2.2- Dimethyl-5-methylene-bicyclo heptane

Synonym P-Pinene d, or nopinene p-Pinene l, or 2(10)-pinene Chemical Name 6,6-dimethyl-2-methylene bicyclo[3,l,l]heptane CAS Registry No 19172-67-3... 

Dimethylmercury 6,6-Dimethyl-2-methylene-bicyclo[3.1.1 ]heptane 2,4-Dimethyloctane Dimethyl oxalate 21.07... 

Campbene (called 2.2-Dimethyl-3-methylen -bicyclo- [l.2.2] -heptan in Beil, C,0H,c, mw 136.23 col crysts, mp ca 5O0. Other props prepn in Beil 5, 156, (82) [1O5] Used for manuf of synthetic camphor and as camphor substitute... 

Nopinene j3-Pinene Terebenthene 6,6-Dimethyl- 2-methylene bicyclo [2 3.1.1 heptane 2(10)-Pinene... 

Bornane monoterpenes are exemplified by camphene (2,2-dimethyl-3-methylene-bicyclo[2,2,1]heptane), a structure in which two fused cyclopentane rings share three Cs. We can simply represent the camphene skeleton as a cyclohexane with a methylene (—CH2—) cross-link (G6(-CH2—)). The keto derivative camphor (camphor smell), the ether eucalyptol (eucalyptus smell) and the simple bornene a-pinene (pine smell) are familiar examples. 

SYNS BICYCLO(2.2.1)HEPTANE, 2,2-DIMETHYL-3-METHYLENE-(9CI) FEMA No. 2229... 

Obtained from active methylene compounds, such as malonic esters, -0x0 esters and jS-oxo sulfones, iodonium ylides serve as precursors of the corresponding carbenes. Their decomposition by a catalytic amount of a copper salt in the presence of a C-C double bond has been used for inter- and intramolecular cyclopropanation reactions. Thus, reaction of cyclohexene with bis(methoxycarbonyl)methylene(phenyl)iodine(III) under the catalytic action of bis(acetylacetonato)copper(II) yielded dimethyl bicyclo[4.1.0]heptane-7,7-dicarboxylate (1) (38%, mp 91-93°C) in addition to tetrakis(methoxycarbonyl)ethene (41%). ... 

Ozon oxygeniert in einigen Fallen sterisch gehinderte 1-Alkene ohnc die normalerweise eintretende C —C-Spaltung zu Carbonsauren [vgl. Bd. IV/la, S. 37 (1981)], so z. B. 7,7-Dimethyl-2-< xo-methylen-bicyclo[2.2.1]heptan zu 2-Carboxy-7,7-dimethyl-bicyclo[2.2. /] heptan". 

Bicyclo[2.2.1]heptane, 2,2-dimethyl-3-methylene-, polychlorinated Toxaphene XVIII.B-3, XXI-3 ... 

Next to isobutene, other 1,1-dialkyl substituted ethenes can also be polymerized cationically. Suitable monomers are 2-methyl-1-butene, 2-methyl-1-pentene, and 2,3-dimethyl-1-butene [613] Polymers with very high molecular weights of Mn>300000 are obtained by catalysis with aluminum alkyl halogenides. Also, cyclic hydrocarbons with a methylene group (methylenecyclopropane, methylene cyclobutane, methylene cyclohexane, a-pinene) are suitable monomers [614-619]. 1,1-Disubstituted ethenes with stronger steric hindrance as camphene or 2-methylene-bicyclo-[2.2.1] heptane, however, could not be polymerized cationically [574]. 

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