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The acid D obtained through the followin...

The acid D obtained through the following sequence of reactions is:
`C_(2)H_(5)Br overset(Alc. KOH)rarrA overset(Br_(2))underset(C Cl_(4))rarrBoverset(KCN)underset((excees))rarrCoverset(H_(3)O^(+))rarr`

A

succinic acid

B

malanic acid

C

maleic acid

D

oxalic acid

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question step by step, we will analyze each reaction in the sequence provided and determine the final product, acid D. ### Step 1: Reaction of Ethyl Bromide with Alcoholic KOH The first reaction involves ethyl bromide (C2H5Br) reacting with alcoholic KOH. This is an elimination reaction where KOH acts as a base and removes a hydrogen atom (H) from the alpha carbon and the bromine atom (Br) from the ethyl bromide. This reaction follows the E2 mechanism, leading to the formation of ethene (C2H4). **Reaction:** \[ \text{C}_2\text{H}_5\text{Br} \xrightarrow{\text{Alc. KOH}} \text{C}_2\text{H}_4 + \text{HBr} \] ### Step 2: Halogenation of Ethene Next, the formed ethene (C2H4) undergoes halogenation with bromine (Br2) in the presence of carbon tetrachloride (CCl4). This is an anti-addition reaction where bromine adds across the double bond of ethene, resulting in 1,2-dibromoethane (C2H4Br2). **Reaction:** \[ \text{C}_2\text{H}_4 + \text{Br}_2 \xrightarrow{\text{CCl}_4} \text{C}_2\text{H}_4\text{Br}_2 \] ### Step 3: Nucleophilic Substitution with KCN The next step involves the reaction of 1,2-dibromoethane with potassium cyanide (KCN) in excess. The cyanide ion (CN-) acts as a nucleophile and attacks the carbon atom bonded to bromine, resulting in a substitution reaction. This reaction occurs via the SN2 mechanism, leading to the formation of 1,2-dicyanoethane (C2H4(CN)2). **Reaction:** \[ \text{C}_2\text{H}_4\text{Br}_2 + 2 \text{KCN} \rightarrow \text{C}_2\text{H}_4(\text{CN})_2 + 2 \text{KBr} \] ### Step 4: Hydrolysis of Dicyanoethane Finally, the 1,2-dicyanoethane undergoes hydrolysis in the presence of water and an acid (H3O+). The cyanide groups (C≡N) are converted into carboxylic acid groups (C(=O)OH) through hydrolysis. This results in the formation of 1,2-dicarboxylic acid, specifically succinic acid (C2H4(COOH)2). **Reaction:** \[ \text{C}_2\text{H}_4(\text{CN})_2 + 2 \text{H}_2\text{O} \xrightarrow{\text{H}^+} \text{C}_2\text{H}_4(\text{COOH})_2 \] ### Final Product The final product, acid D, obtained from the sequence of reactions is succinic acid. **Answer:** Acid D is succinic acid (C2H4(COOH)2). ---
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