Join WhatsApp Icon JEE WhatsApp Group
Question 63

The correct order of basic nature on aqueous solution for the bases $$NH_3$$, $$H_2N-NH_2$$, $$CH_3CH_2NH_2$$, $$(CH_3CH_2)_2NH$$ and $$(CH_3CH_2)_3N$$ is:

We need to arrange the following bases in increasing order of basic nature in aqueous solution: $$NH_3$$, $$H_2N-NH_2$$, $$CH_3CH_2NH_2$$, $$(CH_3CH_2)_2NH$$, and $$(CH_3CH_2)_3N$$.

The basicity of amines in aqueous solution depends on two main factors:

(i) The inductive effect (+I effect) of alkyl groups, which increases electron density on nitrogen and increases basicity.

(ii) The solvation of the conjugate acid (ammonium ion) by water molecules through hydrogen bonding, which stabilises the conjugate acid and increases basicity.

Step 1: Compare $$H_2N-NH_2$$ (hydrazine) and $$NH_3$$

In hydrazine, the lone pair on one nitrogen is partially withdrawn by the adjacent electronegative $$NH_2$$ group (due to the -I effect of the $$-NH_2$$ group). This makes hydrazine a weaker base than ammonia.

So: $$H_2N-NH_2 \lt NH_3$$

Step 2: Compare alkylamines with $$NH_3$$

All ethylamines (primary, secondary, and tertiary) are more basic than $$NH_3$$ because the ethyl group donates electron density to nitrogen via the +I effect.

So: $$NH_3 \lt CH_3CH_2NH_2$$, $$(CH_3CH_2)_2NH$$, $$(CH_3CH_2)_3N$$

Step 3: Order among the ethylamines in aqueous solution

In aqueous solution, the observed basicity order among ethylamines is:

$$(CH_3CH_2)_2NH \gt CH_3CH_2NH_2 \gt (CH_3CH_2)_3N$$

This is because:

- Secondary amines like $$(CH_3CH_2)_2NH$$ have a good balance of +I effect (two alkyl groups) and solvation ability (one N-H bond available for hydrogen bonding).

- Primary amines like $$CH_3CH_2NH_2$$ have fewer alkyl groups but better solvation (two N-H bonds).

- Tertiary amines like $$(CH_3CH_2)_3N$$ have the strongest +I effect (three alkyl groups) but poor solvation of the conjugate acid due to steric hindrance and only one site for H-bonding, which reduces their basicity in water.

Step 4: Final order

Combining all comparisons, the increasing order of basic nature in aqueous solution is:

$$$H_2N-NH_2 \lt NH_3 \lt (CH_3CH_2)_3N \lt CH_3CH_2NH_2 \lt (CH_3CH_2)_2NH$$$

Hence, the correct answer is Option 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