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Organic Chemistry – Some Basic Principles and Techniques · Question 2

JEE Advanced 2026 Paper 2NumericalHard📈 Topic in 17% papers+4
1

In sulphur estimation by Carius method, the amount of BaSO4 formed from 3.79 g of M is g.

Answer

2.33

Solution

[figure] [anhyd. AlCl3]ClCOCH2Cl [figure]

Friedel–Crafts acylation at C-4 (ortho to one CH3, para to the other; both groups activate this position).

[figure] [heat]NaI [figure]

Finkelstein reaction: Cl is replaced by I.

[figure] sodium 3-nitrophenoxide [figure] (J)

Williamson synthesis: the phenoxide ion displaces I- (SN2).

[figure] NaBH4 [figure]

NaBH4 reduces the ketone to a 2° alcohol (the -NO2 group is not touched).

[figure] PBr3 [figure] (K)

OH is replaced by Br: K = C16H16BrNO3 =350 g mol-1 (matches the given value).

[figure] PhSNa [figure] (M)

SN2 by PhS-: M = C22H21NO3S, molar mass 350-80+109=379 g mol-1.

Moles of M = 3.79379=0.01; one S per molecule gives 0.01 mol BaSO4

Mass of BaSO4=0.01 233=2.33 g

Answer: 2.33

JEE Advanced 2026 Paper 2

Keep practising — Organic Chemistry – Some Basic Principles and Techniques

2

Consider the depicted hydrogen (H) in the hydrocarbons given below. The most acidic hydrogen (H) is

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  3. [figure]
  4. [figure]
JEE Advanced 2025 Paper 1

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