29844-85-7Relevant academic research and scientific papers
More on adamantene
Bian, Nanying,Jones Jr., Maitland
, p. 8957 - 8961 (2007/10/02)
At high dilution and temperature adamantene undergoes a retro Diels - Alder cycloaddition to a triene, as well as retro-insertion reactions to give carbenes. 1,2-Diiodoadamantane and 3-diiodomethylnoradamantane react with methyllithium in the gas phase to give adamantene, which is efficiently reduced to adamantane under these conditions. Addition of adamantene to butadiene occurs in 4 + 2 and 2 + 2 fashion.
Photochemistry of alkyl halides. 12. Bromides vs Iodides
Kopp, Paul J.,Adkins, Rick L.
, p. 2709 - 2717 (2007/10/02)
Conditions have been developed for optimizing ionic photobehavior material balances from alkyl bromides. Hydroxide ion as an efficient for the byproduct HBr while giving minimal competing photoreduction via electron transfer to the alkyl bomide. The photobehavior of bromides 1, 11, 25, and 40 has examined and with that of the corresponding iodides 2, 12, 26, 41 under conditions. In each case, the bromide higher yields of products derived from out of cage radical intermidiates than the corresponding iodide. However, with the 2-norbornyl bromides 11 and iodides 12 showed that, of products not formed from the out of cage 2-norbornyl radical 13, the bromides 11 gave a higher percentage of products from the ionic intermediates 15 and 16 than did the iodides. Thus, electron transfer within the radical pair 14 is apparently more rapid for bromides than iodides, as expected on the of the relative electronegativities of bromine iodine. It is that the substantially higher yields of out of radical products from alkyl bromides may be due in to formation of the radical pair with greater excess energy, which results in more rapid escape from the cage. The epimeric 2-norbornyl bromides 11x and 11n underwent no detectable interconversion and afforded somewhat different product ratios. The more hindered epimer 11n underwent conversion to products at a slower than 11x. By contrast, 12x and 12n underwent substantial interconversion via out of transfer of an iodine atom from iodide 12 to radical 13. Epimerization was significantly attenuated in the more viscous solvent tert-butyl alcohol.
REACTION OF 1-BROMOADAMANTANE WITH AN ALCOHOL SOLUTION OF ALKALI
Slobodin, Ya. M.,Frolova, G. M.,Klimchuk, G. N.,Kryukov, A. V.,Ashkinazi, L. A.
, p. 1361 - 1363 (2007/10/02)
The main direction in the reaction of 1-bromotricyclo3,7>decane with an alcohol solution of potassium hydroxide is solvolysis with the formation of tricyclo3,7>decan-1-ol and tricyclo3,8>decan-3-ol.Dehydrobromination takes place to a lesser degree, leading to tetracyclo3,7.02,4>decane and tricyclo3,8>dec-4-ene.
