ch. 7 conceptual things Flashcards

1
Q

delocalized electrons are a result of

A

the p orbital of one atom overlapping the p orbitals of two adjacent atoms

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2
Q

sp2 carbons:

A

have a + charge OR a double bond

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3
Q

delocalization energy is

A

the extra stability a compound has due to having delocalized electrons

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4
Q

resonance hybrid vs resonance contributors

A

the resonance hybrid actually exists and is MORE STABLE than any of its resonance contributors are predicted to be

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5
Q

delocalization energy increases with:

A

-number of relatively stable resonance contributors
-number of nearly equivalent resonance structures

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6
Q

conjugated double bonds

A

separated by ONE single bond

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7
Q

isolated double bonds

A

separated by TWO+ single bonds

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8
Q

conj. double bonds are more or less stable than isolated double bonds?

A

more stable

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9
Q

explain stability of conj. double bonds in terms of heat of hydrogenation

A

More stable = less heat released during hydrogenation

for conjugated double bonds: the heat of hydrogenation is LESS than the sum for the individual double bonds

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10
Q

separated charges ___ stability

A

lower

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11
Q

conjugated dienes have…

A

delocalized electrons

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12
Q

when lobes interact constructively (+,+) (-,-)…

A

a pi bonding MO forms

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13
Q

if a structure has delocalized electrons and a bond has partial s character, you can expect that…

A

it will be shorter than the expected bond length

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14
Q

when lobes interact destructively (+,-)…

A

a pi anti bonding orbital MO forms

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15
Q

allylic carbon

A

directly attached to an sp2 carbon

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16
Q

how are allylic cations stabilized by resonance?

A

the + charge is delocalized over 2 carbons by resonance, giving the allyl more stability than non conjugated cations

17
Q

list the stability of cations:

A

benzyl = allyl = tertiary carbocat. > secondary carbocat > primary carbocat > methyl cation > vinyl cation

18
Q

delocalization energy and pKa relationship

A