ethers and epoxides (ch 13)- reagent to description

Question 1

RX

Answer 1

installs alkyl group (after deprotonation w base)

Question 2

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

Answer 2

Mark H + OR across alkene

Question 3

HX

Answer 3

dialkyl ether –> two alkyl halides via cleavage of C-O bond.
epoxide opening- installs halogen at more subs position

Question 4

MCPBA

Answer 4

oxidizing agent. alkene –> epoxide

Question 5

RCO3H

Answer 5

converts alkene into epoxide

Question 6

1) Br2, H2O, 2) NaOH

Answer 6

alkene –> epoxide

Question 7

RONa

Answer 7

alkoxide ion. used in Williamson ether synthesis (alkyl halide –> ether) or opens epoxide under basic conditions (attacks less subs position)

Question 8

NaCN

Answer 8

reacts w an epoxide in a ring opening reaction

Question 9

NaSH

Answer 9

opens epoxide ring (strong nu) or converts alkyl halide –> thiol

Question 10

RMgBr

Answer 10

Grignard. reacts w an epoxide (attacks less subs) to open ring

Question 11

LiAlH4

Answer 11

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

Question 12

(H+), H2O

Answer 12

epoxide is opened to give trans diol

Question 13

(H+), ROH

Answer 13

epoxide is opened (alcohol attacks at more subs position)