Q50Eb - Organic Chemistry (Mcmurry)

Question

Question: How would you carry out the following transformations? Tell what

reagents you would use in each case.

(b)

Step-by-Step Solution

Answer

Answer

The reagent used in the reaction is $1. Hg{\left(OAC\right)}_2, H_{2}O 2. NaB{H}_4$:

Step 1: Alcohol

The compounds which contain hydroxyl group as a functional group is referred to as alcohol. The general formula for alcohol is $C_n{H}_{2n+1}OH$. In IUPAC naming, we add the suffix ol with the word root. 

Step 2: Classification of alcohol

It is classified as:

1. Primary alcohol: In which one alkyl group is attached to a carbon atom attached with a hydroxyl group.
2. Secondary alcohol: In this, two alkyl groups are attached.
3. Tertiary alcohol: In tertiary alcohol, three alkyl groups are attached. 

Step 3: Reagent used in the reaction

Oxymercuration- demercuration reaction is most commonly used for the addition of hydroxyl group to a double bond of a cycloalkene ring. In this reaction, the cyclic mercurian ion will form with the help of the reagent mercury(II) acetate. That carbon- mercury bond will reduce in the presence of sodium borohydride, and that reaction is known as the demercuration reaction. Also, we can do this reaction by acid- Catalyzed hydration reaction, but in that acidic conditions are used, therefore, we will not use this mechanism for the reaction. 

Hence, the reagent used in the reaction is $1. Hg{\left(OAC\right)}_2, H_{2}O 2. NaB{H}_4$:

                            Reagents used in the reaction (b)