Join WhatsApp Icon JEE WhatsApp Group
Question 55

The gas evolved on heating $$CH_3MgBr$$ in methanol is:

First, we recall a very important general fact about Grignard reagents. A Grignard reagent has the general formula $$R{-}MgX$$, where $$R$$ is an alkyl group and $$X$$ is a halogen. Because the carbon-magnesium bond is highly polar, the carbon atom behaves as a strong carbanion. Therefore, a Grignard reagent is extremely reactive toward any source of acidic hydrogen (denoted by $$H^+$$), such as water, alcohols, phenols, carboxylic acids, and even terminal alkynes.

The standard reaction that expresses this reactivity is written first in its most general form:

$$R{-}MgX \;+\; H{-}Y \;\rightarrow\; R{-}H \;+\; MgX{-}Y$$

Here, $$H{-}Y$$ is any compound supplying a proton. The key observation is that the $$R$$ group from the Grignard reagent simply abstracts (removes) the proton. As a result, the hydrocarbon $$R{-}H$$ is liberated, often as a gas if it is small and volatile, while the magnesium-containing residue $$MgX{-}Y$$ remains in solution or as a solid.

Now we apply this general idea to the specific substances given in the problem. The Grignard reagent supplied is $$CH_3MgBr$$. The proton source present is methanol, which we write as $$CH_3OH$$. Placing these into the general reaction pattern, we write:

$$CH_3MgBr \;+\; CH_3OH \;\rightarrow\; CH_3H \;+\; MgBr(OCH_3)$$

At this stage we notice that the formula $$CH_3H$$ can be simplified. Joining the carbon atom with three hydrogens from the methyl group and the single hydrogen abstracted from methanol gives the simplest alkane, methane, whose correct molecular formula is $$CH_4$$. Therefore we rewrite the equation more neatly as:

$$CH_3MgBr \;+\; CH_3OH \;\rightarrow\; CH_4 \;+\; Mg(OCH_3)Br$$

Because methane is a very small, non-polar molecule, it is a gas under ordinary laboratory conditions. Consequently, when the mixture is warmed, methane escapes as a gas.

We can underline the reasoning in words: the methyl group $$CH_3{-}$$ from the Grignard reagent accepts a proton $$H^+$$ from methanol, directly forming methane $$CH_4$$. No other gaseous hydrocarbon (such as ethane or propane) can appear, because only one carbon atom is present in the fragment leaving as the hydrocarbon.

Therefore, the gas evolved is methane, which corresponds to Option A.

Hence, the correct answer is Option A.

Get AI Help

Create a FREE account and get:

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

Free JEE Topicwise Questions

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