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Chem 125 Ps2 Key

9. a. Circle the stronger acid, cyclopropene or cyclopropane:

HH+ B

HB H+

cyclopropane

HH+ B

HB H+

cyclopropene

O

NH O

HN

C hybridization: N hybridization:

sp2 sp2

6. For each pair, indicate the harder electrophile or nucleophile.

Cu(OTf)2

(a Lewis acid)

BF3

HOCH3 PR3

O

H3CF

OH

NCH3

O

CH3H3C

F

or

or

or

or

or

a.

b.

c.

d.

e.

Higher LUMO

B = main groupCu = transition metal - softer

Less polarizable,lower in energy

Ionic,lower in energy

More electronegative,lower in energy

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