Chapter 7: Alkyl Halides Flashcards

1
Q

Strong base
Weak nucleophile

List common reagents

A
  • DBN
  • DBU
  • t−butO
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2
Q

Strong base
Strong nucleophile

List common reagents

A
  • OH
  • MeO
  • EtO
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3
Q

Weak base
Strong nucleophile

List common reagents

A
  • I
  • Br
  • Cl
  • RS
  • HS
  • RSH
  • H2S (hydrogen sulfide)
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4
Q

Weak base
Weak nucleophile

List common reagents

A
  • H2O
  • MeOH
  • EtOH
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5
Q

DBN

Reagent category

A

Strong base
Weak nuclephile

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6
Q

DBU

Reagent category

A

Strong base
Weak nuclephile

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7
Q

t−butO

Reagent category

A

Strong base
Weak nucleophile

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8
Q

OH

Reagent category

A

Strong base
Strong nucleophile

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9
Q

MeO

Reagent category

A

Strong base
Strong nucleophile

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10
Q

EtO

Reagent category

A

Strong base
Strong nucleophile

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11
Q

I

Reagent category

A

Weak base
Strong nucleophile

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12
Q

Br

Reagent category

A

Weak base
Strong nucleophile

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13
Q

Cl

Reagent category

A

Weak base
Strong nucleophile

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14
Q

RS

Reagent category

A

Weak base
Strong nucleophile

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15
Q

HS

Reagent category

A

Weak base
Strong nucleophile

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16
Q

RSH

Reagent category

A

Weak base
Strong nucleophile

17
Q

H2S

Reagent category

A

Weak base
Strong nucleophile

18
Q

H2O

Reagent category

A

Weak base
Weak nucleophile

19
Q

MeOH

Reagent category

A

Weak base
Weak nucleophile

20
Q

EtOH

Reagent category

A

Weak base
Weak nucleophile

21
Q

Primary alkyl halide treated with a S. Base/W. Nuc

Expected mechanism

A

E2

22
Q

Secondary alkyl halide treated with a S. Base/W. Nuc

Expected mechanism

A

E2

23
Q

Tertiary alkyl halide treated with a S. Base/W. Nuc

Expected mechanism

A

E2

24
Q

Primary alkyl halide treated with a S. Base/S. Nuc

Expected mechanism

A

SN2 * major product
E2 minor product

25
Q

Secondary alkyl halide treated with a S. Base/S. Nuc

Expected mechanism

A

E2 major product
SN2 minor product

26
Q

Tertiary alkyl halide treated with a S. Base/S. Nuc

Expected mechanism

A

E2

27
Q

Primary alkyl halide treated with a W. Base/S. Nuc

Expected mechanism

A

SN2

28
Q

Secondary alkyl halide treated with a W. Base/S. Nuc

Expected mechanism

A

SN2

29
Q

Tertiary alkyl halide treated with a W. Base/S. Nuc

Expected mechanism

A

SN1

30
Q

Primary alkyl halide treated with a W. Base/W. Nuc

Expected mechanism

A

No reaction

31
Q

Secondary alkyl halide treated with a W. Base/W. Nuc

Expected mechanism

A

No reaction

32
Q

Tertiary alkyl halide treated with a W. Base/W. Nuc

Expected mechanism

A

SN1 & E1