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An organic compound (MF; C8H10O) exhibited the following 1H NMR special data: 62.5 (3H, s), 3.8 (314, s), 6.8 (2H, d, J 8 Hz), 7.2 (2H, d, J 8 Hz) ppm. What will be the compound among the choices?
  • a)
    4-ethylphenol
  • b)
    2-ethylphenol
  • c)
    4-methylanisole
  • d)
    4-methylbenzyl alcohol
Correct answer is option 'C'. Can you explain this answer?
Most Upvoted Answer
An organic compound (MF; C8H10O) exhibited the following 1H NMR specia...
C8H10O

3Ha → 3.8, singlet (deshielded because of –I of oxygen)
3Hb → 2.5, singlet (No such –I)
2Hc → 7.2, doublet (deshielded because of anisotropy effect of benzene as well as because of –I of oxygen)
2Hd → 6.8, doublet (deshielded because of anisotropy of benzene).
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Community Answer
An organic compound (MF; C8H10O) exhibited the following 1H NMR specia...
Key Points:
- The molecular formula of the compound is C8H10O.
- The compound exhibits four signals in the 1H NMR spectrum: 62.5 ppm (singlet, 3H), 3.8 ppm (singlet, 3H), 6.8 ppm (doublet, 2H, J = 8 Hz), and 7.2 ppm (doublet, 2H, J = 8 Hz).
- We need to identify the compound from the given options: a) 4-ethylphenol, b) 2-ethylphenol, c) 4-methylanisole, and d) 4-methylbenzyl alcohol.

Explanation:
1. The singlet at 62.5 ppm indicates the presence of three chemically equivalent protons (3H).
2. The singlet at 3.8 ppm also indicates the presence of three chemically equivalent protons (3H).
3. The two doublets at 6.8 ppm and 7.2 ppm with a coupling constant (J) of 8 Hz indicate the presence of two sets of chemically equivalent protons. Each set consists of two protons (2H).
4. From the molecular formula C8H10O, we know that there are no double bonds or rings in the compound.
5. Let's analyze each option based on the given data:

a) 4-Ethylphenol: The compound has an ethyl group (-CH2CH3) attached to the phenol ring. However, the 1H NMR spectrum of 4-ethylphenol would show a doublet for the ethyl group protons (J ≈ 7 Hz), which is not observed in the given spectrum. Therefore, option a) can be eliminated.

b) 2-Ethylphenol: Similar to 4-ethylphenol, the compound has an ethyl group (-CH2CH3) attached to the phenol ring. The 1H NMR spectrum of 2-ethylphenol would also show a doublet for the ethyl group protons (J ≈ 7 Hz), which is not observed in the given spectrum. Therefore, option b) can be eliminated.

c) 4-Methylanisole: The compound has a methoxy group (-OCH3) attached to the benzene ring. The 1H NMR spectrum of 4-methylanisole would show a singlet for the methoxy group protons (3H) around 3.8 ppm, which matches the given data. Therefore, option c) is a possible answer.

d) 4-Methylbenzyl alcohol: The compound has a hydroxy group (-OH) attached to the benzene ring. The 1H NMR spectrum of 4-methylbenzyl alcohol would show a broad singlet for the hydroxy group proton (1H) around 1-4 ppm, which is not observed in the given spectrum. Therefore, option d) can be eliminated.

Conclusion:
Based on the analysis, the compound that matches the given 1H NMR data is option c) 4-methylanisole.
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An organic compound (MF; C8H10O) exhibited the following 1H NMR special data: 62.5 (3H, s), 3.8 (314, s), 6.8 (2H, d, J 8 Hz), 7.2 (2H, d, J 8 Hz) ppm. What will be the compound among the choices?a)4-ethylphenolb)2-ethylphenolc)4-methylanisoled)4-methylbenzyl alcoholCorrect answer is option 'C'. Can you explain this answer? for Chemistry 2025 is part of Chemistry preparation. The Question and answers have been prepared according to the Chemistry exam syllabus. Information about An organic compound (MF; C8H10O) exhibited the following 1H NMR special data: 62.5 (3H, s), 3.8 (314, s), 6.8 (2H, d, J 8 Hz), 7.2 (2H, d, J 8 Hz) ppm. What will be the compound among the choices?a)4-ethylphenolb)2-ethylphenolc)4-methylanisoled)4-methylbenzyl alcoholCorrect answer is option 'C'. Can you explain this answer? covers all topics & solutions for Chemistry 2025 Exam. Find important definitions, questions, meanings, examples, exercises and tests below for An organic compound (MF; C8H10O) exhibited the following 1H NMR special data: 62.5 (3H, s), 3.8 (314, s), 6.8 (2H, d, J 8 Hz), 7.2 (2H, d, J 8 Hz) ppm. What will be the compound among the choices?a)4-ethylphenolb)2-ethylphenolc)4-methylanisoled)4-methylbenzyl alcoholCorrect answer is option 'C'. Can you explain this answer?.
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