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Determine Primary Carbon Atoms in Alkane Y

An alkane (Y)(\text{Y}) requires 8 moles8\text{ moles} of oxygen for complete combustion and on chlorination with Cl2/hν\text{Cl}_2/h\nu, (Y)(\text{Y}) gives only one monochlorinated product (Z)(\text{Z}). The total number of primary carbon atoms in (Y)(\text{Y}) is _____.

Official Numerical Answer4

Topics & Concepts

Step-by-Step Solution

To determine the total number of primary carbon atoms in alkane Y\text{Y}, we can break down the problem into the following logical steps:

Step 1: Determine the molecular formula of alkane Y\text{Y}

The general chemical equation for the complete combustion of one mole of an alkane with formula CnH2n+2\text{C}_n\text{H}_{2n+2} is given by:

CnH2n+2+(3n+12)O2nCO2+(n+1)H2O\text{C}_n\text{H}_{2n+2} + \left( \frac{3n + 1}{2} \right) \text{O}_2 \longrightarrow n\text{CO}_2 + (n + 1)\text{H}_2\text{O}

Given that 1 mole1\text{ mole} of alkane Y\text{Y} requires 8 moles8\text{ moles} of oxygen (O2\text{O}_2) for complete combustion:

3n+12=8\frac{3n + 1}{2} = 8

Solving for nn:

3n+1=163n + 1 = 16 3n=15    n=53n = 15 \implies n = 5

Therefore, the molecular formula of alkane Y\text{Y} is C5H12\text{C}_5\text{H}_{12} (pentane).


Step 2: Identify the correct isomer of C5H12\text{C}_5\text{H}_{12}

The alkane C5H12\text{C}_5\text{H}_{12} has three structural isomers:

  1. nn-pentane (CH3CH2CH2CH2CH3\text{CH}_3\text{CH}_2\text{CH}_2\text{CH}_2\text{CH}_3) – yields 33 monochlorinated isomers.
  2. Isopentane (CH3CH(CH3)CH2CH3\text{CH}_3\text{CH}(\text{CH}_3)\text{CH}_2\text{CH}_3) – yields 44 monochlorinated isomers.
  3. Neopentane (C(CH3)4\text{C}(\text{CH}_3)_4) – yields only 11 monochlorinated product because all 1212 hydrogen atoms are chemically equivalent.

Since chlorination of Y\text{Y} yields only one monochlorinated product (Z)(\text{Z}), alkane Y\text{Y} must be neopentane (2,2-dimethylpropane).


Step 3: Count the primary carbon atoms in neopentane

The structural formula of neopentane is:

CH3H3CCCH3CH3\begin{array}{c} \text{CH}_3 \\ | \\ \text{H}_3\text{C}-\text{C}-\text{CH}_3 \\ | \\ \text{CH}_3 \end{array}
  • The central carbon atom is attached to four other carbon atoms, so it is a quaternary (44^\circ) carbon.
  • The four methyl (CH3-\text{CH}_3) carbon atoms are each attached to only one other carbon atom, making them primary (11^\circ) carbons.

Thus, the total number of primary carbon atoms in alkane Y\text{Y} is 4.

Determine Primary Carbon Atoms in Alkane Y | Chemistry PYQ Solution - JEE Challenger