Test 4

Question 1

NBS, Heat, Peroxide

Answer 1

Allylic/Benzylic brominations…

Anti-Mark with peroxide

Question 2

HBr peroxide heat

Answer 2

Anti-Mark addition of bromine(gets rid of double bond)

Question 3

Br2 and Water

Answer 3

Make Halohydrin (Br and OH anti)

Question 4

NBS and light

Answer 4

Many combos of Br addition(Anti)

Question 5

Br2 and light

Answer 5

Markovnikov addition

Question 6

PBr3 / SOCl2 / PCl3

Answer 6

Only converts 1° and 2° alcohols into alkyl halides… No rearrangements BUT WILL INVERT

Question 7

NaH and alkyl halide (WES)

Answer 7

Makes unsymmetrical ethers (KEEP sterochem)

Question 8

H2SO4 @ 140°

Answer 8

Makes symmetrical ethers out of 1° alcohols ONLY

Question 9

Ether and Hot HBR/HI

Answer 9

Makes alcohol AND ether (Halo goes with chain if tertiary)

Question 10

TsCl and pyridine

Answer 10

Creates good OTs leaving group(can add NaCN to get CN group)

Question 11

mCPBA and Alkene

Answer 11

FORMS epoxide (Mark. Syn addition.. Enantiomers!!)

Question 12

HBR and Epoxide

Answer 12

Nuc attack on most substituted … INVERT

Question 13

Epoxide and H3O+

Answer 13

ANTI diol

OsO4 is Syn diol

Question 14

HBr and Light

Answer 14

Halogenates with Br as most selective… (May have multiple products due to radicals)