Join WhatsApp Icon JEE WhatsApp Group
Question 63

Shown below is the structure of methyl acetate with three different $$\alpha$$, $$\beta$$ and $$\gamma$$ carbon-oxygen bonds.

image

The correct order of bond lengths of these bonds is :

In methyl acetate ((CH_3COOCH_3)), the (\alpha) bond represents the carbonyl ((C=O)) bond, the (\beta) bond represents the (C-O) bond between the carbonyl carbon and the alkoxy oxygen, and the (\gamma) bond represents the (O-CH_3) bond.

The (\alpha) bond is a formal double bond with bond order approximately equal to (2). Therefore, it is the shortest carbon-oxygen bond in the molecule.

The (\beta) bond is formally a single bond, but due to resonance in the ester group,

$$CH_3-C(=O)-O-CH_3 \leftrightarrow CH_3-C(-O^-)=O^+-CH_3,$$

it acquires partial double bond character. Hence, its bond order lies between (1) and (2), making it shorter than a normal single bond but longer than a double bond.

The (\gamma) bond is a normal (C-O) single bond in the alkoxy group and does not participate significantly in resonance. Therefore, it has the lowest bond order and the greatest bond length.

Thus, the increasing order of bond lengths is

$$\alpha<\beta<\gamma.$$

Hence, the correct answer is (\alpha<\beta<\gamma).

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