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A molecule, C4H7Cl, is analysed - HSC - SSCE Chemistry - Question 14 - 2019 - Paper 1

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A molecule, C4H7Cl, is analysed. The 1H NMR spectrum of this molecule is shown. What is the structural formula of this molecule? A. CH3 | C—Cl ... show full transcript

Worked Solution & Example Answer:A molecule, C4H7Cl, is analysed - HSC - SSCE Chemistry - Question 14 - 2019 - Paper 1

Step 1

What is the structural formula of this molecule?

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Answer

To determine the structural formula based on the molecular formula C4H7Cl and the given NMR spectrum, we first analyze the indicated chemical shifts in the NMR graph. The appearance of peaks and their relative integration indicates the number of protons in different environments.

Given that the formula contains a chlorine atom, we examine the structure options:

  • Option A shows a symmetrical structure with two CH3 groups and a Cl attached to a central carbon.
  • Option B displays a linear chain with a chlorine substituent.
  • Option C provides a branched structure with a Cl on one carbon.
  • Option D illustrates a more extended carbon chain.

Upon evaluating the peak integration in the NMR, which suggests a preferred structure, the best match would be Option A, which reflects a symmetrical and balanced configuration, consistent with the molecular formula.

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