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Organic Chemistry II > Oxymercuration-Demercuration > Flashcards

Oxymercuration-Demercuration Flashcards

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1
Q

mode

A

indirect

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2
Q

purpose

A

addition of H2O across double bond to form alcohol

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3
Q

mercuric acetate

A

Hg(OAC)2

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4
Q

steps?

A

2 steps

alkene + Hg(OAC)2, THF/H2O

add NaBH4

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5
Q

Markovnikov or anti?

A

Markovnikov

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6
Q

syn or anti?

A

anti

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7
Q

weird mercuration step?

A

form mercurinium ion (Hg 3 membered ring)

acts like acid-catalyzed ring opening (H2O opens at more sub side)

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8
Q

what if solvent is THF/ROH?

A

product is an ether

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9
Q

mad as a hatter?

A

ppl making hats w/ mercury go mad

crosses blood-brain barrier

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Organic Chemistry II (56 decks)

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