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Question: Answered & Verified by Expert
In the Newman projection for 2,2-dimethylbutane


$X$ and $Y$ can respectively be
ChemistryGeneral Organic ChemistryJEE AdvancedJEE Advanced 2010 (Paper 1)
Options:
  • A
    $\mathrm{H}$ and $\mathrm{H}$
  • B
    $\mathrm{H}$ and $\mathrm{C}_2 \mathrm{H}_5$
  • C
    $\mathrm{C}_2 \mathrm{H}_5$ and $\mathrm{H}$
  • D
    $\mathrm{CH}_3$ and $\mathrm{CH}_3$
Solution:
1507 Upvotes Verified Answer
The correct answers are:
$\mathrm{H}$ and $\mathrm{C}_2 \mathrm{H}_5$
,
$\mathrm{CH}_3$ and $\mathrm{CH}_3$



Conformation projection along $\mathrm{C}_1-\mathrm{C}_2$
$\mathrm{C}_1$ contains all three $\mathrm{Hs}$
So, $\quad X=\mathrm{H}$


$\mathrm{C}_2$ contains two methyl and one ethyl group
So, $\quad Y=\mathrm{C}_2 \mathrm{H}_5$
Conformational projection along
$$
\mathrm{C}_2-\mathrm{C}_3
$$
$\mathrm{C}_2$ contains three methyl groups
$\left(\mathrm{C}_2\right.$ form back carbon in the given structure)
So, $\quad Y=\mathrm{CH}_3$

$\mathrm{C}_3$ contains two Hs and one methyl group
$\left(\mathrm{C}_3\right.$ form front carbon in the given structure)
So, $\quad X=\mathrm{CH}_3$
$\mathrm{C}_3$ contains two Hs and one methyl group
$\left(\mathrm{C}_3\right.$ form front carbon in the given structure)
So, $\quad X=\mathrm{CH}_3$
Isomerism (Stereochemistry)
Conceptual (Structural visualisation) III

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