Join WhatsApp Icon JEE WhatsApp Group
Question 44

The final product 'A' in the following reaction sequence

image

We need to find the final product A in the reaction sequence where butanone reacts with HCN, followed by treatment with 95% $$H_2SO_4$$ and heat.

Butanone ($$CH_3CH_2COCH_3$$) undergoes nucleophilic addition with HCN to form a cyanohydrin:

$$CH_3CH_2COCH_3 + HCN \rightarrow CH_3CH_2C(OH)(CN)CH_3$$

The product is 2-hydroxy-2-methylbutanenitrile.

Concentrated $$H_2SO_4$$ (95%) acts as both a dehydrating agent and a hydrolysis catalyst:

First, the nitrile group ($$-CN$$) is hydrolyzed to a carboxylic acid group ($$-COOH$$) in the acidic medium:

$$CH_3CH_2C(OH)(CN)CH_3 \xrightarrow{H_2SO_4} CH_3CH_2C(OH)(COOH)CH_3$$

Then, dehydration occurs — the hydroxyl group and a hydrogen from the adjacent carbon are eliminated:

$$CH_3CH_2C(OH)(COOH)CH_3 \xrightarrow{-H_2O} CH_3CH=C(CH_3)COOH$$

The final product is $$CH_3-CH=C(CH_3)-COOH$$, which is 2-methylbut-2-enoic acid (also known as tiglic acid or $$\alpha,\beta$$-unsaturated acid).

Therefore, the correct answer is Option A.

Get AI Help

Video Solution

video

Create a FREE account and get:

  • Free JEE Mains Previous Papers PDF
  • Take JEE Mains paper tests

JEE Quant Questions | JEE Quantitative Ability

JEE DILR Questions | LRDI Questions For JEE

JEE Verbal Ability Questions | VARC Questions For JEE

Free JEE Topicwise Questions

JEE Rotational MotionJEE Units & MeasurementsJEE Atomic StructureJEE GravitationJEE Periodic Table & PeriodicityJEE StatisticsJEE Inverse Trigonometric FunctionsJEE Magnetism & Magnetic MaterialsJEE Sequences & SeriesJEE MatricesJEE Alternating CurrentsJEE Carboxylic AcidsJEE Permutations & CombinationsJEE Work, Energy & PowerJEE Electromagnetic InductionJEE Electronic DevicesJEE d and f-Block ElementsJEE Chemical KineticsJEE Heat TransferJEE Three Dimensional GeometryJEE Magnetic Effects of CurrentJEE Hydrocarbons - AromaticJEE Electromagnetic WavesJEE Aldehydes & KetonesJEE Hydrocarbons - AlkanesJEE Applications of DerivativesJEE EquilibriumJEE Indefinite IntegrationJEE Chemical ThermodynamicsJEE ElectrochemistryJEE ProbabilityJEE BiomoleculesJEE Continuity & DifferentiabilityJEE Kinetic Theory of GasesJEE Vector AlgebraJEE Hydrocarbons - AlkynesJEE Differential EquationsJEE Current & ResistanceJEE Straight LinesJEE WavesJEE Redox ReactionsJEE Hydrocarbons - AlkenesJEE DeterminantsJEE SolutionsJEE Ray OpticsJEE Dual Nature of Matter & RadiationJEE Chemical Bonding & Molecular StructureJEE Complex NumbersJEE Sets, Relations & FunctionsJEE Electric Charges & FieldsJEE Laws of MotionJEE Fluid MechanicsJEE Basic Concepts in ChemistryJEE Trigonometric FunctionsJEE LimitsJEE Laws of ThermodynamicsJEE Kinematics - 2D MotionJEE p-Block Elements (Groups 13-18)JEE Simple Harmonic MotionJEE Electric Potential & CapacitanceJEE Coordination CompoundsJEE JEE 2D GeometryJEE CirclesJEE Definite IntegrationJEE EMF & Circuit AnalysisJEE Surface TensionJEE Atoms & NucleiJEE Laboratory Experiments - XIJEE Number SystemJEE Basic Principles of Organic ChemistryJEE Wave OpticsJEE Quadratic EquationsJEE Alcohols, Phenols & EthersJEE Organic Compounds with HalogensJEE DifferentiationJEE Conic SectionsJEE Nitrogen-Containing CompoundsJEE ElasticityJEE Practical Organic ChemistryJEE Kinematics - 1D MotionJEE Purification & CharacterisationJEE Binomial Theorem
Ask AI