CHM 2410Z - Organic Chemistry I Lab 1) Consider the following molecules and choose the two represented by the spectra below. Use the IR spectra to narrow the possibilities, and then use the NMR data to confirm your choice. a. 1H NMR data: 85.8 ppm (1H, pentet) 85.0 ppm (1H, triplet) 84.9 ppm (1H, triplet) 83.6 ppm (2H, triplet) 8 2.2 ppm (2H, quartet) 82.1 ppm (1H, singlet) 8 1.7 ppm (2H, pentet) b. 1H NMR data: 8 2.4 ppm (2H, triplet) 82.1 ppm (3H, singlet) 8 1.6 ppm (2H, sextet) 80.9 ppm (3H, triplet) IR spectrum: IR/NMR Postlab IR spectrum: Relative Transmittance 0.8 0.6 0.4 0.2 0.8 0.6 0.4 0.2 3000 3000 OH H. 2000 H 2000 Wavenumber (cm-1) My H Wavenumber (cm-1) 1000 1000 OH

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**CHM 2410Z – Organic Chemistry I Lab**

**IR/NMR Postlab**

1) Consider the following molecules and choose the two represented by the spectra below. Use the IR spectra to narrow the possibilities, and then use the NMR data to confirm your choice.

**Molecular Structures:**

- Various molecular structures are depicted, including carbonyls, alcohols, and cyclic compounds.

**a. 1H NMR data:**

- δ 5.8 ppm (1H, pentet)
- δ 5.0 ppm (1H, triplet)
- δ 4.9 ppm (1H, triplet)
- δ 3.6 ppm (2H, triplet)
- δ 2.2 ppm (2H, quartet)
- δ 2.1 ppm (1H, singlet)
- δ 1.7 ppm (2H, pentet)

**IR Spectrum - Graph 1:**

- The graph displays relative transmittance versus wavenumber (cm⁻¹).
- Major peaks are observed at various frequencies, indicating functional groups present in the compound. Notable peaks appear at around 3000 cm⁻¹, suggesting likely C-H or O-H stretches.

**b. 1H NMR data:**

- δ 2.4 ppm (2H, triplet)
- δ 2.1 ppm (3H, singlet)
- δ 1.6 ppm (2H, sextet)
- δ 0.9 ppm (3H, triplet)

**IR Spectrum - Graph 2:**

- The graph also features relative transmittance versus wavenumber (cm⁻¹).
- Significant absorption peaks appear, with a pronounced peak around 1700 cm⁻¹, indicative of a carbonyl group (C=O stretch).

**Instructions:**

Use the provided IR and NMR data to determine which two of the depicted molecules match the spectra, utilizing the IR spectrum to narrow down options and confirming with NMR data.
Transcribed Image Text:**CHM 2410Z – Organic Chemistry I Lab** **IR/NMR Postlab** 1) Consider the following molecules and choose the two represented by the spectra below. Use the IR spectra to narrow the possibilities, and then use the NMR data to confirm your choice. **Molecular Structures:** - Various molecular structures are depicted, including carbonyls, alcohols, and cyclic compounds. **a. 1H NMR data:** - δ 5.8 ppm (1H, pentet) - δ 5.0 ppm (1H, triplet) - δ 4.9 ppm (1H, triplet) - δ 3.6 ppm (2H, triplet) - δ 2.2 ppm (2H, quartet) - δ 2.1 ppm (1H, singlet) - δ 1.7 ppm (2H, pentet) **IR Spectrum - Graph 1:** - The graph displays relative transmittance versus wavenumber (cm⁻¹). - Major peaks are observed at various frequencies, indicating functional groups present in the compound. Notable peaks appear at around 3000 cm⁻¹, suggesting likely C-H or O-H stretches. **b. 1H NMR data:** - δ 2.4 ppm (2H, triplet) - δ 2.1 ppm (3H, singlet) - δ 1.6 ppm (2H, sextet) - δ 0.9 ppm (3H, triplet) **IR Spectrum - Graph 2:** - The graph also features relative transmittance versus wavenumber (cm⁻¹). - Significant absorption peaks appear, with a pronounced peak around 1700 cm⁻¹, indicative of a carbonyl group (C=O stretch). **Instructions:** Use the provided IR and NMR data to determine which two of the depicted molecules match the spectra, utilizing the IR spectrum to narrow down options and confirming with NMR data.
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