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Which of the following compounds produces TWO doublets in the $^1H$ NMR spectrum? A - HSC - SSCE Chemistry - Question 19 - 2024 - Paper 1

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Which of the following compounds produces TWO doublets in the $^1H$ NMR spectrum? A. H3C H O || H3C - C - CH3 | Cl Cl C. Cl - CH ... show full transcript

Worked Solution & Example Answer:Which of the following compounds produces TWO doublets in the $^1H$ NMR spectrum? A - HSC - SSCE Chemistry - Question 19 - 2024 - Paper 1

Step 1

Determine the structure of each compound

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Answer

Analyze each structure to identify the number of unique hydrogen environments, which will indicate potential split patterns in NMR.

Step 2

Analyze compound A

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Answer

Compound A has the structure where the carbon atom is attached to an OH group and two chlorine atoms. It results in two doublets due to the unique environments of hydrogen on adjacent carbon atoms.

Step 3

Analyze compound B

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Answer

Compound B shows a symmetrical arrangement that does not create unique environments for two sets of protons; thus, it will not lead to two doublets.

Step 4

Analyze compound C

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Answer

Compound C features two similar groups of protons but the presence of chlorine does not create the required splitting; hence it does not produce two doublets.

Step 5

Analyze compound D

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Answer

Compound D contains identical hydrogen environments on adjacent groups, leading to three peaks rather than two doublets.

Step 6

Conclusion

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Answer

Through this analysis, compound A is confirmed to produce two doublets in the 1H^1H NMR spectrum.

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