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Ochem > Ch9 Rxns > Flashcards

Ch9 Rxns Flashcards

0
Q

ROH + HA

Secondary:?

A

ROH + HA

Secondary: E1

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1
Q

ROH + HA

Primary:?

A

ROH + HA

Primary: E2

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2
Q

ROH + HA

Tertiary:?

A

ROH + HA

Tertiary: E1

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3
Q

What is the sequence of the ROH + HA, Primary reaction?

A

P -> O -> E2

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4
Q

What is the sequence of the ROH + HA,

Secondary reaction?

A

P -> O -> C -> E1

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5
Q

What is the sequence of the ROH + HA,

Tertiary reaction?

A

P -> O -> C -> E1

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6
Q

ROH + HX

Primary:?

A

ROH + HX

Primary: Sn2

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7
Q

ROH + HX

Secondary:?

A

ROH + HX

Secondary: Sn1

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8
Q

ROH + HX

Tertiary:?

A

ROH + HX

Tertiary: Sn1

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9
Q

What is another way to think of the 1, 2- shift?

A

As a carbinium ion shift.

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10
Q

What is the sequence of the 1,2-shift (carbinium ion shift)?

A

P -> O -> C -> shift -> E1

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11
Q

Ether cleavage in HX requires which two reactions?

A

Sn1 & Sn2

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12
Q

What are the sequences of Ether cleavage in HX?

A
  1. P -> O -> C -> Sn1

2. P-> O -> Sn2

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13
Q

What type of reaction is the

ROH + POCL3 + Pyridine?

A

ROH + POCL3 + Pyridine = E2

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14
Q

What is the sequence of the ROH + POCL3 + Pyridine reaction?

A

Conv. + Nuc -> O + Pyridine -> E2

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15
Q

What is the sequence of the ROH + SOCl2 + Pyridine reaction?

A

Conv. + Nuc -> O + Pyridine -> Sn2

16
Q

What type of reaction is the ROH + SOCl2 + Pyridine reaction?

A

ROH + SOCl2 + Pyridine reaction = Sn2

17
Q

What type of reaction is ROH + PBr3?

A

Sn2

18
Q

What is the sequence of the ROH + PBr3 reaction?

A

Conv. + Nuc. -> O -> Sn2

19
Q

What type of reaction is

ROH + TsCl + Pyridine?

A

Sn2

20
Q

What is the sequence of the

ROH + TsCl + Pyridine reaction?

A

Conv. + Nuc. -> O + Pyridine -> Sn2

21
Q

Which conversion does not require pyridine?

A

ROH + PBr3

22
Q

All conversions are Sn2, except this one.

A

ROH + POCl3 + Pyridine = E2

23
Q

Tosylate with a strong nucleophile proceeds via?

A

Sn2

24
Q

What is an example of a strong nucleophile?

A

Na+ -OCH3

25
Q

Tosilate reacts with a strong sterically hindered base via which mechanism?

A

E2

26
Q

What is an example of a strong sterically hindered base?

A

K+ -OC(CH3)3

Ochem (3 decks)

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