6. 6. So far, we have discussed several concepts that contribute to molecular stability. These conceptsare shown in the table below. For each concept, describe how it can be used to determinewhether one molecule is more/less stable than another. Also, provide two molecules thatsupport your explanation. NOTE: The first two are provided as examples.ConceptOrbital (acidity)Electronegativity(acidity)Inductive effect(acidity)Atom size(acidity)Resonance(acidity)Eclipsed/staggeredconformationsAxial/ equatorialsubstituentsOctet of electronHow does the concept allow one to make inferencesabout stability?For the conjugate base, consider the atom that wasbonded to the hydrogen (when it was in the acidic form).The closer the electrons are to the nucleus in theconjugate base, the more s character, the more stable.For the conjugate base, consider the atom that wasbonded to the hydrogen (when it was in the acidic form).If the atoms are in the same period (row), the moreelectronegative atom is better able to stabilize thenegative charge.Example structures

The stability of a molecule depends upon various factors such as atomic size, resonating structures,…

(acidity) Inductive effect (acidity) Atom size (acidity) bonded to the hydrogen (when it was in the acidic form). If the atoms are in the same period (row), the more electronegative atom is better able to stabilize the negative charge.

(acidity) Inductive effect (acidity) Atom size (acidity) bonded to the hydrogen (when it was in the acidic form). If the atoms are in the same period (row), the more electronegative atom is better able to stabilize the negative charge.

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter4: Polar Bonds, Polar Reactions

Section: Chapter Questions

Problem 29E

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Question

6. So far, we have discussed several concepts that contribute to molecular stability. These concepts
are shown in the table below. For each concept, describe how it can be used to determine
whether one molecule is more/less stable than another. Also, provide two molecules that
support your explanation. NOTE: The first two are provided as examples.
Concept
Orbital (acidity)
Electronegativity
(acidity)
Inductive effect
(acidity)
Atom size
(acidity)
Resonance
(acidity)
Eclipsed/
staggered
conformations
Axial/ equatorial
substituents
Octet of electron
How does the concept allow one to make inferences
about stability?
For the conjugate base, consider the atom that was
bonded to the hydrogen (when it was in the acidic form).
The closer the electrons are to the nucleus in the
conjugate base, the more s character, the more stable.
For the conjugate base, consider the atom that was
bonded to the hydrogen (when it was in the acidic form).
If the atoms are in the same period (row), the more
electronegative atom is better able to stabilize the
negative charge.
Example structures

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