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Kinetic study on effect of novel cationic dimeric surfactants for the cleavage of carboxylate ester
Author(s) -
Kumar Birendra,
Tikariha Deepti,
Ghosh Kallol K.,
Barbero Nadia,
Quagliotto Pierluigi
Publication year - 2013
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.3141
Subject(s) - chemistry , cationic polymerization , bromide , carboxylate , moiety , cleavage (geology) , medicinal chemistry , reactivity (psychology) , catalysis , kinetic energy , reaction rate constant , kinetics , stereochemistry , butane , polymer chemistry , organic chemistry , medicine , physics , alternative medicine , geotechnical engineering , pathology , quantum mechanics , fracture (geology) , engineering
Kinetic study has been performed to understand the reactivity of novel cationic gemini surfactants viz. alkanediyl‐α,ω‐bis(hydroxyethylmethylhexadecylammonium bromide) C 16 ‐s‐C 16 MEA, 2Br − (where s = 4, 6) in the cleavage of p ‐nitrophenyl benzoate (PNPB). Novel cationic gemini C 16 ‐s‐C 16 MEA, 2Br − surfactants are efficient in promoting PNPB cleavage in presence of butane 2,3‐dione monoximate and N‐phenylbenzohydroxamate ions. Model calculation revealed that the higher catalytic effect of ethanol moiety of gemini surfactants (C 16 H 33 N + C 2 H 4 OH CH 3 (CH 2 ) S N + C 2 H 4 OH CH 3 C 16 H 33 , 2Br − , s = 4, 6) is due to their higher binding capacity toward substrate. This is in line with finding that binding constants for novel series of cationic gemini surfactants are higher than conventional cationic gemini (C 16 H 33 N + (CH 3 ) 2 (CH 2 ) S N + (CH 3 ) 2 C 16 H 33 , 2Br − , s = 10, 12), cetyldimethylethanolammonium bromide and zwitterionic surfactants, i.e. C n H 2n+1 N + Me 2 (CH 2 ) 3 SO 3 − (n = 10; SB3‐10). The fitting of kinetic data was analyzed by the pseudophase model. Copyright © 2013 John Wiley & Sons, Ltd.