Exam 1 Reactions

Question 1

Answer 1

Br₂

—————>

hv

tertiary radical

Question 2

Answer 2

NaOMe (or STRONG BASE)

—————————————–>

Zaitsev Eliminatinon reaction

Question 3

Answer 3

HBr

———————>

ROOR

Anti-markovnikov radiacal addition with

peroxide as a catalyst

Question 4

Answer 4

HBr

————————>

Markovnikov addition

Question 5

`

Answer 5

OsO₄

————————–>

NMO

Syn Dihidroxylation

syn addition

Question 6

Answer 6

1) RCO₃H or mCPBA

————————->

2) H₃0⁺

Anti-dihydroxylation

anti-addition

Question 7

Answer 7

Br₂

—————->

H₂0

Halohydrin formation

anti-addition

Question 8

Answer 8

Br₂

dihalogenation

anti addition, Sn2-like reaction

Question 9

Answer 9

H₂

————————->

Pt

metal catalyzed Hydrogenation

Question 10

Answer 10

BH₃

———————–>

H₂O₂, NaOH

hydroboration / oxydation

H OH anti-markovnikov Syn-addition

Question 11

Answer 11

H₃O⁺

——————->

acid catalyzed hydration

H OH markovnikov

Question 12

Answer 12

1) xs NaNH₂

———————>

2) H₂O

strong base pulls off bromine

Question 13

Answer 13

xs NaNH₂

————————>

H₂O

strong base

Question 14

Answer 14

HBr

Markovnikov addition

Question 15

Answer 15

HBr

Markovnikov addition

Question 16

Answer 16

H₂SO₄, H₂0

————————–>

HgSO₄, NaOH

enol > ketone

Question 17

Answer 17

9-BBN

————–>

H₂O₂, NaOH

9-BBN is a source of boron; this is a hydroboration reaction with a new source

enol>aldehyde

Question 18

Answer 18

Br₂

——————>

anti-addition

Question 19

Answer 19

xs Br₂

——————>

Question 20

Answer 20

1) O₃

————————>

2) H₂O

Ozonolysis

Question 21

Answer 21

1) NaNH₂

——————–>

2) MeI (CH₃I)

Question 22

Answer 22

H₂

————–>

Lindlar’s Catalyst

(The “C” stands for -cis)

Question 23

Answer 23

1) Na

————–>

2) NH₃ (l)
* -trans* addition

Question 24

Answer 24

H₂

——————>

Pt

Question 25

Answer 25

NBS ------------------\> *hv* Radical addition of bromine accross 2 resonance structures