Questions: Draw the structure of the neutral amine of Benedryl. Be sure to draw nonbonding electron pairs where applicable.

Draw the structure of the neutral amine of Benedryl. Be sure to draw nonbonding electron pairs where applicable.
Transcript text: Draw the structure of the neutral amine of Benedryl. Be sure to draw nonbonding electron pairs where applicable.
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Solution

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Solution Steps

Step 1: Identify the Chemical Structure of Benadryl

Benadryl is a brand name for the drug diphenhydramine, which is an antihistamine. The chemical structure of diphenhydramine is important to understand before drawing it. Diphenhydramine is a neutral amine with the chemical formula \( \text{C}_{17}\text{H}_{21}\text{NO} \).

Step 2: Understand the Structure of Diphenhydramine

Diphenhydramine consists of two phenyl groups (benzene rings) attached to a central carbon, which is also connected to an ether group (\(-\text{O}-\)) and an amine group (\(-\text{N}(\text{CH}_3)_2\)). The structure can be broken down as follows:

  • Two phenyl groups (\( \text{C}_6\text{H}_5 \))
  • An ether linkage (\(-\text{O}-\))
  • A dimethylamino group (\(-\text{N}(\text{CH}_3)_2\))
Step 3: Draw the Structure
  1. Draw the Phenyl Groups: Start by drawing two benzene rings, which are hexagonal structures with alternating double bonds.
  2. Connect the Phenyl Groups: Attach both phenyl groups to a central carbon atom.
  3. Add the Ether Linkage: Connect an oxygen atom to the central carbon, and then attach a methyl group (\(-\text{CH}_3\)) to the oxygen.
  4. Add the Amine Group: Attach a nitrogen atom to the central carbon, and then add two methyl groups (\(-\text{CH}_3\)) to the nitrogen.
Step 4: Include Nonbonding Electron Pairs
  • Oxygen Atom: Add two pairs of nonbonding electrons to the oxygen atom.
  • Nitrogen Atom: Add one pair of nonbonding electrons to the nitrogen atom.

Final Answer

The structure of the neutral amine of Benadryl (diphenhydramine) is as follows:

\[ \begin{array}{c} \text{C}_6\text{H}_5-\text{CH}(\text{OCH}_3)-\text{CH}_2-\text{N}(\text{CH}_3)_2 \\ \end{array} \]

  • The phenyl groups are represented as \( \text{C}_6\text{H}_5 \).
  • The ether linkage is represented as \(\text{OCH}_3\).
  • The amine group is represented as \(\text{N}(\text{CH}_3)_2\).

\(\boxed{\text{Structure of Diphenhydramine with Nonbonding Electrons Included}}\)

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