A theoretical study of substituted 2-pyridone tautomerism

العناوين الأخرى

دراسة نظرية انظام 2-بيريدون و 2-هيدروكسي بيريدين المعوض

مقدم أطروحة جامعية

Sabaylah, Ahmad Ali Salim

مشرف أطروحة جامعية

al-Umari, Hamzah

أعضاء اللجنة

al-Qudah, Muhammad Mustafa
Qasir, Arab Khalil

الجامعة

جامعة مؤتة

الكلية

كلية العلوم

القسم الأكاديمي

قسم الكيمياء

دولة الجامعة

الأردن

الدرجة العلمية

ماجستير

تاريخ الدرجة العلمية

2007

الملخص الإنجليزي

All of the possible substitution positions on 2-Pyridone and 2-hydroxypyridine were studied by the use of OH, CH3, CF3, F, NH2, NO2, and CHO substituents, and it is found that position 4 gives the most stable substituted compound.

Also, the effect of substituents (OH, CH3, CF3, F, NH2, N02, and CHO) on the relative stability of 2-pyridone and 2-hydroxypyridine has been studied.

It is found that 2-pyridone is more stable than 2-hydroxypyridine by 3.117 kcal / mol, and the free energy AG was found to be 1.920 kcal / mol, which suggests that the tautomerization is shifted towards the keto form.

The MNDO program and MtNDO-Forces was used to estimate optimized geometries, heat of formation, entropies, electron density and dipole moments for all of the substituted and substituted keto and enol compounds.

It is found that the bond lengths, bond angles and dipole moments are affected by the substituents especially at the position where the substituents are attached (position 4).

Also, the stabilizing effect of the substituents on the 2-pyridone and 2-hydroxypyridine were determined by Gibbs free energy (AG) and the isoseismic reactions.

All of the substituents studied were found not to effect the position of equihbrium.

The substituents OH, F, NH2 and CH3 were found to be electron releasing groups, where, NO2, CF3 and CHO were electron withdrawing groups.

التخصصات الرئيسية

الكيمياء

عدد الصفحات

64

قائمة المحتويات

• APA
• MLA
• AMA

لغة النص

الإنجليزية

نوع البيانات

رسائل جامعية

رقم السجل

BIM-304374