Influence of ring-opening reactions on the kinetics of cottonseed oil epoxidation

2018 ◽  
Vol 50 (10) ◽  
pp. 726-741 ◽  
Author(s):  
Xiaoshuang Cai ◽  
Jun Liu Zheng ◽  
Adriana Freites Aguilera ◽  
Lamiae Vernières-Hassimi ◽  
Pasi Tolvanen ◽  
...  
1984 ◽  
Vol 62 (6) ◽  
pp. 1120-1123 ◽  
Author(s):  
John D. Reinheimer ◽  
Nicolas Sourbatis ◽  
Robert L. Lavallee ◽  
Douglas Goodwin ◽  
George L. Gould

Open chain intermediates from the ring-opening reaction of aqueous sodium deuteroxide (2 mol) with 2-chloro-5-nitropyridine (1 mol) and 2-chloro-3-nitropyridine (1 mol) were isolated. These intermediates were purified, analyzed for elemental composition, and characterized by various spectrophotometric techniques. The intermediate formed from 2-chloro-5-nitropyridine and two equivalents of deuteroxide ion reacts with additional deuteroxide in D2O in various polar solvents to reclose the pyridine ring. The kinetics of the ring closure reaction are reported and are supplemented with observations of salt and solvent effects upon the rate of closure. In addition, a mechanism for the ring closure is presented. The intermediate formed from 2-chloro-3-nitropyridine did not undergo a similar ring closure when reacted with additional deuteroxide, but instead formed various decomposition products. A reason for the failure of this ring closure is suggested.


Authorea ◽  
2020 ◽  
Author(s):  
Elio Santacesaria ◽  
Rosa Turco ◽  
Vincenzo Russo ◽  
Riccardo TESSER ◽  
Martino Di Serio

2006 ◽  
Vol 71 (4) ◽  
pp. 567-578 ◽  
Author(s):  
Alicja Stachelska ◽  
Zbigniew J. Wieczorek ◽  
Janusz Stępiński ◽  
Marzena Jankowska-Anyszka ◽  
Harri Lönnberg ◽  
...  

Second-order rate constants for the hydroxide-ion-catalyzed imidazolium ring-opening of several mono- and dinucleosidic analogs of mRNA 5'-cap have been determined. Intramolecular stacking of the two nucleobases in the dinucleosidic analogs, m7GpppN (m7G = 7-methylguanosine, N = 5'-linked nucleoside), and electrostatic interaction between the N-alkylated imidazolium ring and phosphate moiety have been shown to shield the m7G moiety against the nucleophilic attack of hydroxide ion. In addition, the effect of methylation of the nucleobase amino groups and replacement of the 7-methyl group with other alkyl groups have been studied. The influence of all the structural modifications studied turned out to be modest, the cleavage rates of the most and least reactive analogs (with the exception of non-phosphorylated nucleosides) differing only by a factor of 5.


ChemInform ◽  
2009 ◽  
Vol 40 (12) ◽  
Author(s):  
Xiao-Chun Hang ◽  
Qing-Yun Chen ◽  
Ji-Chang Xiao

Author(s):  
Cameron L. Brown ◽  
Brandon H. Bowser ◽  
Jan Meisner ◽  
Tatiana B. Kouznetsova ◽  
Stefan Seritan ◽  
...  

ChemInform ◽  
2009 ◽  
Vol 40 (29) ◽  
Author(s):  
Chris Dockendorff ◽  
Shujuan Jin ◽  
Madeline Olsen ◽  
Mark Lautens ◽  
Martin Coupal ◽  
...  

1999 ◽  
Vol 23 (8) ◽  
pp. 512-513
Author(s):  
Issa Yavari ◽  
Farahnaz Nourmohammadian

Tetraalkyl cyclobutene-1,2,3,4-tetracarboxylates, prepared by intramolecular Wittig reaction between a vinylphosphonium salt and diethyl 2-oxobutanedioate, undergo electrocyclic ring-opening reactions, in boiling toluene, to produce highly electron-deficient 1,3-dienes.


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