Let's fill out the table step by step for each functional group using typical IR, \( ^1H \) NMR, and \( ^{13}C \) NMR data: --- ### 1. **C=C (Alkene)** | IR (cm⁻¹) | ¹H NMR (ppm) | ¹³C NMR (ppm) | |-----------|--------------|---------------| | 162–168 | 4.5–6.5 | 100–150 | **Explanation:** - **IR:** C=C stretch appears around 162-168 cm⁻¹. - **¹H NMR:** Alkene hydrogens resonate at 4.5–6.5 ppm. - **¹³C NMR:** Alkene carbons resonate at 100–150 ppm. --- ### 2. **C=C–H (Vinylic H)** | IR (cm⁻¹) | ¹H NMR (ppm) | ¹³C NMR (ppm) | |-----------|--------------|---------------| | ~310 | 4.5–6.5 | 100–150 | **Explanation:** - **IR:** =C–H stretch (vinylic H) appears just above 300 cm⁻¹, around 307–310 cm⁻¹. - **¹H NMR:** Same as above, 4.5–6.5 ppm for vinylic hydrogens. - **¹³C NMR:** Same as above, 100–150 ppm for alkene carbon. --- ### 3. **C≡C (Alkyne)** | IR (cm⁻¹) | ¹H NMR (ppm) | ¹³C NMR (ppm) | |-----------|--------------|---------------| | 210–226 | 1.7–3.1 | 65–90 | **Explanation:** - **IR:** C≡C stretch appears at 210–226 cm⁻¹. - **¹H NMR:** Terminal alkyne proton appears at 1.7–3.1 ppm. - **¹³C NMR:** Alkyne carbons appear at 65–90 ppm. --- ### 4. **Aromatic–H** | IR (cm⁻¹) | ¹H NMR (ppm) | ¹³C NMR (ppm) | |-----------|--------------|---------------| | ~303 | 6.5–8.5 | 110–160 | **Explanation:** - **IR:** Aromatic C–H stretch appears just above 300 cm⁻¹ (about 303 cm⁻¹). - **¹H NMR:** Aromatic protons resonate at 6.5–8.5 ppm. - **¹³C NMR:** Aromatic carbons appear at 110–160 ppm. --- ## **Final Table** | Functional group | IR (cm⁻¹) | ¹H NMR (ppm) | ¹³C NMR (ppm) | |------------------|------------|--------------|---------------| | C=C (alkene) | 162–168 | 4.5–6.5 | 100–150 | | C=C–H (vinylic) | ~310 | 4.5–6.5 | 100–150 | | C≡C (alkyne) | 210–226 | 1.7–3.1 | 65–90 | | Aromatic–H | ~303 | 6.5–8.5 | 110–160 | --- Let me know if you need further explanations for any specific group!