ambient temperature; | 90% |
With phosphotungstic acid; 1,7,7-trimethyltricyclo[2.2.1.02,6]heptane In water at 80℃; for 8h; Ritter reaction; | 67% |
Conditions | Yield |
---|---|
With tricyclohexylphosphonium chloride; [(1,5-cyclooctadiene)2RhCl]2 In tetrahydrofuran at 165℃; for 19h; | 90% |
camphene
4-(pentafluoro-λ6-sulfaneyl)benzenediazonium tetrafluoroborate
Conditions | Yield |
---|---|
With palladium diacetate In ethanol; water at 20℃; for 16h; Heck Reaction; | 89% |
With palladium diacetate In ethanol; water at 20℃; for 16h; Heck Reaction; | 89% |
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane at 20℃; for 12h; | A 88% B 73% C 77% |
Conditions | Yield |
---|---|
With methoxy(cyclooctadiene)rhodium(I) dimer; hydrogen; triphenylphosphine In toluene at 100℃; under 45603.1 Torr; for 22h; Inert atmosphere; | 87% |
Conditions | Yield |
---|---|
In(OSO2CF3)3 In 1,2-dichloro-ethane at 84℃; | A 69% B 85% |
Conditions | Yield |
---|---|
With dihydrogen hexachloroplatinate In isopropyl alcohol | 83.6% |
carbon monoxide
camphene
dibutylamine
optically inactive dibutyl-[2-(3,3-dimethyl-[2]norbornyl)-ethyl]-amine
Conditions | Yield |
---|---|
With methoxy(cyclooctadiene)rhodium(I) dimer; hydrogen; triphenylphosphine In toluene at 100℃; under 45603.1 Torr; for 22h; Inert atmosphere; | 83% |
With methoxy(cyclooctadiene)rhodium(I) dimer; hydrogen; triphenylphosphine In toluene at 100℃; under 45603.1 Torr; for 4h; Inert atmosphere; |
Conditions | Yield |
---|---|
With hydrogen; lithium aluminium tetrahydride; nickelocene In tetrahydrofuran Ambient temperature; atmospheric pressure; | 82% |
With oxygen; hydrazine hydrate In propan-1-ol at 100℃; under 15001.5 Torr; for 0.166667h; Flow reactor; |
Conditions | Yield |
---|---|
In(OSO2CF3)3 In 1,2-dichloro-ethane at 84℃; | A 11% B 59% C 81% |
Conditions | Yield |
---|---|
With isopropyl alcohol; aluminium at 120℃; for 7h; Reagent/catalyst; Temperature; Time; | A 81% B n/a C n/a |
Conditions | Yield |
---|---|
With dihydrogen hexachloroplatinate; trichlorosilane In isopropyl alcohol | 80.2% |
With trichlorosilane at 280℃; |
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 ×10-24 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. |
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View