Question

Write the structures of the main products when acetone (CH₃ – CO – CH₃) reacts with the following reagents.
(i) Zn – Hg/conc. HCl
(ii) H₂NNHCONH₂/H+
(iii) CH₃MgBr and then H₃O⁺

Answer 1

1. acetone undergoes clemmensen reduction in presence of amalgam and conc.HCL to give propane.

ch3-co-ch3 =(Zn-Hg/cnoc.HCL)=ch3-co-ch3
acetone. propane

2. Acetone reacts with semicarbazide to from semicarbazone.
O
||
CH3 \ C = O + H2N— NH — C — NH2 = (H+)= CH3 /. O
CH3 \ ||
C = N — NH — C — N
CH3 /

3. Acetone reduces to from tartiary alcohol in the presence of Grignard reagent.

CH3 \ CH3\. /O- -Mgbr
C= O + CH3MgBr =(H+)= C
CH3 / CH3/ \CH3
|H3O-
CH3
|
CH3 — C — OH
|
CH3
1,1-Dimethylethanol



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