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Organic Chemistry – Some Basic Principles and Techniques · Question 1

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

The volume of 1 M aqueous H2SO4 required to completely neutralize the ammonia evolved from 5.72 g of L in Kjeldahl's method of nitrogen estimation is mL.

Answer

10

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] NH3 (excess) [figure] (L)

Ammonolysis: Br is replaced by -NH2; L = C16H18N2O3, molar mass 350-80+16=286 g mol-1.

Moles of L = 5.72286=0.02

In Kjeldahl's method the nitro N is not converted into ammonia; only the amino N gives NH3: 0.02 mol NH3.

2NH3+H2SO4 (NH4)2SO4: H2SO4=0.01 mol =10 mL of 1 M solution

Answer: 10

JEE Advanced 2026 Paper 2

Keep practising — Organic Chemistry – Some Basic Principles and Techniques

2

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

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3

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

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
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