Substitution Rxns Flashcards

1
Q

Do SN2 rxns happen in 1 step or 2?

A

1 concerted step

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2
Q

Do SN1 rxns happen in 1 step or 2?

A

2 steps (or more if the leaving group is shit)

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3
Q

Does SN2 rxn favor front side attack or backside attack?

A

backside

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4
Q

Does SN2 rxn make inverted products?

A

yes; backside attack results in inversion of configuration

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5
Q

What level of substitution does SN2 rxn favor?

A

CH3 > primary > secondary&raquo_space; tertiary

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6
Q

Does SN2 rxn create carbocation intermediate?

A

No

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7
Q

Does SN1 rxn create carbocation intermediate?

A

Yes

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8
Q

Does SN2 rxn favor weak nucleophile or strong nucleophile?

A

strong

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9
Q

Does SN1 rxn favor weak nucleophile or strong nucleophile?

A

weak

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10
Q

which rxn gives racemixture: SN1 or SN2?

A

SN1 (because the nucleophile attacks from the front and the back)

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11
Q

What level of substitution does SN1 rxn favor?

A

tertiary > secondary > primary&raquo_space; CH3

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12
Q

What happens in a substitution rxn?

A

A leaving groups gets kicked off and replaced by a good nucleophile.

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13
Q

what are polar protic solvents?

A

solvents that have H directly connected to an electronegative atom

exp. NH3, H2O, CH3OH, EtOH

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14
Q

which substitution rxn favors polar protic solvents?

A

SN1

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15
Q

what are polar Aprotic solvents?

A

solvents that DO NOT have H directly connected to an electronegative atom

exp organic solvents (acetone, DMF, DMSO)

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16
Q

which substitution rxn favors polar Aprotic solvents?

A

SN2

17
Q

what makes a strong nucleophile strong?

A

It’s charged; it’s ionic; it came from an ionic compound

18
Q

what makes a weak nucleophile weak?

A

it’s neutral; it did not come from an ionic compound

19
Q

what’s the difference between E2 and SN2?

A

in E2, the substrate acts like a base (taking a hydrogen) bc it’s too big/stericly hindered to act like. a nucleophile.

In SN2, the substrate acts like a nucleophile, (taking the leaving group)

20
Q

what level of substituted-ness to E1 and SN1 rxns prefer?

A

tertiary