Chapter 13: Ethers and epoxides Flashcards

1
Q

Preparation of ethers via SN2

A

(1) H3O+ to protonate a primary alcohol

(2) substitute with the same starting alcohol

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2
Q

Williamson Ether Synthesis

A

(1) NaH to deprotonate an alcohol

(2) An alkyl halide

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3
Q

Alkoxymercuration-demercuration

A

(1) Hg(OAc)2, ROH

(2) NaBH4

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4
Q

Acidic cleavage of an ether

A

HI or HBr

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5
Q

Epoxide formation

A

(1) Br2, H2O

(2) NaOH

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6
Q

Epoxide Ring opening with a strong nucleophe

A

Strong nucleophile attacks at less substituted position

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7
Q

Acid-catalyzed ring opening

A

Need H3O+

Water or alcohol attacks at more substituted position

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