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All of the following molecules would exhibit two distinct singlets in a 1H-NMR spectrum except __________.
  • a)
    2,4-hexadiyne
  • b)
    1,4-dimethylbenzene
  • c)
    methyl-tert-butyl ether
  • d)
    1,2,4,5-tetramethylbenzene
Correct answer is option 'A'. Can you explain this answer?
Verified Answer
All of the following molecules would exhibit two distinct singlets in ...
  • 2,4-hexadiyne has only one 1H-NMR signal, as the two terminal methyl groups are identical and will have the same chemical shift.
  • 1,2,4,5-tetramethylbenzene has two singlets: one for the four methyl groups and one for the two aromatic protons. Likewise, 1,3,5-trimethylbenzene will have two singlets: one for the three methyl groups (nine hydrogens total) and one for the three aromatic protons, which are all identical.
  • Methyl tert-butyl ether also has two singlets, one corresponding to the tert-butyl methyl protons, and one corresponding to the methoxy protons.
  • Finally, 1,4-dimethylbenzene has two singlets, one for the methyl groups, and one for the four aromatic protons, which are all identical.
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All of the following molecules would exhibit two distinct singlets in ...
Understanding 1H-NMR Spectra
1H-NMR (Proton Nuclear Magnetic Resonance) spectroscopy is a powerful technique used to analyze the hydrogen environment in organic molecules. The number of distinct signals (singlets, doublets, etc.) in a spectrum indicates the number of different hydrogen environments.

Analyzing the Molecules
- **2,4-hexadiyne**:
- Structure: H-C≡C-C≡C-H
- This molecule has two terminal alkynes, leading to a symmetrical structure.
- Result: Exhibits **one distinct environment** for terminal protons and two different environments for the internal protons, leading to **two distinct singlets**.
- **1,4-dimethylbenzene (p-xylene)**:
- Structure: A benzene ring with two methyl groups in the para position.
- Result: The protons on the methyl groups are equivalent, leading to **two distinct singlets**.
- **Methyl-tert-butyl ether**:
- Structure: CH3-O-C(CH3)3
- The molecule has two types of environments: one for the methyl group and one for the tert-butyl protons.
- Result: Exhibits **two distinct singlets**.
- **1,2,4,5-tetramethylbenzene**:
- Structure: A benzene ring with four methyl groups positioned symmetrically.
- Result: The protons on the methyl groups are equivalent, leading to **one distinct signal**.

Conclusion
The correct answer is option **A (2,4-hexadiyne)**, which exhibits **two distinct singlets** due to its unique hydrogen environments arising from the alkyne structure. All other options result in two singlets due to the symmetry and positioning of the methyl groups in their respective structures.
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All of the following molecules would exhibit two distinct singlets in a1H-NMR spectrum except__________.a)2,4-hexadiyneb)1,4-dimethylbenzenec)methyl-tert-butyl etherd)1,2,4,5-tetramethylbenzeneCorrect answer is option 'A'. Can you explain this answer?
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All of the following molecules would exhibit two distinct singlets in a1H-NMR spectrum except__________.a)2,4-hexadiyneb)1,4-dimethylbenzenec)methyl-tert-butyl etherd)1,2,4,5-tetramethylbenzeneCorrect answer is option 'A'. Can you explain this answer? for Chemistry 2024 is part of Chemistry preparation. The Question and answers have been prepared according to the Chemistry exam syllabus. Information about All of the following molecules would exhibit two distinct singlets in a1H-NMR spectrum except__________.a)2,4-hexadiyneb)1,4-dimethylbenzenec)methyl-tert-butyl etherd)1,2,4,5-tetramethylbenzeneCorrect answer is option 'A'. Can you explain this answer? covers all topics & solutions for Chemistry 2024 Exam. Find important definitions, questions, meanings, examples, exercises and tests below for All of the following molecules would exhibit two distinct singlets in a1H-NMR spectrum except__________.a)2,4-hexadiyneb)1,4-dimethylbenzenec)methyl-tert-butyl etherd)1,2,4,5-tetramethylbenzeneCorrect answer is option 'A'. Can you explain this answer?.
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