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Question

Consider the following reaction sequence and mark the incorrect option(s):
Cyclohexene(2 mol)conc. H2SO4−−−−−−ΔA(1 mol)OsO4−−KIO4B(2 mol)dil. NaOH−−−−−ΔC(1 mol)

A
A on reductive ozonolysis gives B
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B
B and C both give a positive 2,4-DNP test
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C
Both A and C have the same degree of unsaturation
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D
B gives Tollens' test while C does not
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Solution

The correct options are
C Both A and C have the same degree of unsaturation
D B gives Tollens' test while C does not

(a) OsO4/KIO4 reagents furnish same product what reductive ozonolysis gives.

(b) Both B and C are ketones which can give 2,4-DNP test.

(c) A has 3 degrees of unsaturation while C has 4 degrees of unsaturation.

(d) Both B and C cannot give Tollen's test.

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