Elimination Rxns Flashcards

1
Q

Which rxn occurs in a single, concerted step: E1 or E2?

A

E2

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2
Q

what happens in an elimination rxn?

A

a H gets attacked by a base, and a pi bond is created, resulting in the elimination/kicking off of a leaving group

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3
Q

Does E2 rxn favor strong base or weak base?

A

strong

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4
Q

Does the SMALL base in E2 rxn favor primary electrophiles or tertiary?

A

tertiary

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5
Q

Does the LARGE base in E2 rxn favor primary electrophiles or tertiary?

A

tertiary > secondary > primary

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6
Q

Which elimination rxn makes carbocation intermediates?

A

E1

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7
Q

Which rxn occurs in a two steps E1 or E2?

A

E1

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8
Q

Does E1 rxn favor strong base or weak base?

A

weak

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9
Q

How substituted does E1 like its electrophiles to be?

A

most substituted

Tertiary > secondary&raquo_space; primary

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10
Q

Which E1 product is favored: cis or trans?

A

trans

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11
Q

Which elimination rxn requires you to draw/rotate the Newman projection to show that the substrate’s H is 180 degrees from its leaving group?

A

E2

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12
Q

what kinds of molecules play the role of nucleophiles in elimination rxns? Starts with letter b…

A

bases

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13
Q

what are 4 of the small, strong bases that can facilitate E2 elimination rxns?

A
  • OH
  • OCH3 (aka -OMe)
  • OCH2CH3
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14
Q

what are 5 of the LARGE, strong bases that can facilitate elimination rxns?

A

t-butOK
DMN
DBU

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15
Q

do small, strong bases favor the least substituted opportunity for pi bond, or the most substituted one?

A

most;

favors the option that creates the most substituted pi bond

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16
Q

do LARGE, strong bases favor the least substituted opportunity for pi bond, or the most substituted one?

A

least

favors the option that creates the LEAST substituted pi bond

17
Q

when an E2 rxn occurs on a ring, what must be true of the H and the leaving group?

A

They must be in the DIFFERENT planes

18
Q

what are the two ways to make OH a good leaving group for elimination rxns?

A
  1. protonation: O in the OH takes an H from an H3O+ (only works if you don’t also have a strong base in the rxn bc the strong base would neutralize your strong acid H3O+)
  2. conversion to tosylate: H on OH gets replaced by the Ts from TsCl & pyrdine
19
Q

what does tosylate look like on your molecule?

A

OTs