Reagents

Question 1

alkyne –> alkene

(trans)

Answer 1

1. Na^o, NH₃
2. H₂O

Question 2

alcohol syntehsis from carbonyl

Answer 2

NaBH₄ , MeOH

or

1. LiAlH₄
2. H₂O

or

1. —–MgBr
2. H₂O

Question 3

syn addition of OHs to alkene

Answer 3

1. OsO₄
2. H₂S

Question 4

epoxide synthesis

Answer 4

mCPBA

Question 5

Epoxide –> OH on more substituted C (additional group on less substituted C)

Answer 5

basic conditions:

1. Nu:-
2. H2O

Question 6

epoxide –> OH on less substituted side (additional group on more substituted side)

Answer 6

H2SO4

MeOH

Question 7

alcohol –> ether R—-O—–R’

Answer 7

1. NaH
2. R’ —– Br

Question 8

tertiary alkane —> alkene

Answer 8

TsOH / H₂SO₄

heat

Question 9

alkene –> vicinal bromide

Answer 9

Br2, CCl₄

Question 10

carbonyl synthesis from alkene

(=O on more substituted C)

Answer 10

HgSO₄

H₂O, H₂SO₄

Question 11

alkyne –> alkane

Answer 11

H_{2 ,} Pd / C

Question 12

alcohol –> carboxylic acid

Answer 12

jones

Question 13

Alcohol synthesis from alkene

(OH on less substituted C)

Answer 13

1. BH₃ THF
2. H₂O₂ , NaOH

Question 14

alkyne –> alkene

(cis)

Answer 14

H₂, Lindlar’s

Question 15

addition of OH and X to alkene

(OH on more substitutde C)

Answer 15

Br₂ , H₂O

Question 16

addition of one halogen to alkene

Answer 16

HBr

Question 17

carbonyl from alkene

Answer 17

1. O₃
2. DMS

Question 18

—–OH –> —-Br

Answer 18

PBr₃

Question 19

alkane —> alkene

Answer 19

NaOtBu

DMSO

Question 20

primary alcohol –> ether

Answer 20

H₂SO₄

heat

Question 21

carbonyl syntehsis from alkene

(=O on less substituted C)

Answer 21

1. Cy₂BH
2. H₂O₂ , NaOH

Question 22

alkyne deprotonation

Answer 22

NaNH₂

Question 23

Alcohol synthesis from alkene

(OH on more substituted side)

Answer 23

1. Hg(OAc)₂ , H₂O
2. NaBH₄, NaOH, H₂O

or

1. H₂SO₄
2. H₂O₂ , NaOH

Question 24

alcohol —> carbonyl

Answer 24

PCC

CH₂Cl₂