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chem 2oa3 > reaction mechanisms > Flashcards

reaction mechanisms Flashcards

1
Q

regio and stereo for Sn2?

A
  • no regioselectivity
  • yes regiospecificity
  • no stereoselectivity
  • yes stereospecificity
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2
Q

regio and stereo for Sn1?

A
  • no regioselectivity
  • no regiospecificity
  • yes stereoselectivity
  • no stereospecificity
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3
Q

regio and stereo for E2?

A
  • yes regioselectivity
  • no regiospecificity
  • yes stereoselectivity
  • no stereospecificity
  • bulky base favours Hofmann (less subs.)
    ⤷ regioselective
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4
Q

regio and stereo for E1?

A
  • yes regioselectivity
  • no regiospecificity
  • yes stereoselectivity
  • no stereospecificity
  • favours Zaitsev (more subs.)
    ⤷ regioselective
  • always trans isomer
    ⤷ stereoselectivity
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5
Q

name: ideal reagent for E1, E2, Sn1. Sn2

A
  • E1 = weak base
  • E2 = strong base
  • Sn1 = weak nucleophile
  • Sn2 - weak nucleophile
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6
Q

type of addition for hydrohalogenation?

A
  • markovnikov addition
  • halogen on more subs. C
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7
Q

type of addition for acid-catalyzed hydration?

A
  • markovnikov addition
  • alcohol on more subs. C, H on less
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8
Q

type of addition for oxymercuration-demercuration?

A
  • markovnikov addition
  • OH on more subs. C, H on less
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9
Q

type of addition for halogenation?

A
  • anti addition
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10
Q

type of addition for halohydrin formation?

A
  • markovnikov addition
  • OH on more subs. C, halide on less
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11
Q

type of addition for anti dihydroxylation?

A
  • no markovnikov
  • no regioselectivity
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12
Q

type of addition for hydroboration-oxidation?

A
  • anti markovnikov addition
  • alcohol on less subs. C, H on more
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13
Q

type of addition for catalytic hydrogenation?

A
  • syn addition only
    ⤷ stereospecific
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14
Q

type of addition for syn dihydroxylation?

A
  • syn addition
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15
Q

product order of catalytic hydrogenation (alkyne reduction)?

A
  • alkyne -> cis alkene -> alkane
  • 2 equivalents of h2
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16
Q

product order of lindlar’s catalyst alkyne reduction?

A
  • alkyne -> cis alkene
  • by poisoned catalyst
17
Q

product order of dissolving metal alkyne reduction?

A
  • alkyne -> trans alkene
  • by sodium metal + ammonia
18
Q

type of addition for dissolving metal alkyne reduction?

A
  • anti addition
19
Q

type of addition for alkyne hydrohalogenation?

A
  • markovnikov addition
20
Q

type of addition for alkyne hydration?

A
  • oxymercuration = markovnikov addition -> ketone
  • hydroboration = anti markovnikov addition -> aldehyde

chem 2oa3 (1 decks)

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