Journal of the Chemical Society. Perkin transactions II p. 1129 - 1134 (1988)
Update date:2022-08-03
Topics:
Khan, Mohammad Niyaz
The nucleophilic second-order rate constants for the reactions of N-ethoxycarbonylphthalimide (ECPH) with morpholine, piperazine, 1,4-diazabicyclo<2.2.2>octane, and ethylenediamine exhibit a Bronsted plot of slope (βnuc) 1.2 +/-0.3.The significantly high value of βnuc reveals that the expulsion of the living group from a zwitterionic tetrahedral addition intermediate is the rate-determining step.The reactivity of hydroxylamine is nearly 105-fold larger than that expected from the Bronsted plot of slope (βnuc) 1.2.The hydroxyaminolysis of ECPH reveals general base catalysis.The results obtained on the hydroxyaminolysis of ECPH in the presence of external general base, acetate, reveal that the rate-determining step changes as the buffer concentration is increased and, consequently, it provides evidence for the existence of an intermediate on the reaction co-ordinate.The rate constants for the reactions of monoprotonated 1,4-diazabicyclo<2.2.2>octane and piperazine show positive deviations from the Bronsted plot.
View MoreContact:+86-710-3516804
Address:Number 83,Panggong road,Xiangcheng District,Xiangyang ,Hubei
Changzhou Sunlight Pharmaceutical Co., Ltd.
Contact:+86-519-83131668;83139028;83138042;83137041
Address:JiuliStreet, Benniu Town Changzhou City, Jiangsu Province
NanJing KaiHeng Chemical CO., LTD.
Contact:+86-25-85768391
Address:RM.1704, D, WANDA PLAZA, NO.110, MIDDLE JIANGDONG ROAD, NANJING, CHINA
Hangzhou Ocean Chemical Co., Ltd.
website:http://www.hzoceanchem.com
Contact:+86-571-88025872, 28272092, 28272096
Address:Room 623 ,Building No 1 , COFCO Radius Commercial Center Xiwen Road, Xiacheng District, Hangzhou, Zhejiang Province, China
Hangzhou Taiyan Trading Co., Ltd(expird)
Contact:+86-13777583958
Address:NO.63, Xingyi Street, Xihu District, Hangzhou, Zhejiang, China
Doi:10.1007/BF00763381
(1988)Doi:10.1021/jo01012a058
(1965)Doi:10.1007/BF00810642
(1987)Doi:10.1021/jo00261a027
(1988)Doi:10.1016/j.tetlet.2009.03.060
(2009)Doi:10.1021/jo900847u
(2009)
