ethers and epoxides (ch 13)- description to reagent

Question 1

installs alkyl group after deprotonation w base

Answer 1

RX

Question 2

Mark H + OR

Answer 2

1) Hg(OAc)2, ROH, 2) NaBH4

Question 3

diaklyl ether –> two alkyl halides via C-O bond cleavage. also will open epoxide ring and install halogen at more subs position

Answer 3

HX

Question 4

oxidizing agent. alkene –> epoxide

Answer 4

MCPBA

Question 5

oxidizing agent. alkene –> epoxide

Answer 5

RCO3H

Question 6

alkene –> epoxide

Answer 6

1) Br2, H2O, 2) NaOH

Question 7

Williamson ether synthesis (rxn w alkyl halide to form ether) or opens epoxide under basic conditions (alkoxide attacks less subs position)

Answer 7

RONa

Question 8

opens epoxide ring

Answer 8

NaCN

Question 9

grignard. reacts w epoxide in ring opening xn (attacks less subs)

Answer 9

RMgBr

Question 10

reacts w epoxide to open ring (attacks less subs side)

Answer 10

LiAlH4

Question 11

epoxide –> trans diol

Answer 11

(H+) H2O

Question 12

epoxide opened. alcohol attacks protonated epoxide at more subs

Answer 12

(H+), ROH