Substituiton And Elimination Rxns Flashcards

1
Q

Strong Base + Weak Nucleophile + 1°

A

E2

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2
Q

Strong Base + Weak Nucleophile + 2 °

A

E2

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3
Q

Strong Base + Weak Nucleophile + 3 °

A

E2

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4
Q

Strong Base + Strong Nucleophile + 1 °

A

E2 = Minor Product
SN2 = Major Product

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5
Q

Strong Base + Strong Nucleophile + 2 °

A

E2 = Major product
SN2 = Minor Product

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6
Q

Strong Base + Strong Nucleophile + 3 °

A

E2

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7
Q

Weak Base + Strong Nucleophile + 1 °

A

SN2

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8
Q

Weak Base + Strong Nucleophile + 2°

A

SN2

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9
Q

Weak Base + Strong Nucleophile + 3 °

A

SN1

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10
Q

Weak Base + Weak Nucleophile + 1 ° or 2 °

A

Typically too unstable to form

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11
Q

Weak Base + Weak Nucleophile + 3 °

A

SN1 and E1 (equally)

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12
Q

3 ° + weak Nucleophile/ weak base

A

SN1/E1

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13
Q

2 ° + weak Nucleophile/weak base

A

SN1/E1, just not efficient or very stable

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14
Q

3 ° + strong Nucleophile/ weak base

A

SN1

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15
Q

2 ° + strong Nucleophile/ weak base

A

SN2

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16
Q

1 ° + strong Nucleophile/ weak base

A

SN2

17
Q

CH3 (methyl) + strong Nucleophile

A

SN2

18
Q

3 ° + strong base

A

E2

19
Q

Reminder: Does SN2 occur at 3 °?

A

No, 3 ° for SN2 is unstable
(CH3 > 1 ° > 2 °)

20
Q

2 ° + strong Nucleophile/ strong base

A

E2 = major
SN2 = minor

21
Q

1 ° + strong Nucleophile/ strong base

A

SN2 = major
E2= minor

22
Q

2 ° + strong, bulky base

A

E2

23
Q

1 ° + strong, bulky base

A

E2

24
Q

Reminder: what rxns do not occur at 1°?

A

SN1 and E1

25
Q

Weak Nucleophiles, Weak Bases

A

H20 (water)
ROH (alcohol)
RCOOH (carboxylic acid)

26
Q

Strong Nucleophiles, Weak Bases

A

CN-, N3-, Cl-, Br-, I-, RS-, HS- (hydro sulfide), RSH (thiol), H2S, RNH2 (amine), R3P

27
Q

Strong Nucleophile, Strong Base

A

OH-, RO- (alkoxide)

28
Q

Strong, bulky base

A

t-buO- (tert butoxide), Et3N (trierhylamine), DBN, DBU…

29
Q

SN2 Substrate Stability…

A

CH3 > 1 ° > 2 °

30
Q

E2 Substrate Stability…

A

3 ° > 2 ° > 1 °

31
Q

SN1 substrate stability

A

3 ° > 2 °

32
Q

E1 substrate stability

A

3 ° > 2 °