12.6 Predict the products formed when cyclohexanecarbaldehyde reacts with the following reagents.

(i) PhMgBr and then H3O+ 
(ii) Tollens’ reagent
(iii) Semicarbazide and weak acid
(iv) Excess ethanol and acid
(V) Zinc amalgam and dilute hydrochloric acid

The structure of cyclohexanecarbaldehyde is as follows:



(i)
When cyclohexanecarbaldehyde reacts with the Grignard reagent followed by acidic hydrolysis then secondary alcohol is obtained as a product. 
The reaction is as follows:


                                                                                                                                               Cyclohexylphenylcarbinol
(ii)
The tollens' reagent is an ammoniacal silver nitrate solution. When cyclohexanecarbaldehyde reacts with tollens' reagent then carboxylate ion with silver mirror is obtained as a product. 

The reaction is as follows:

(iii)

When 
cyclohexanecarbaldehyde reacts with semicarbazide in the acidic medium then semicarbazone is obtained as a product.

The reaction is as follows:

(iv)
When 
cyclohexanecarbaldehyde reacts with an excess of ethanol in the presence of dry gas then acetal is obtained as a product. 

The reaction is as follows:

(v)
When 
cyclohexanecarbaldehyde undergoes