Camphor diethyl acetal

Camphor diethyl acetal, obtained in only 25-30% yield from camphor and orthoformic ester,215 is obtained in 87% yield from O-ethylcamphor oxonium fluoroborate and sodium ethoxide.18... 

Nitrosolysis of camphor ethyl acetal with ethanolic ethyl nitrite in sulphur dioxide yields the orthoester oxime (205) which is rapidly dehydrated by excess acetal to the orthoester nitrile which then reacts with sulphur dioxide to form the ester nitrile and diethyl sulphite.Further papers in this section include the full paper on ozonolysis of silyl ethers (Vol. 5, p. 33), another synthesis of camphor-enol trimethylsilyl ether (cf. Vol. 6, p. 41)/°° the conversion of camphor oxime with Grignard reagents into the corresponding imine with no aziridine formation/° the preparation of (206) by treating bornylene with trichloroacetyl isocyanate/ the oxidation of thiocam-phor to the 5-oxide and alkylation in the presence of thallium(i) ethoxide to a/S-unsaturated sulphoxides/ and the free-radical C-3 alkylation of camphor with alkenes. " ... 

L-proline followed by reaction of the product with diethyl cyanomethylphosphonate (1, 250 2, 130-131) gives 2 and 3 in a 1 1 ratio (18.3% total yield). Use of piperidine acetate gives 2 and 3 in a 1 22 ratio (50.3% total yield). Dibenzylam-monium trifluoroacetate shows similar selectivity 2/3 = 1 19 (76.4% total yield). However, use of morpholine-camphoric acid in ether-HMPT favors formation of 2. With this catalyst 2 and 3,are obtained in 37.5% and 1.5% yield, respectively. ... 

Biphenyl, butenylated 1,1 -Biphenyl (1-methylethyl) Bis (methylethyl)-1,1 -biphenyl Butoxyethanol Butoxyethanol acetate 1-Butoxyethoxy-2-propanol Butyl alcohol n-Butyl propionate Butyrolactone Camphor (Cinnamomum camphora) oil Caprylic alcohol Chlorobenzene C isoparaffin C7-10 isoparaffin Cyclohexanol Cyclohexanone Decahydronaphthalene Dibutyl ether Diethylene glycol benzyl ether Diethyl ketone... 

The nitration of cellulose became a base for a laige number of empirical efforts to modify cellulose. Louis Menard discovered that tetranitrated cellulose could be dissolved in a mixture of diethyl ether and ethanol (3,4). He labeled the resulting thickened liquid collodion. In the mid 1860 s, John W. Hyatt mixed collodion and camphor (S) to form a hard brittle material he called celluloid. In 1875, Allied Nobel announced the development of blasting gelatin, a combination of collodion and nitrogylcerin. A development which lead to several artificial fabrics occurred when Hilaire de Chaidoimet announced spun cellulose nitrate fabric at the Paris Exhibition in 1889 (6). The material was too flammable to be practical but lead to the development of reprecipitated cellulose, rayon, and cellulose acetate, a common fiber and plastic. 

Reaction of camphor diethylacetal (2 equivalents) with ethyl nitrite in the presence of excess ethanol in sulphur dioxide containing catalytic dry hydrogen chloride affords (455), camphor, and diethyl sulphite. Camphor and diethyl sulphite are by-products in the nitrolysis reaction of the acetal in which it is thought that the first-formed intermediate, the oxime (456), is rapidly dehydrated in the presence of the acetal to give (457), camphor, and ethanol. Reaction of the orthoformate (457) with sulphur dioxide to give the ester and diethyl sulphite accords with the results of control reactions. 

Dense and moderately viscous liquids with the odor of camphor and iodoform. Insoluble in water but can be diluted with carbon tetrachloride, benzene, toluene, acetone, diethyl ether, chloroform, aniline and glacial acetic acid. Prepared by passing acetylene into cooled bromine. With a flash point of 335°C, it decomposes on heating at 235°C. Irritating and narcotic. 

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