Reactions of N-(chlorobenzyl) alkylamines with sodium methoxide in methanol. Steric effects in elimination reactions
BR Cho, JH Maeng, JC Yoon…
Index: Cho, Bong Rae; Maeng, Jun Ho; Yoon, Jong Chan; Kim, Tae Rin Journal of Organic Chemistry, 1987 , vol. 52, # 21 p. 4752 - 4756
Full Text: HTML
Citation Number: 7
Abstract
Reactions of N-chlorobenzylalkylamines in which the alkyl group is Me, Et, i-Pr, t-Bu, and sec-Bu with MeONa-MeOH have been investigated kinetically. The eliminations are quantitative and regiospecific, producing only benzylidenealkyhmines. The reactions are first order in base and first order in substrate, and an E2 mechanism is evident. The relative rates of elimination at 25 OC are 1/0.5/0.3/0.2/0.01 for Me/Et/i-Prlsec-Bu/t-Bu alkyl ...
Related Articles:
Quantitative solid-state reactions of amines with carbonyl compounds and isothiocyanates
[Kaupp, Gerd; Schmeyers, Jens; Boy, Juergen Tetrahedron, 2000 , vol. 56, # 36 p. 6899 - 6911]
[Adam, Claudia G.; Fortunato, Graciela G.; Mancini, Pedro M. Journal of Physical Organic Chemistry, 2009 , vol. 22, # 5 p. 460 - 465]
Is oxygen abstraction by nucleophilic reagents a characteristic reaction of oxaziridines?
[Hata, Yoshiteru; Watanabe, Masamichi Journal of Organic Chemistry, 1981 , vol. 46, p. 610 - 614]
Is oxygen abstraction by nucleophilic reagents a characteristic reaction of oxaziridines?
[Hata, Yoshiteru; Watanabe, Masamichi Journal of Organic Chemistry, 1981 , vol. 46, p. 610 - 614]