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A benzenoid organic compound A(C(8)H(8)O...

A benzenoid organic compound `A(C_(8)H_(8)O)` gives B and white crystalline solid C with `Cl_(2)` and `NaOH`. On heating compound B gives a compound with unpleasant smell with `CH_(3)-CH_(2)-NH_(2)` and alcoholic KOH. Compound A is

A

B

C

D

Text Solution

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The correct Answer is:
To solve the problem, we need to identify the benzenoid organic compound A with the molecular formula \( C_8H_8O \) based on the reactions described. ### Step 1: Identify the structure of compound A Given that compound A is a benzenoid compound with the formula \( C_8H_8O \), it must contain a benzene ring. The presence of oxygen suggests it could be a ketone, aldehyde, or alcohol. The molecular formula indicates that it has 8 carbons, 8 hydrogens, and 1 oxygen. ### Step 2: Analyze the reaction with \( Cl_2 \) and \( NaOH \) The reaction of compound A with \( Cl_2 \) and \( NaOH \) produces compound B and a white crystalline solid C. This reaction is indicative of a haloform reaction, which typically occurs with methyl ketones or secondary alcohols. ### Step 3: Determine the possible structure of compound A Since compound A is likely a methyl ketone or a secondary alcohol, we can consider the structure of acetophenone, which has the formula \( C_6H_5C(O)CH_3 \) (a benzene ring with a ketone functional group). This gives us a total of 8 carbons and 8 hydrogens. ### Step 4: Identify compound B When acetophenone reacts with \( Cl_2 \) and \( NaOH \), it undergoes the haloform reaction to produce chloroform (compound B, \( CHCl_3 \)) and a sodium salt of the corresponding carboxylic acid (compound C). ### Step 5: Analyze the reaction of compound B with \( CH_3CH_2NH_2 \) and alcoholic KOH The reaction of chloroform (B) with ethylamine (\( CH_3CH_2NH_2 \)) in the presence of alcoholic KOH leads to the formation of ethyl isocyanide, which has an unpleasant smell. This confirms that B is indeed chloroform. ### Step 6: Conclusion Based on the above analysis, we conclude that compound A is acetophenone. ### Final Answer Compound A is **Acetophenone**. ---
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