Which molecule is more acidic? In fact, the more acidic molecule is roughly as acidic as water! H H cyclopentadiene cyclopentane

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
ChapterNW2: Nomenclature Worksheet 2: Intro To Naming Functional Groups
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Which molecule is more acidic? In fact, the more acidic molecule is roughly as acidic as water!
H
H
cyclopentadiene
cyclopentane
O cyclopentadiene
O cyclopentane
Transcribed Image Text:Which molecule is more acidic? In fact, the more acidic molecule is roughly as acidic as water! H H cyclopentadiene cyclopentane O cyclopentadiene O cyclopentane
The best rationale for the difference in acidity is:
O The more acidic compound has a hydrogen attached to a more electronegative atom
O The more acidic compound has a hydrogen attached to a larger atomic radius atom
O The more acidic compound has a more stable conjugate base because of addition
resonance structures stabilizing the charge
The more acidic compound has a stronger molecular dipole that increases the polarization
of the acidic hydrogen
O The more acidic compound has a greater amount of s-character in the acidic bond.
Transcribed Image Text:The best rationale for the difference in acidity is: O The more acidic compound has a hydrogen attached to a more electronegative atom O The more acidic compound has a hydrogen attached to a larger atomic radius atom O The more acidic compound has a more stable conjugate base because of addition resonance structures stabilizing the charge The more acidic compound has a stronger molecular dipole that increases the polarization of the acidic hydrogen O The more acidic compound has a greater amount of s-character in the acidic bond.
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