Nortricyclyl acetate acetic acid

Bicyclo[2.2.1]hepta-2,5-diene, nitrosyl chloride adduct, 46, 74 reaction with acetic acid to yield nortricyclyl acetate, 46, 74 Bicyclohexyl, 46, 61 Bicyclohexylidene, 47, 34 ejSO-e s-BlCYCLO[3.3.0]OCTANE-2-CAR-BOXYLIC ACID, 47, 10 Bicyclopentadienylidene, octa-chloro-, 46,93... 

A. Nortricyclyl acetate. A mixture of 156 g. (1.70 moles) (rf bicyclo[2.2.l]hepta-2,5-diene (Note 1), 105 g. (100 ml., 1.75 moles) of glacial acetic acid, and 3 ml. of boron trifluoride ether- ate (Note 2) is placed in a 500-ml. flask attached to a condenser equipped with a drying tube. The mixture is heated on a steam bath for 6 hours, cooled to room temperature, and diluted with 250 ml. of ether. The ethereal solution is washed successively with two 50-ml. portions of 3A ammonia and 50 ml. of water and dried over magnesium sulfate. The ether is removed by distillation through a short column of glass helices, and the dark... 

H)-Naphthalenone, 4,4a,5,6,7,8-HEXAHYDRO-, 46, 80 Nitroacetone, 46, 3 />-Nitrobenzaldehyde, 46, 36 Nitrosation of N-phenylglycine, 46, 96 N-Nitroso-N-phenylglycine, 46, 96 reaction with acetic anhydride to yield 3-phenylsydnone, 46, 96 Nitrosyl chloride, addition to bicyclo [2.2.1]hepta-2,S-diene, 46, TS Nonane, 1,1,3-trichloro-, 46,104 Noriricvclanol, 46, 74 oxidation by chromic acid, 46, 78 NortricyclanOne, 46, 77 Nortricyclyl acetate, 46, 74 from bicyclo[2.2.1]hepta-2,5-dlene and acetic acid, 46, 74 saponification of, 46, 75... 

Quadricyclane is a highly strained and reactive compound. It reacts readily with acetic acid to give a mixture of nortricyclyl acetate and exo-norbornyl acetate and with bromine to yield a mixture of 2,6-dibromonortricyclene and exo-5-anti-l-dihvo-monorbornene.3 Quadricyclane undergoes cycloaddition reactions with a variety of dienophiles to give 1 1 adducts.15 1 2 3 4 5 6 7... 

Electrophilic addition of hydrohalic acids (hydrogen fluoride, hydrogen bromide, hydrogen chloride), carboxylic acids (e.g. acetic acid) and halogens (bromine, chlorine, iodine) to bicy-cloheptadiene gave a homoallyl cation which underwent rearrangement to nortricyclyl derivatives, i.e. 5-substituted tricyclo[2.2.1.0 ]heptanes. ... 

Other Systems.— The addition of formic, acetic, and chloroacetic acids to quadri-cyclane at 20 °C affords the corresponding esters of exo-2-norbornenol and nortri-cyclenol. Solvent effects and the results obtained using the 0-deuteriated carboxylic acids are interpreted in terms of the six-centre addition mechanism (97) the minor pathway to nortricyclyl products, in the absence of added mineral acid, is the result of leakage from (97) to the norbornenyl cation. ... 

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