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Effects of mixed H(2)O-CH(3)CN and H(2)O-Hconme(2) solvents on the rate of cleavage of N-Benzylphthalamic Acid

The values of pseudo first-order rate constants, k(1), for the O-cyclization and k(3) for N-cyclization of N-benzylphthalamic acid 1, obtained at 0.02M HCl and 35 degrees C, show a respective nonlinear increase from 17.6 x 10(-6) to 29.7 x 10(-6) s(-1) and decrease from 12.5 x 10(-7) to 3.75 x 10(-7...

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Main Authors: Ariffin, Azhar, Khan, M.N., Cheong, M.Y.
Format: Article
Published: 2008
Subjects:
QD Chemistry
Online Access:http://eprints.um.edu.my/8054/
http://www.ingentaconnect.com/content/stl/prk/2008/00000033/00000002/art00003?token=005c1e1a808f23f10ac5367e41225f40384d2c20415d483f67622c3a576b34272c5f7b3d6d3f4e4b346debf11f5f
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spelling my.um.eprints.80542019-08-27T06:17:39Z http://eprints.um.edu.my/8054/ Effects of mixed H(2)O-CH(3)CN and H(2)O-Hconme(2) solvents on the rate of cleavage of N-Benzylphthalamic Acid Ariffin, Azhar Khan, M.N. Cheong, M.Y. QD Chemistry The values of pseudo first-order rate constants, k(1), for the O-cyclization and k(3) for N-cyclization of N-benzylphthalamic acid 1, obtained at 0.02M HCl and 35 degrees C, show a respective nonlinear increase from 17.6 x 10(-6) to 29.7 x 10(-6) s(-1) and decrease from 12.5 x 10(-7) to 3.75 x 10(-7) s(-1) with increase in the CH(3)CN content from 2 to 60% v/v in mixed aqueous solvent. Increase in the CH3CN content from 60 to 90% v/v decreases k(1) from 29.7 x 10(-6) to 24.4 x 10(-6) s(-1) and increases k(3) from 3.75 x 10(-7) to 14.7 x 10(-7) s(-1). The respective values of k(1) and k(3) decrease nonlinearly from 16.0 x 10(-6) to 3.0 x 10(-6) s(-1), and 14.0 x 10(-7) to similar to 4.0 x 10(-7) s(-1) with increase in the content of N,N-dimethyl-formamide (HCONMe(2)) from 2 to 80% v/v in mixed aqueous solvents. These results indicate rather mild rate-retarding effects of mixed H(2)O-CH(3)CN and H(2)O-HCONMe(2) solvents on the rates of the intramolecular reactions. 2008 Article PeerReviewed Ariffin, Azhar and Khan, M.N. and Cheong, M.Y. (2008) Effects of mixed H(2)O-CH(3)CN and H(2)O-Hconme(2) solvents on the rate of cleavage of N-Benzylphthalamic Acid. Progress in Reaction Kinetics and Mechanism, 33 (2). pp. 167-190. ISSN 1468-6783 http://www.ingentaconnect.com/content/stl/prk/2008/00000033/00000002/art00003?token=005c1e1a808f23f10ac5367e41225f40384d2c20415d483f67622c3a576b34272c5f7b3d6d3f4e4b346debf11f5f 10.3184/146867808x315733
institution Universiti Malaya
building UM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Malaya
content_source UM Research Repository
url_provider http://eprints.um.edu.my/
topic QD Chemistry
spellingShingle QD Chemistry
Ariffin, Azhar
Khan, M.N.
Cheong, M.Y.
Effects of mixed H(2)O-CH(3)CN and H(2)O-Hconme(2) solvents on the rate of cleavage of N-Benzylphthalamic Acid
description The values of pseudo first-order rate constants, k(1), for the O-cyclization and k(3) for N-cyclization of N-benzylphthalamic acid 1, obtained at 0.02M HCl and 35 degrees C, show a respective nonlinear increase from 17.6 x 10(-6) to 29.7 x 10(-6) s(-1) and decrease from 12.5 x 10(-7) to 3.75 x 10(-7) s(-1) with increase in the CH(3)CN content from 2 to 60% v/v in mixed aqueous solvent. Increase in the CH3CN content from 60 to 90% v/v decreases k(1) from 29.7 x 10(-6) to 24.4 x 10(-6) s(-1) and increases k(3) from 3.75 x 10(-7) to 14.7 x 10(-7) s(-1). The respective values of k(1) and k(3) decrease nonlinearly from 16.0 x 10(-6) to 3.0 x 10(-6) s(-1), and 14.0 x 10(-7) to similar to 4.0 x 10(-7) s(-1) with increase in the content of N,N-dimethyl-formamide (HCONMe(2)) from 2 to 80% v/v in mixed aqueous solvents. These results indicate rather mild rate-retarding effects of mixed H(2)O-CH(3)CN and H(2)O-HCONMe(2) solvents on the rates of the intramolecular reactions.
format Article
author Ariffin, Azhar
Khan, M.N.
Cheong, M.Y.
author_facet Ariffin, Azhar
Khan, M.N.
Cheong, M.Y.
author_sort Ariffin, Azhar
title Effects of mixed H(2)O-CH(3)CN and H(2)O-Hconme(2) solvents on the rate of cleavage of N-Benzylphthalamic Acid
title_short Effects of mixed H(2)O-CH(3)CN and H(2)O-Hconme(2) solvents on the rate of cleavage of N-Benzylphthalamic Acid
title_full Effects of mixed H(2)O-CH(3)CN and H(2)O-Hconme(2) solvents on the rate of cleavage of N-Benzylphthalamic Acid
title_fullStr Effects of mixed H(2)O-CH(3)CN and H(2)O-Hconme(2) solvents on the rate of cleavage of N-Benzylphthalamic Acid
title_full_unstemmed Effects of mixed H(2)O-CH(3)CN and H(2)O-Hconme(2) solvents on the rate of cleavage of N-Benzylphthalamic Acid
title_sort effects of mixed h(2)o-ch(3)cn and h(2)o-hconme(2) solvents on the rate of cleavage of n-benzylphthalamic acid
publishDate 2008
url http://eprints.um.edu.my/8054/
http://www.ingentaconnect.com/content/stl/prk/2008/00000033/00000002/art00003?token=005c1e1a808f23f10ac5367e41225f40384d2c20415d483f67622c3a576b34272c5f7b3d6d3f4e4b346debf11f5f
_version_ 1643688205370785792
score 13.211869

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