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Question 27.1: Identifying Types of Organic Reactions State whether each of...

Identifying Types of Organic Reactions

State whether each of the following reactions is a substitution, an addition, an elimination, or a rearrangement reaction. (In the equations below, H^+ and Pb are catalysts.)

(a)   \begin{matrix} \underset{||}{O} \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \underset{||}{O} \ \ \ \ \ \ \\ (CH_3)_2CHCONa + CH_3Br \longrightarrow (CH_3)_2 CHCOCH_3 + NaBr \end{matrix}

(c) 2  CH_3OH \xrightarrow[\Delta]{H^+} CH_3OCH_3 + H_2O

(d) \text{cyclohexanol} \xrightarrow[\Delta]{H^+} \text{cyclohexene} + \text{water}

(e) \text{2-butyne} + 2  H_2 \xrightarrow{Pb} \text{butane}

Analyze
In a substitution reaction, an atom or a group of atoms is replaced with another atom or group of atoms. In an addition reaction, atoms add across a double or triple bond, causing a reduction in bond order between two atoms. In an elimination reaction, atoms or groups of atoms that are bonded to adjacent atoms are eliminated, causing an increase in bond order between two atoms. Typically, a rearrangement reaction involves a change in constitution or stereochemical configuration.

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