ketone

Question 1

Alkenes

Answer 1

(1. O3, 2. (Ch3)2 – fewer carbon

Question 2

Alkynes

Answer 2

(HgSO4, H2SO4, H2O)– more substituted oh→ ketone

Question 3

Alkynes

Answer 3

1. Sia2BH 2. H2O2, NaOH

Question 4

Benzene

Answer 4

(acyl chloride, AlCl3) → phenyl ketones

Question 5

2 ° OH

Answer 5

any oxidation agents: H2CrO4, H2O OR NaCr2O7, H2O, H2SO4

Question 6

2° OH with c=c

Answer 6

PCC in dry Ch2Cl2) – protects c=c

Question 7

Nitrile

Answer 7

1. BrMgCh2Ch3 or LiCh2Ch3, Excess H3O+ or NH4Cl)– grignard,

Question 8

Acyl chloride

Answer 8

R2-CuLi in THF, -78° 2. H2)– adds one R group and makes ketone, gilman, weaker delivery source

Question 9

1,3 dithiane

Answer 9

(nBuLi, alkyl halide) – need to unmask

Question 10

Cyanohydrin

Answer 10

(1. Grignard, OLiR 2. H3O+) – must protect OH