Predict the products of the following reactions.

(a) cyclohexylmethanol + TsCl / pyridine (b) product of (a) + LiAlH4

(c) 1- methylcyclohexanol + H2SO4, heat (d) product of (c) + H2, Pt

The reagent is the substance added to the organic compound called substrate, which gets changed by adding the particular reagent; as a result, a new organic compound as a product is formed.

Reagents are of the following types:

• Free radical reagent
• Electrophilic reagent

Nucleophilic reagent

1. Cyclohexyl methanol when reacted with tosyl chloride (TsCl) and pyridine from the product tosylate ester.
   
   Formation of tosylate ester
2. Tosylate ester (product of (a) reaction) When reacted with lithium aluminum hydride (LiAIH₄), forms toluene as a product.
   
   Formation of toluene
3. 1- methyl cyclohexanol, when reacted with sulphuric acid in the presence of heat, has been reduced to the alkene; the mixture of an alkene-formed: major product is 1-methylcyclohex -1- ene, and the minor product is methylcyclohexane.
   
   Formation of 1-methylcyclohex -1- ene and methylcyclohexane
4. 1-methylcyclohex -1- ene ( major product of (c) reaction ) When reduced with the help of H₂/Pt form alkane toluene as a product.
   
   Formation of toluene