Join WhatsApp Icon JEE WhatsApp Group
Question 60

Propane molecule on chlorination under photochemical condition gives two di-chloro products, " x " and " y ". Amongst " x " and " y ", " x " is an optically active molecule. How many tri-chloro products (consider only structural isomers) will be obtained from " x " when it is further treated with chlorine under the photochemical condition?

Propane chlorination gives two dichloro products x and y, and x is optically active. Possible dichloropropane structural isomers are 1,1-dichloropropane: CHCl$$_2$$CH$$_2$$CH$$_3$$; 1,2-dichloropropane: CH$$_2$$ClCHClCH$$_3$$ (which has a chiral center at C2); 1,3-dichloropropane: ClCH$$_2$$CH$$_2$$CH$$_2$$Cl$$; and 2,2-dichloropropane: CH$$_3$$CCl$$_2$$CH$$_3$$. Only 1,2-dichloropropane is optically active, so x = CH$$_2$$ClCHClCH$$_3$$.

Further chlorination of CH$$_2$$ClCHClCH$$_3$$ can replace a hydrogen at three distinct positions. Substitution at C1 gives CHCl$$_2$$CHClCH$$_3$$ (1,1,2-trichloropropane); substitution at C2 yields CH$$_2$$ClCCl$$_2$$CH$$_3$$ (1,2,2-trichloropropane); and substitution at C3 gives CH$$_2$$ClCHClCH$$_2$$Cl (1,2,3-trichloropropane). Although C3 initially has three equivalent hydrogens, chlorination at any one of them leads to the same product.

In total, there are 3 structural trichloro isomers obtainable from x.

The correct answer is Option D: 3.

Get AI Help

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