Isobornyl formate

Isoborneol Isobornyl acetate Isobornyl formate Isobornyl propionate Isobutyl acetate... 

Isoamyl isovalerate Isoamyl octanoate Isoamyl phenethyl ether Isoamyl phenylacetate Isoamyl propionate Isoamyl salicylate Isoamyl tiqiate Isoamyl valerate Isobornyl acetate Isobornyl formate Isobornyl isovalerate Isobornyl methyl ether Isobornyl propionate Isobutyl alcohol Isobutyl angelate... 

Hexenal cis-3-Hexenol cis-3-Hexenyl butyrate Hexyl tiglate Homolinalool Homolinalyl acetate Hydrocinnamaldehyde Hydrocinnamic alcohol Hydroxycitronellal diethyl acetal Hydroxycitronellal dimethyl acetal Hydroxycitronellal methyl anthranilate Hyssop (Hyssopus officinalis) oil Isoamyl acetate Isoamyl phenethyl ether Isoamyl salicylate Isobornyl formate Isobutyl anqelate Isobutyl benzoate ,Isobutyl phenylacetate 2-lsobutylquinoline Isobutyl salicylate... 

Decahydro-3-naphthyl formate Ethyl 2-nonynoate Geranyl formate Isobornyl formate Linalyl formate Neryl formate Terpinyl formate (CiiHi805)n... 

Formation of hydroxamic acids has been reported during the photolysis of steroidal C-17 fl-nitrite esters,227 of ether dl-bornyl ether, and of dl-isobornyl nitrite.144... 

Hexyl butanoate Butyl hexanoate Fenchyl acetate Menthyl acetate a-Terpinyl acetate Bornyl acetate Isobornyl acetate Linalyl acetate Citronellyl isobutyrate Phenethyl formate Anisyl formate Ethyl salicylate Pentyl salicylate isoamyl Salicylate hexyl Salicylate... 

It was Meerwein and van Emster who, in 1922, while studying the kinetics of the rearrangement of camphene hydrochloride (1) to isobomyl chloride (2) [Eq. (5.1)], noticed that the reaction rate increased in a general way with the dielectric constant of the solvent. Further, they found that metalhc chlorides such as SbCh, SnCb, FeCb, AlCb, and SbCf (but not BCh or SiCh), as well as dry HCl (all of which promote ionization of triphenylmethyl chloride by the formation of ionized complexes), also considerably accelerate the rearrangement of camphene hydrochloride. Meerwein concluded that the conversion of camphene hydrochloride to isobornyl chloride actually does not proceed by way of migration of the chlorine atom, but by a rearrangement of a cationic intermediate. Thus, the modern concept of carbocation intermediates was born. 

Formation of isobornyl chloride from camphene hydrochloride corresponds to that of pinacolin from pinacone. 

In our second puzzle, we begin with exactly the same series of reactions from a-pinene hydrochloride (5.46) to camphene (5.50) that we saw in Figure 5.31. They are repeated again in Figure 5.34 to emphasise the difference between the formation of bornyl chloride (5.46) from a-pinene and the formation of isobornyl chloride (5.55) from camphene (5.50). 

Acid catalysis can again lead to carbonium ion formation and a rearrangement similar to the first one Now, however, acetate ion is present and can act as a nucleophile, adding to the secondary carbonium ion to form isobornyl acetate. 

Dihydromyrcenol Dihydromyrcenyl acetate Dimethyl benzenebutanol 2,4-Dimethyl-3-cyclohexene carboxaldehyde Dimethylcyclohexyl methyl ketone 4,8-Dimethyl-4,9-decadienal 5,9-Dimethyl-4,8-decadienal Ethyl acetoxyhexanoate Ethyl o-anisate Geranyl butyrate Geranyl formate Geranyl nitrile Greenyl acetate Hexahydrohexamethyl cyclopentabenzopyran Homolinalool Homolinalyl acetate Hydroxycitronellal Hydroxycitronellal dimethyl acetal Hydroxycitronellal methyl anthranilate Hydroxymethylheptyl methyl ketone Isoamyl phenethyl ether Isoamyl salicylate Isobornyl acetate 2-lsobutylquinoline a-Isomethylionone... 

Figure 14.21 Formation of bi-colored Janus droplets in a planar microfluidic geometry. (a) Schematic of the channel and flow configuration (b) Convection in the head of the organic fluid cylinder induced by the external aqueous stream. Visualization was performed in another fluidic chip with similar geometry, into which a three-phase organic stream (a colorless isobornyl acrylate (IBA) stream in the center and two streams of black IBA on both sides) can be injected as the to-be-dispersed phase (c) Break-up of a hemispherically colored droplet in the co-flowing aqueous stream. The viscosities of black (rjb) and...

There is evidence that a bonds can also participate in the formation of nonclassical carbocation intermediates in solvolysis reactions. In the Wag-ner-Meerwein rearrangement, camphene hydrochloride (45) rearranges to isobornyl chloride (46). It is possible to write a mechanism in which... 

The stoichiometric factors of inhibition and the rate constants of the ter-penephenols (TP) with isobornyl and isocamphyl substituents were determined by the reaction with peroxy radicals of ethylbenzene. The reactivity was found to decrease for o-alkoxy compared with o-alkyl substituent caused by the intramolecular hydrogen bond formation that is conformed by FTIR-spectroscopy. The inhibitory activity for mixtures of terpene-phenols with 2,6-di-ferf-butyl phenols in the initiated oxidation of ethylbenzene was also studied. In spite of the similar antiradical activities of terpenephenols with isobornyl and isocamphyl sunstituents, the reactivity of phenoxyl radicals formed from them are substantially different that is resulted from the kinetic data for mixtures of terpenephenols with steri-cally hindered phenols. 

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