EBK ORGANIC CHEMISTRY: PRINCIPLES AND M
EBK ORGANIC CHEMISTRY: PRINCIPLES AND M
2nd Edition
ISBN: 9780393630817
Author: KARTY
Publisher: W.W.NORTON+CO. (CC)
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Chapter 3, Problem 3.43P
Interpretation Introduction

Interpretation:

The AO contribution picture and MO energy diagram of CH3CH2+ is to be drawn. The HOMO and LUMO of the same are to be determined.

Concept introduction:

According to VSEPR theory, atoms that are bonded to two or more other atoms are considered to be hybridized. Such atoms contribute their valence orbitals for mixing. The new orbitals are formed by mixing just two AOs. The hybridization of an atom can be determined based on the electron geometry about an atom. The electron geometry about an atom describes the orientation of group of electrons around it. MOs are constructed from the AOs of different atoms. The two atomic orbitals, on mixing along bonding axes, form two molecular orbitals – one is σ, and the other is σ*. The σ is a bonding MO, and σ* is an antibonding MO. The σ MOs have lower energy and greater stability than the corresponding σ* MOs. The highest occupied molecular orbital, i.e., the highest energy MO that contains an electron is HOMO. The lowest unoccupied molecular orbital, i.e., lowest energy MO having no electron is LUMO.

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When an unknown amine reacts with an unknown acid chloride, an amide with a molecular mass of 163 g/mol (M* = 163 m/z) is formed. In the infrared spectrum, important absorptions appear at 1661, 750 and 690 cm. The 13C NMR and DEPT spectra are provided. Draw the structure of the product as the resonance contributor lacking any formal charges. 13C NMR DEPT 90 200 160 120 80 40 0 200 160 120 80 40 0 DEPT 135 T 200 160 120 80 40 0 Draw the unknown amide. Select Dow Templates More Frage
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