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JEE Main 2021
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Animated Solution for Chemistry - Organic Chemistry: Identify A in the given chemical reaction.

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Visualized Solution

\text{Analyzing the Reactant}

  • The given reactant is an open-chain alkane.
  • Let's identify its IUPAC name by finding the longest continuous carbon chain.

\text{Longest Carbon Chain}

  • The longest chain has carbon atoms.
  • There is a methyl group () attached at the position.
  • Therefore, the reactant is 2-methylhexane.

\text{Aromatization Reagents}

  • Reagents like , , or act as aromatizing agents.
  • They operate under high temperature () and high pressure ().

\text{Dehydrocyclization}

  • Alkanes with or more carbons undergo dehydrogenation and cyclization.
  • This process converts the aliphatic chain into a stable aromatic benzene ring.

\text{Product Formation}

  • The -carbon main chain forms the benzene ring.
  • The methyl group at the position remains attached to the ring.
  • The resulting aromatic compound is Toluene.

\text{Byproduct}

  • During the aromatization of 2-methylhexane to toluene, molecules of are released.

\text{Key Takeaways}

  • n-hexane Benzene
  • n-heptane Toluene
  • 2-methylhexane Toluene

The Sigma Insight: Hydrocarbons

Solution Diagram

Analyzing the Setup

Imagine you are looking at a long, flexible chain of carbon atoms. The molecule given to us is an open-chain alkane. Before we can predict what will happen to it, we must first identify exactly what it is.
By finding the longest continuous carbon chain, we can determine its IUPAC name. If we start numbering from the right side of the molecule as drawn, we trace a main chain consisting of exactly carbon atoms. Attached to the second carbon of this chain is a single methyl group (). Therefore, the chemical identity of our starting material is 2-methylhexane.

The Magic of Aromatization

Now, let's shift our focus to the reaction arrow. It is loaded with specific, powerful conditions: (Molybdenum(III) oxide) acting as a catalyst, a scorching temperature of , and a high pressure of .
These conditions are the classic signature of an aromatization reaction. Aromatization is a fascinating chemical transformation where aliphatic, open-chain alkanes containing six or more carbon atoms are forced to fold onto themselves. The catalyst strips away hydrogen atoms, forcing the carbon chain to close into a ring and form alternating double bonds. This process is formally known as dehydrocyclization.

The Master Equation

So, how does 2-methylhexane behave under these extreme conditions? The -carbon main chain is the perfect length to form a highly stable, six-membered aromatic ring—benzene.
As the main chain cyclizes and loses hydrogen to form the aromatic -electron cloud, the methyl group attached to the second carbon doesn't just vanish. It remains firmly bonded to the newly formed benzene ring. A benzene ring with a single methyl group attached to it is universally known as Toluene.

Final Calculation

Let's look at the stoichiometry of this transformation. Our reactant, 2-methylhexane, has the molecular formula . The product, toluene, has the formula .
To balance the equation, the reaction must release the excess hydrogen atoms as diatomic hydrogen gas.
Exactly molecules of are liberated. The major product 'A' is undeniably toluene.

Beyond the Problem

This reaction is a high-yield concept for competitive exams. It is crucial to remember the patterns: - If you start with n-hexane ( carbons), the product is Benzene. - If you start with n-heptane ( carbons), the product is Toluene. - If you start with 2-methylhexane (also carbons), the product is also Toluene.
Understanding the mechanism of dehydrocyclization allows you to predict the aromatic products of even larger alkanes, such as n-octane forming various isomers of xylene or ethylbenzene. Always count your carbons carefully!

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