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 A C5H12O2 compound has strong infrared absorption at 3300 to 3400 cm-1 The 1H NMR spectrum has three singlets at δ 0.9 , δ 3.45 and δ3.2 ppm; relative areas 3:2:1. The 13C NMR spectrum shows three signals all at higher field than δ100 ppm. Suggest a structure for this compound.

  • a)
    1, 5-pentanediol

  • b)
    1, 3-dimethoxypropane

  • c)
    2, 2-dimethyl-1, 3-propanediol

  • d)
    2, 4-pentanediol

Correct answer is option 'C'. Can you explain this answer?
Most Upvoted Answer
A C5H12O2compound has strong infrared absorption at 3300 to 3400 cm-1T...
3300 tu 3400 per centimetre is range of either OH OR NH..OPTION DOESNT CONTAIN NH..OPTION B ELIMINATE....GIVEN 3 SINGLET PIC ..AND 3 TYPES OF PROTON AVAILABLE SO OPTIOC C IS CORRECT
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A C5H12O2compound has strong infrared absorption at 3300 to 3400 cm-1T...
Structure Identification of the Compound

Infrared Spectroscopy:
- Strong absorption at 3300-3400 cm-1 indicates the presence of O-H stretching vibration, characteristic of alcohols.

1H NMR Spectroscopy:
- Three singlets at δ 0.9, δ 3.45, and δ 3.2 ppm with relative areas 3:2:1.
- The singlet at δ 0.9 ppm corresponds to the methyl group (CH3) of the compound.
- The singlets at δ 3.45 and δ 3.2 ppm indicate the presence of two different types of protons in the compound.

13C NMR Spectroscopy:
- Three signals at higher field than δ 100 ppm suggest the presence of three different carbon environments in the compound.
- The carbon signals are consistent with the structure of a diol compound.

Conclusion:
Based on the information obtained from the spectroscopic data, the compound is most likely 2,2-dimethyl-1,3-propanediol (option c). This compound contains two methyl groups, an O-H group, and a diol functionality, which are all consistent with the spectral data provided.
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A C5H12O2compound has strong infrared absorption at 3300 to 3400 cm-1The1H NMR spectrum has three singlets at δ 0.9 , δ 3.45 and δ3.2 ppm; relative areas 3:2:1. The13C NMR spectrum shows three signals all at higher field than δ100 ppm. Suggest a structure for this compound.a)1, 5-pentanediolb)1, 3-dimethoxypropanec)2, 2-dimethyl-1, 3-propanediold)2, 4-pentanediolCorrect answer is option 'C'. Can you explain this answer?
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A C5H12O2compound has strong infrared absorption at 3300 to 3400 cm-1The1H NMR spectrum has three singlets at δ 0.9 , δ 3.45 and δ3.2 ppm; relative areas 3:2:1. The13C NMR spectrum shows three signals all at higher field than δ100 ppm. Suggest a structure for this compound.a)1, 5-pentanediolb)1, 3-dimethoxypropanec)2, 2-dimethyl-1, 3-propanediold)2, 4-pentanediolCorrect answer is option 'C'. 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 A C5H12O2compound has strong infrared absorption at 3300 to 3400 cm-1The1H NMR spectrum has three singlets at δ 0.9 , δ 3.45 and δ3.2 ppm; relative areas 3:2:1. The13C NMR spectrum shows three signals all at higher field than δ100 ppm. Suggest a structure for this compound.a)1, 5-pentanediolb)1, 3-dimethoxypropanec)2, 2-dimethyl-1, 3-propanediold)2, 4-pentanediolCorrect answer is option 'C'. Can you explain this answer? covers all topics & solutions for Chemistry 2024 Exam. Find important definitions, questions, meanings, examples, exercises and tests below for A C5H12O2compound has strong infrared absorption at 3300 to 3400 cm-1The1H NMR spectrum has three singlets at δ 0.9 , δ 3.45 and δ3.2 ppm; relative areas 3:2:1. The13C NMR spectrum shows three signals all at higher field than δ100 ppm. Suggest a structure for this compound.a)1, 5-pentanediolb)1, 3-dimethoxypropanec)2, 2-dimethyl-1, 3-propanediold)2, 4-pentanediolCorrect answer is option 'C'. Can you explain this answer?.
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