முவ்ண 7604 84 3352 81 3007 12 3063 64 3040 72 300€ 68 2967 77 2925 79 2667 04 1606 4 1846 BE 1595 21 1663 A 21) An unknown compound has the chemical formula CgH8O. It's IR spectrum and ¹H NMR spectrum are shown below. Propose a structure for the unknown molecule. Calculate the modes and briefly explain why the structure fits the ¹H NMR spectrum that is provided. Degrees of Unsaturation (DU), assign any important peaks in the IR spectrum to vibrational Degrees of unsaturation (show work below): 5 DU=(218) +21-0 2 2006 3645 61 4267 1492 81 $ 1181 St 1450 25 LIED 74 1430 62 1103 1360 79 13 1079 62 1315 82 1025 50 130963 1001 74 EVENTBER 966 37 928 72 761 201 15 731 79 691 14 618 81 608 17 1180 -18-8-10 =5 2 1000 Vibrational Assignments of IR Peaks Wavenumber (cm-¹) 303355 3087-3005 2957-2857 300 Vibrational Assignment 0-H Stretch C. Stretch 2-1 Stretch C=C Name: aya :Anaya Region from 8.0-7.3 ppm Zoomed in Peak 1: 7.96 ppm. 2H Doublet 9 HR201102501NG Peak 2: 7.56 ppm 1H Triplet 7.6 756 W 8 ih TI TTT 756 / 7 Peak 3: 7.46 ppm 2H Triplet Brief rationalization for proposed structure: (explain why DU, IR, and NMR are consistent with proposed structure) 6 5 ppm 4 Peak 4: 2.61 ppm 3H Singlet 3 2 1 Proposed structure of unknown: 0

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### IR and NMR Analysis of an Unknown Compound

#### Chemical Information
- **Chemical Formula:** C<sub>8</sub>H<sub>10</sub>O

#### Degrees of Unsaturation (DU)
1. **Calculation:**
   \[
   \text{DU} = \frac{(2C + 2 + N - H - X)}{2} = \frac{(2 \times 8 + 2 - 10)}{2} = 5
   \]

#### IR Spectrum Analysis
- **IR Spectrum Graph:** A spectrum with various peaks that indicate different vibrational modes of the molecules.
- **Vibrational Assignments:**
  - **3350 cm<sup>-1</sup>:** O-H Stretch
  - **3029 - 3005 cm<sup>-1</sup>:** C-H Stretch
  - **2957 - 2871 cm<sup>-1</sup>:** C-H Stretch

#### NMR Spectrum Analysis
- **Zoomed in from 8.0 to 7.3 ppm:**
  - **Peak 1:** 7.96 ppm, appears as a doublet, integrating to 2H.
  - **Peak 2:** 7.56 ppm, appears as a triplet, integrating to 1H.
  - **Peak 3:** 7.46 ppm, appears as a triplet, integrating to 2H.
  - **Peak 4:** 2.61 ppm, appears as a singlet, integrating to 3H.

#### Proposed Structure
- The document allows space for drawing the proposed structure of the unknown compound. This area remains unfilled.

#### Brief Rationalization for Proposed Structure
- An explanation is required to relate the calculated degrees of unsaturation, IR peaks, and NMR data to the proposed structure.

The information and analysis presented here guide the understanding of spectral data and structural proposal for an unknown molecule utilizing IR and NMR techniques.
Transcribed Image Text:### IR and NMR Analysis of an Unknown Compound #### Chemical Information - **Chemical Formula:** C<sub>8</sub>H<sub>10</sub>O #### Degrees of Unsaturation (DU) 1. **Calculation:** \[ \text{DU} = \frac{(2C + 2 + N - H - X)}{2} = \frac{(2 \times 8 + 2 - 10)}{2} = 5 \] #### IR Spectrum Analysis - **IR Spectrum Graph:** A spectrum with various peaks that indicate different vibrational modes of the molecules. - **Vibrational Assignments:** - **3350 cm<sup>-1</sup>:** O-H Stretch - **3029 - 3005 cm<sup>-1</sup>:** C-H Stretch - **2957 - 2871 cm<sup>-1</sup>:** C-H Stretch #### NMR Spectrum Analysis - **Zoomed in from 8.0 to 7.3 ppm:** - **Peak 1:** 7.96 ppm, appears as a doublet, integrating to 2H. - **Peak 2:** 7.56 ppm, appears as a triplet, integrating to 1H. - **Peak 3:** 7.46 ppm, appears as a triplet, integrating to 2H. - **Peak 4:** 2.61 ppm, appears as a singlet, integrating to 3H. #### Proposed Structure - The document allows space for drawing the proposed structure of the unknown compound. This area remains unfilled. #### Brief Rationalization for Proposed Structure - An explanation is required to relate the calculated degrees of unsaturation, IR peaks, and NMR data to the proposed structure. The information and analysis presented here guide the understanding of spectral data and structural proposal for an unknown molecule utilizing IR and NMR techniques.
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