1. For the molecule shown below: H :O: || C-C- H -N-H H H a) Draw any valid resonance contributors (meaning you are not breaking the octet rule) b) Rank the contributors (Give the ranking of 1 to major and the higher the number, the less relevant the contributor) c) In all contributors you have drawn, label the hybridization of each atom in the structure d) There will be some atoms that have one hybridization in one contributor, but a different hybridization in a different contributor (e.g. the carbon may be sp³ in one contributor, but sp² in another). Identify the atoms where the hybridization changes in different contributors. e) What is the key requirement for a pair of atoms to share electrons in a + bond? f) An atom in within a molecule only has one hybridization. There are some atoms where it appears the hybridization changes between different contributors, but the atom really only has one hybridization. Which of the two possible hybridizations for these atoms is correct? Explain your selection. In your explanation, you will want to consider that the electron sharing is best described with a resonance hybrid and that if a pair of electrons is shared between atoms in one contributor, electron density is continuously being shared between those atoms - and therefore the atoms must continuously meet the requirements to share electrons (part e).

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter1: Bond Angles And Shape
Section: Chapter Questions
Problem 12CTQ: Consider the following flat drawing of methane (CH4) . a. What is HCH bond angle implied by this...
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1. For the molecule shown below:
H :O:
+4
H
H
H
a) Draw any valid resonance contributors (meaning you are not breaking the octet rule)
b) Rank the contributors (Give the ranking of 1 to major and the higher the number, the
less relevant the contributor)
c) In all contributors you have drawn, label the hybridization of each atom in the structure
d) There will be some atoms that have one hybridization in one contributor, but a different
hybridization in a different contributor (e.g. the carbon may be sp³ in one contributor,
but sp² in another). Identify the atoms where the hybridization changes in different
contributors.
e) What is the key requirement for a pair of atoms to share electrons in a bond?
f) An atom in within a molecule only has one hybridization. There are some atoms where
it appears the hybridization changes between different contributors, but the atom really
only has one hybridization. Which of the two possible hybridizations for these atoms is
correct? Explain your selection. In your explanation, you will want to consider that the
electron sharing is best described with a resonance hybrid and that if a pair of electrons
is shared between atoms in one contributor, electron density is continuously being
shared between those atoms - and therefore the atoms must continuously meet the
requirements to share electrons (part e).
H—N·
Transcribed Image Text:1. For the molecule shown below: H :O: +4 H H H a) Draw any valid resonance contributors (meaning you are not breaking the octet rule) b) Rank the contributors (Give the ranking of 1 to major and the higher the number, the less relevant the contributor) c) In all contributors you have drawn, label the hybridization of each atom in the structure d) There will be some atoms that have one hybridization in one contributor, but a different hybridization in a different contributor (e.g. the carbon may be sp³ in one contributor, but sp² in another). Identify the atoms where the hybridization changes in different contributors. e) What is the key requirement for a pair of atoms to share electrons in a bond? f) An atom in within a molecule only has one hybridization. There are some atoms where it appears the hybridization changes between different contributors, but the atom really only has one hybridization. Which of the two possible hybridizations for these atoms is correct? Explain your selection. In your explanation, you will want to consider that the electron sharing is best described with a resonance hybrid and that if a pair of electrons is shared between atoms in one contributor, electron density is continuously being shared between those atoms - and therefore the atoms must continuously meet the requirements to share electrons (part e). H—N·
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