Exam IV Flashcards

1
Q

H2O

A

Weak Nucleophile, Weak Base, pka of conj acid = 0, good leaving group

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2
Q

ROH

A

Weak Nu, Weak B, good leaving group

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3
Q

H3N

A

Weak Nu, Weak B, pka of conj. acid = 9.4

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4
Q

R2NH

A

Weak Nu, Weak B

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5
Q

I-

A

Strong Nu, Weak B, pka of conj. acid = -10, good leaving group

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6
Q

Br-

A

Strong Nu, Weak B, pka of conj. acid = -9, good leaving group

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7
Q

Cl-

A

Strong Nu, Weak B, pka of conj acid = -7, moderate leaving group

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8
Q

HS-

A

Strong Nu, Weak B

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9
Q

RS-

A

Strong Nu, Weak B

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10
Q

RCO2-

A

Strong Nu, Weak B

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11
Q

HO-

A

Strong Nu, Strong B, poor leaving group

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12
Q

RO-

A

Strong Nu, Strong B, pka of conj. acid > 14, poor leaving group

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13
Q

H2N-

A

Strong Nu, Strong B, pka of conj. acid = 36, poor leaving group

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14
Q

R2N-

A

Strong Nu, Strong B

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15
Q

H3C-

A

Strong Nu, Strong B

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16
Q

R-

A

Strong Nu, Strong B

17
Q

NHR-

A

Strong Nu, Strong B

18
Q

CN-

A

Strong Nu, Weak B

19
Q

CH3COO-

A

Strong Nu, Weak B, pka of conj. acid = 4.75, moderate leaving group

20
Q

N3-

A

Strong Nu, Weak B

21
Q

R3N

A

Weak Nu, Weak B

22
Q

RSH

A

Weak Nu, Weak B

23
Q

TsO-

A

pka of conj. acid = -2.8, good leaving group

24
Q

TfO-

A

pka of conj. acid = -13, good leaving group

25
Q

More stable nucleophile

A

Slower SN2 Reaction

26
Q

(-) Charge

A

Stronger Nucleophile

27
Q

Secondary & Tertiary

A

SN1/E1

28
Q

Primary, Secondary, & Tertiary

A

E2

29
Q

Secondary, Primary, Methyl

A

SN2

30
Q

H-bond

A

Polar Protic

31
Q

No H-bond

A

Polar Aprotic