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Answers Scheme for Set 1 a)

H CH3 C H C CH3 C OH

CH3 CH3 CH3 2,3,4-trimethyl-pentan-2-ol H HCl/Ether CH3 C H C CH2 C

CH3 CH3 CH3 H CH3 C H C CH3 KOH/Ethanol C Cl H CH3 CH3 CH3 B CH3 C C CH3 C C Minor

CH3 CH3 CH3 D Major

KMnO4, H3O+

H3O+

CH3 H CH3 C C O O C CH3 G CH3

H C

OH C

CH3 CH

CH3 CH3 CH3 E

CH3 CH3 F

b)
H CH3 C H C CH3 C Cl CH3 H C H C CH3 C Cl

CH3 CH3 CH3 B KOH/Ethanol OH H CH3 C H H2C C C+ H CH3

CH3 CH3 CH3 B KOH/Ethanol OH H C H C CH3 C+

CH3 CH3 CH3

CH3 CH3 CH3

H CH3 C

H C

CH2 C CH3

H C C

CH3 C

CH3 CH3 CH3 C Minor

CH3 CH3 CH3 D Major

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