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Q.

Column-I

(Reaction)

Column-II

(Reagent)

 l) RCOORRCH2OH+ROH A) CrO3+H2SO4
 II) RCH2OHRCHO B) H2/Ni(or)Pt
 III) RCH2OHRCOOH C) B2H6/H2O
 IV) RCOOHRCH2OH D) C5H5N+HCrO3Cl

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a

I-B ; II-D ; III-A; IV-C

b

I-D ; II-A ; III-B; IV-C

c

I-C ; II-A ; III-D; IV-B

d

I-B ; II-C ; III-D; IV-A

answer is B.

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Detailed Solution

 l) H2/cat and LiAlH4can reduce ester to give two moles of alcohol (one of which is always 10).

II) Controlled oxidation of 10 alcohol gives aldehyde using PCC.

III) 10 alcohol is oxidized to carboxylic acid using Jone’s reagent

IV) B2H6/H2O or LiAlH4/H2O can reduce carboxylic acid to 10 alcohol.

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