**Title:** Interpreting Proton NMR Spectroscopy Data **Objective:** Draw the structure of the compound based on the given spectroscopy data. **Compound Formula:** C₆H₁₂O **Proton NMR Spectroscopy Data:** - **2.6 ppm, 1H, sextet:** - Indicates a proton with six neighboring equivalent protons. - **2.1 ppm, 3H, singlet:** - Represents three equivalent protons with no neighboring proton interactions. - **1.7 – 1.3 ppm, 2H, multiplet:** - Two protons experiencing complex splitting due to multiple different neighboring protons. - **1.1 ppm, 3H, doublet:** - Three equivalent protons split by one adjacent proton. - **0.9 ppm, 3H, triplet:** - Three equivalent protons split by two neighboring protons. **Assignment:** Using the provided NMR data, deduce and sketch the molecular structure of the compound C₆H₁₂O. Consider the integration values and splitting patterns to make accurate connections between the atoms. **Note:** Proton NMR spectroscopy helps elucidate the structure by showing how different hydrogen atoms in a molecule experience the magnetic environment differently, leading to the splitting patterns observed.

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Instruction: (a) Based on the information provided, determine the structures of compounds. (b) Assign all peaks in ¹H and 2³C NMR spectra of compounds Compound 5: 4000 100 delalalalalalalalal IR Spectrum (liquid film) 80 60 % of base peak 10 40 DEPT 13C NMR Spectrum (50.0 MHz, CDCI, solution) 3000 proton decoupled 200 ¹H NMR Spectrum (200 MHz, CDCI, solution) 4.0 9 80 M+¹ = 89 (<1%) expansion 3.0 2000 8 V (cm¹) 120 160 m/e 160 1553 7 2.0 1600 6 200 1387 120 1200 1.0 ppm Mass Spectrum 800 240 280 5 C₂H₂ NO₂ solvent 80 4 0.0 0.5 1.0 1.5 3 absorbance 200 40 UV spectrum 137.0 mg/10 mis path length: 0.2 cm solvent: ethanol 250 λ (nm) f 2 300 0 1 350 8 (ppm) TMS 0 8 (ppm)

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