Join WhatsApp Icon JEE WhatsApp Group
Question 44

The structure of A in the given reaction is

image

The reaction shown is an $$\mathrm{\alpha}$$-alkylation of a methyl ketone.

The starting ketone is:

$$\mathrm{R-CO-CH_3}$$

In the presence of sodium hydroxide:

$$\mathrm{NaOH}$$

one of the acidic $$\mathrm{\alpha}$$-hydrogens is removed to form a resonance-stabilised enolate ion.

$$\mathrm{R-CO-CH_3 + OH^- \longrightarrow R-CO-CH_2^- + H_2O}$$

The enolate ion then reacts with ethyl bromide:

$$\mathrm{CH_3CH_2Br}$$

through an $$\mathrm{S_N2}$$ substitution reaction.

The negatively charged $$\mathrm{\alpha}$$-carbon attacks the ethyl group and displaces bromide ion.

$$\mathrm{R-CO-CH_2^- + CH_3CH_2Br \longrightarrow R-CO-CH_2CH_2CH_3 + Br^-}$$

Thus, the original methyl group $$\mathrm{(-CH_3)}$$ is converted into a propyl chain:

$$\mathrm{(-CH_2CH_2CH_3)}$$

attached to the carbonyl carbon.

Therefore, the correct product is:

$$\boxed{\mathrm{Structure\ C}}$$

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