3. How many signals would you expect in the 'H and 13C NMR spectrum of each molecule? H. ethyl p-anisate (licorice) hexanal diacetyl (buttered popcorn) (tutti-fruitti) 13C 1H 13C 1H 13C

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### NMR Signal Analysis

**Objective:**
Determine the number of signals expected in the \( ^1H \) and \( ^{13}C \) NMR spectra for each molecule.

---

#### Molecules and Expected Signals

1. **Hexanal (tutti-frutti aroma):**

   - **Structure:** Linear aliphatic aldehyde with six carbon atoms.
   - **\( ^1H \) NMR Signals:**
     - Consider each unique hydrogen environment along the carbon chain.
   - **\( ^{13}C \) NMR Signals:**
     - Account for each unique carbon atom environment including the aldehyde carbon.

2. **Ethyl p-anisate (licorice aroma):**

   - **Structure:** Aromatic compound with methoxy and ester groups attached to a benzene ring.
   - **\( ^1H \) NMR Signals:**
     - Analyze different proton environments within the aromatic ring, methoxy, and ethyl group.
   - **\( ^{13}C \) NMR Signals:**
     - Distinguish between carbon environments in the aromatic ring, ester group, and side chains.

3. **Diacetyl (buttered popcorn aroma):**

   - **Structure:** Di-ketone with a linear arrangement.
   - **\( ^1H \) NMR Signals:**
     - Evaluate the number of unique proton environments in the molecule.
   - **\( ^{13}C \) NMR Signals:**
     - Identify distinct carbon environments including both carbonyl carbons.

---

**Note:** In \( ^1H \) NMR, the number of signals corresponds to unique proton environments, while in \( ^{13}C \) NMR, it corresponds to unique carbon environments. Consider symmetry and equivalent groups when assessing signal count.
Transcribed Image Text:### NMR Signal Analysis **Objective:** Determine the number of signals expected in the \( ^1H \) and \( ^{13}C \) NMR spectra for each molecule. --- #### Molecules and Expected Signals 1. **Hexanal (tutti-frutti aroma):** - **Structure:** Linear aliphatic aldehyde with six carbon atoms. - **\( ^1H \) NMR Signals:** - Consider each unique hydrogen environment along the carbon chain. - **\( ^{13}C \) NMR Signals:** - Account for each unique carbon atom environment including the aldehyde carbon. 2. **Ethyl p-anisate (licorice aroma):** - **Structure:** Aromatic compound with methoxy and ester groups attached to a benzene ring. - **\( ^1H \) NMR Signals:** - Analyze different proton environments within the aromatic ring, methoxy, and ethyl group. - **\( ^{13}C \) NMR Signals:** - Distinguish between carbon environments in the aromatic ring, ester group, and side chains. 3. **Diacetyl (buttered popcorn aroma):** - **Structure:** Di-ketone with a linear arrangement. - **\( ^1H \) NMR Signals:** - Evaluate the number of unique proton environments in the molecule. - **\( ^{13}C \) NMR Signals:** - Identify distinct carbon environments including both carbonyl carbons. --- **Note:** In \( ^1H \) NMR, the number of signals corresponds to unique proton environments, while in \( ^{13}C \) NMR, it corresponds to unique carbon environments. Consider symmetry and equivalent groups when assessing signal count.
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