Question
Identify $\text\{A, B, C, D, E, R\}$ and $R^1$ in the following:

Answer



Since $D$ of $D2O$ gets attached to the carbon atom to which $MgBr$ is attached, $C$ is
$\text{CH}_3\text{CHCH}_3\\\ \ \ \ \ \ \ \ \ |\\\ \ \ \ \ \ \ \text{MgBr}\\\text{Isopropylmagnesium bromide}$
Therefore, the compound $R - Br$ is
$\text{CH}_3\text{CHCH}_3\\\ \ \ \ \ \ \ \ \ |\\\ \ \ \ \ \ \ \text{Br}\\2-\text{Bromopropane}$
$\text{CH}_3\text{CHCH}_3+\text{Mg}\xrightarrow[]{\text{dry ether}}\text{CH}_3\text{CHCH}_3\xrightarrow[]{\text{D}_2\text{O}}\text{CH}_3\text{CHCH}_3\\\ \ \ \ \ \ \ \ \ |\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ |\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ |\\\ \ \ \ \ \ \ \ \text{Br}\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{MgBr}\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{D}\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ (\text{C})$
When an alkyl halide is treated with $Na$ in the presence of ether, a hydrocarbon containing double the number of carbon atoms as present in the original halide is obtained as product. This is known as Wurtz reaction. Therefore, the halide, $R1-X,$ is
$\ \ \ \ \ \ \ \ \ \ \ \text{CH}_3\\\ \ \ \ \ \ \ \ \ \ \ \ \ |\\\text{CH}_3-\text{C}-\text{X}\\\ \ \ \ \ \ \ \ \ \ \ \ \ |\\\ \ \ \ \ \ \ \ \ \ \ \text{CH}_3\\\ \text{tert}-\text{Butylhalide}$
Therefore, compound $D$ is
$\ \ \ \ \ \ \ \ \ \ \ \text{CH}_3\\\ \ \ \ \ \ \ \ \ \ \ \ \ |\\\text{CH}_3-\text{C}-\text{MgBr}\\\ \ \ \ \ \ \ \ \ \ \ \ \ |\\\ \ \ \ \ \ \ \ \ \ \ \text{CH}_3\\\ \text{tert}-\text{Butylmagnesiumbromide}$
And, compound $E$ is
$\ \ \ \ \ \ \ \ \ \ \ \text{CH}_3\\\ \ \ \ \ \ \ \ \ \ \ \ \ |\\\text{CH}_3-\text{C}\\\ \ \ \ \ \ \ \ \ \ \ \ \ |\\\ \ \ \ \ \ \ \ \ \ \ \text{CH}_3\\2-\text{Methylpropane}$

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