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Two students are given a homework assignment that involves analysing a set of spectra and identifying an unknown compound - VCE - SSCE Chemistry - Question 7 - 2021 - Paper 1

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Two students are given a homework assignment that involves analysing a set of spectra and identifying an unknown compound. The unknown compound is one of the molecul... show full transcript

Worked Solution & Example Answer:Two students are given a homework assignment that involves analysing a set of spectra and identifying an unknown compound - VCE - SSCE Chemistry - Question 7 - 2021 - Paper 1

Step 1

Eliminate options based on functional groups

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Answer

Start by analysing the functional groups present in each compound based on their structure.

  • Compound P: Has no -OH group, eliminated due to lack of IR absorbance at 3500 cm⁻¹.
  • Compound Q: Contains a carboxylic acid group, but shows no broad -OH absorption.
  • Compound R: Contains -OH but lacks clear evidence of carboxylic acid.
  • Compound S: Has no -OH group, eliminated for the same reason as Compound P.
  • Compound T: Contains a -OH group but needs further analysis against NMR data.

Step 2

Analyze the 13C NMR spectrum

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Answer

Examine the peaks in the 13C NMR spectrum. The significant features include:

  1. Any clear strong peaks can indicate the presence of certain functional groups.
  2. Lack of a peak in the region for a carboxylic acid would support the elimination of options like Compound Q.
  3. Consider the shift values associated with each peak to decipher the molecular environment around each carbon.

Step 3

Identify the correct compound

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Answer

Based on both the functional group analysis and NMR spectrum, Compound T is chosen. It shows the appropriate peaks correlating with the presence of an -OH group and consistent with the observed spectrum, suggesting it matches the unknown compound.

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