Ab initio calculation and spectroscopic study of the 1,3-dipolar cycloaddition reaction of benzyl azide and acrylic acid
Joint Authors
Shriteh, Thana
Kodlaa, Adnan
Abu Urabi, Sultan T.
Madwar, Rushdi
Atfeh, Adnan
Source
Issue
Vol. 6, Issue 1 (31 Mar. 2011), pp.81-89, 9 p.
Publisher
Yarmouk University Deanship of Research and Graduate Studies
Publication Date
2011-03-31
Country of Publication
Jordan
No. of Pages
9
Main Subjects
Topics
Abstract EN
The 1, 3-dipolar cycloaddition reaction of benzyl azide with acrylic acid has been studied using B3LYP (3-21G) density functional theory (DFT).
It has been demonstrated that the reaction leads to the formation of 1-benzyl-1,2,3-triazoline-4-carboxylic acid at room temperature in the absence of solvent .
Upon recrystallization from ethanol the ethyl ester of the product was formed.
The structure of the compound was confirmed using IR, UV, 1H-NMR, 13CNMR and 2D-NMR.
The structure of the other possible isomer has been proposed and and both isomers have been studied using Gaussian 03 to predict the possibility of their formation and to calculate the vibrational frequencies and related electronic properties.
It has been found that the 1,3-dipolar cycloaddition reaction of benzyl azide with acrylic acid is highly regioselective and spontaneous at 298.15 K and 1 atm.
American Psychological Association (APA)
Shriteh, Thana& Kodlaa, Adnan& Abu Urabi, Sultan T.& Madwar, Rushdi& Atfeh, Adnan. 2011. Ab initio calculation and spectroscopic study of the 1,3-dipolar cycloaddition reaction of benzyl azide and acrylic acid. Jordan Journal of Chemistry،Vol. 6, no. 1, pp.81-89.
https://search.emarefa.net/detail/BIM-264572
Modern Language Association (MLA)
Shriteh, Thana…[et al.]. Ab initio calculation and spectroscopic study of the 1,3-dipolar cycloaddition reaction of benzyl azide and acrylic acid. Jordan Journal of Chemistry Vol. 6, no. 1 (Mar. 2011), pp.81-89.
https://search.emarefa.net/detail/BIM-264572
American Medical Association (AMA)
Shriteh, Thana& Kodlaa, Adnan& Abu Urabi, Sultan T.& Madwar, Rushdi& Atfeh, Adnan. Ab initio calculation and spectroscopic study of the 1,3-dipolar cycloaddition reaction of benzyl azide and acrylic acid. Jordan Journal of Chemistry. 2011. Vol. 6, no. 1, pp.81-89.
https://search.emarefa.net/detail/BIM-264572
Data Type
Journal Articles
Language
English
Notes
Includes bibliographical references : p. 88-89
Record ID
BIM-264572