Problem: starting with bromocyclohexane, how can each of the following compounds be prepared?

Organic synthesis of cyclohexane carboxylic acid using bromo cyclohexane as the starting material is done by “nucleophilic substitution”of bromocyclohexane using cyanide nucleophile replaces hydroxyl group with cyanide forms the cyclohexanecarbonitrile. Cyclohexanecarbonitrile undergoes acid-catalyzed hydrationusing reagent HCl,${\mathbf{H}}_2\mathbf{O}$then heating to form the desired product, cyclohexanecarboxylic acid.

The synthesis of cyclohexane carboxylic acid is shown as follows:

Formation of cyclohexanecarboxylic acid (a)

Organic synthesis of cyclohexyl methanol using bromo cyclohexane as the starting material is done by forming the Cyclohexylmagnesium bromide (Grignard reagent) by reacting bromo cyclohexane with magnesium and solvent diethyl ether.

Cyclohexylmagnesium bromide (Grignard reagent ) on reacting with formaldehyde (carbonyl compound) followed by hydrolysisformed the desired product cyclohexyl methanol (alcohol).

The synthesis of cyclohexyl methanol is shown as follows:

Formation of cyclohexyl methanol (b)

Organic synthesis of Cyclohexyl methylamine using bromo cyclohexane as the starting material is done by nucleophilic substitution” of Bromocyclohexane using cyanide nucleophile replaces bromine groupwith cyanideforms the cyclohexanecarbonitrile. Cyclohexanecarbonitrile undergoes reductionusing hydrogen $\left({\mathbf{H}}_2\right)$and Raney nickel catalyst to form the desired product, cyclohexyl methylamine.

The synthesis of cyclohexyl methylamine is shown as follows:

Formation of Cyclohexyl methylamine (c)

Organic synthesis of 2-cyclohexyl ethanol using bromo cyclohexane as the starting material is done by reacting it with the Gilman reagent $(\mathbf{Li}\mathbf{/}\mathbf{CuI})$forms the organolithium reagent, which reacts with oxacycloprpopane (cyclic ether) in the presence of HCl acid to form the desired product 2-cyclohexyl ethanol.

The synthesis of 2-cyclohexyl ethanol is shown as follows:

Formation of 2-Cyclohexyl ethanol (d)

Organic synthesis of 1-cyclohexyl ethanol using bromo cyclohexane as the starting material is done by reacting by forming the cyclohexyl magnesium bromide (Grignard reagent) by reacting bromo cyclohexane with magnesium and solvent diethyl ether.

Cyclohexylmagnesium bromide (Grignard reagent ) on reacting with ethanal (carbonyl compound) followed by acidic hydrolysis formed the desired product 1-cyclohexyl ethanol(alcohol).

The synthesis of 2-cyclohexyl ethanol is shown as follows:

Formation of 1-cyclohexyl ethanol (e)