Bottles containing C6H5I and C6H5CH2I lost their original labels. They are labelled as A and B. A and B were separately taken in a test tubes and boiled with NaOHsolution.Then in each test tube Dilute HNO3 and Ag NO3 was added. Substance B gave a yellow precipitate. Which one of thefollowingstatements is true for this experiment?
A
Addition of HNO3 was not necessary
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B
A was C6H5CH2I
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C
A was C6H5Cl
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D
B was C6H5I
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Solution
The correct option is B
A was C6H5CH2I
In chlorobenzene, Cl attached directly to the benzene nucleus. Therefore C-Cl bond acquires double bond character because of resonance and hence Cl in chlorobenzene will not give a yellow ppt of AgI.