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An organic compound with the molecular formula C9H10O forms 2, 4-DNP derivative, reduces Tollens’ reagent and undergoes Cannizzaro reaction. On vigorous oxidation, it gives 1, 2-benzenedicarboxylic acid. Identify the compound.
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Describe the following:
Cannizzaro reaction
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Ortho and para nitrophenols are more acidic than phenol. Draw the resonance structures of the corresponding phenoxide ions.
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Show how will you synthesize pentan-1-ol using a suitable alkyl halide.
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Give the equation of the following reaction:
Oxidation of propan-1-ol with alkaline KMnO4 solution.
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Give the equation of the following reaction:
Dilute HNO3 with phenol.
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Give the equation of the following reaction:
Treating phenol with chloroform in the presence of aqueous NaOH.
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Write the mechanism of acid-catalysed dehydration of ethanol to yield ethene.
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Name the reagent used in the following reaction:
Oxidation of a primary alcohol to carboxylic acid.
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Name the reagent used in the following reaction:
Oxidation of a primary alcohol to aldehyde.
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Name the reagent used in the following reaction:
Benzyl alcohol to benzoic acid.
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When 3-methylbutan-2-ol is treated with HBr, the following reaction takes place:
\[\begin{array}{cc}
\phantom{.......................}\ce{Br}\\
\phantom{......................}|\\
\ce{CH3 - CH - CH - CH3 ->[HBr] CH3 - C - CH2 - CH3}\\
\phantom{.}|\phantom{......}|\phantom{......................}|\phantom{........}\\
\phantom{}\ce{CH3}\phantom{...}\ce{OH}\phantom{...................}\ce{CH3}\phantom{.....}
\end{array}\]
Give a mechanism for this reaction.
(Hint: The secondary carbocation formed in step II rearranges to a more
stable tertiary carbocation by a hydride ion shift from 3rd carbon atom.)
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Identify A, B, C, D, E, R and R1 in the following:

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How will you bring about the following conversion?
Bromomethane to propanone
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How will you bring about the following conversion?
1-Chlorobutane to n-octane
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Explain why Grignard reagents should be prepared under anhydrous conditions?
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Write the structure of the major organic product in the following reaction:
\[\ce{C6H5ONa + C2H5Cl ->}\]
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What happens when bromobenzene is treated with Mg in the presence of dry ether?
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What happens when methyl bromide is treated with sodium in the presence of dry ether?
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How the following conversion can be carried out?
2-Chlorobutane to 3, 4-dimethylhexane
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