Elemental analysis determined an unknown compound to contain 40.0 % carbon, 6.7 % hydrogen. The unknown compound had an M+ = 60 m/z; three key IR absorbances: strong at 1710, strong below 3000, and broad from 2500 to 3500. The proton NMR showed an absorbance at 1.7 ppm (lowest whole number ratio of H =3), and an absorbance at 11.5 ppm (lowest whole number ratio of H = 1). The compound was able to turn blue litmus paper red, and neutralize a base. What is this compound? O CH3CO2H O Formaldehyde O HO C = CH2 но O CH2(OH)CHO O CH(OH)=CH(OH)

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**QUESTION 21**

Elemental analysis determined an unknown compound to contain 40.0 % carbon, 6.7 % hydrogen. The unknown compound had an M+ = 60 m/z; three key IR absorbances: strong at 1710, strong below 3000, and broad from 2500 to 3500. The proton NMR showed an absorbance at 1.7 ppm (lowest whole number ratio of H =3), and an absorbance at 11.5 ppm (lowest whole number ratio of H = 1). The compound was able to turn blue litmus paper red, and neutralize a base. What is this compound?
- ☐ CH₃CO₂H
- ☐ Formaldehyde
- ☐ HO

- ☐ CH₂(OH)CHO
- ☐ CH(OH)=CH(OH)

**Explanation**:
- **Elemental Analysis**: The compound is composed of 40.0 % carbon and 6.7 % hydrogen.
- **Mass Spectrometry**: Molecular ion peak (M+) is at 60 m/z.
- **Infrared (IR) Spectroscopy**: Key absorbances include:
  - Strong absorbance at 1710 cm⁻¹ (indicating a carbonyl group, C=O)
  - Strong absorbance below 3000 cm⁻¹ (indicative of C-H stretches)
  - Broad absorbance from 2500 to 3500 cm⁻¹ (indicative of O-H stretches)
- **Proton Nuclear Magnetic Resonance (NMR)**: 
  - Absorbance at 1.7 ppm, suggesting alkyl protons (CH₃)
  - Absorbance at 11.5 ppm, likely due to acidic proton (carboxylic OH)
- **Other Properties**: The compound turns blue litmus paper red, indicating that it is acidic, and it can neutralize a base.

The correct answer is **CH₃CO₂H** (acetic acid), as it matches the molecular formula and the spectroscopic data provided.
Transcribed Image Text:**QUESTION 21** Elemental analysis determined an unknown compound to contain 40.0 % carbon, 6.7 % hydrogen. The unknown compound had an M+ = 60 m/z; three key IR absorbances: strong at 1710, strong below 3000, and broad from 2500 to 3500. The proton NMR showed an absorbance at 1.7 ppm (lowest whole number ratio of H =3), and an absorbance at 11.5 ppm (lowest whole number ratio of H = 1). The compound was able to turn blue litmus paper red, and neutralize a base. What is this compound? - ☐ CH₃CO₂H - ☐ Formaldehyde - ☐ HO - ☐ CH₂(OH)CHO - ☐ CH(OH)=CH(OH) **Explanation**: - **Elemental Analysis**: The compound is composed of 40.0 % carbon and 6.7 % hydrogen. - **Mass Spectrometry**: Molecular ion peak (M+) is at 60 m/z. - **Infrared (IR) Spectroscopy**: Key absorbances include: - Strong absorbance at 1710 cm⁻¹ (indicating a carbonyl group, C=O) - Strong absorbance below 3000 cm⁻¹ (indicative of C-H stretches) - Broad absorbance from 2500 to 3500 cm⁻¹ (indicative of O-H stretches) - **Proton Nuclear Magnetic Resonance (NMR)**: - Absorbance at 1.7 ppm, suggesting alkyl protons (CH₃) - Absorbance at 11.5 ppm, likely due to acidic proton (carboxylic OH) - **Other Properties**: The compound turns blue litmus paper red, indicating that it is acidic, and it can neutralize a base. The correct answer is **CH₃CO₂H** (acetic acid), as it matches the molecular formula and the spectroscopic data provided.
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