Problem: (R)-(3-Chloro-2-methylpropyl) methyl ether (A) on reaction with azide ion (N 3-) in aqueous ethanol gives (S)-(3-azido-2-methylpropyl) methyl ether (B). Compound A has the structure ClCH2CH(CH3)CH2OCH3. (a) Draw wedge–dashed wedge–line formulas of both A and B.  

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(R)-(3-Chloro-2-methylpropyl) methyl ether (A) on reaction with azide ion (N 3-) in aqueous ethanol gives (S)-(3-azido-2-methylpropyl) methyl ether (B). Compound A has the structure ClCH2CH(CH3)CH2OCH3(a) Draw wedge–dashed wedge–line formulas of both A and B.
 

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Our data indicates that this problem or a close variation was asked in Organic Chemistry - Solomons 10th Edition. You can also practice Organic Chemistry - Solomons 10th Edition practice problems.