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Interpretation:
A structure for the alcohol, C8H10O, with the following 1HNMR data is to be proposed.
1HNMR: 2.32 δ (Rel.area: 3.00), 2.43 δ (Rel. area: 1.00), 4.50 δ (Rel. area: 2.00), 7.10 δ (Rel. area: 2.00), 7.17 δ (Rel. area: 2.00).
Concept introduction:
In 1HNMR spectrum,
To give:
A structure for the alcohol, C8H10O, with the following 1HNMR data.
1HNMR: 2.32 δ (Rel area: 3.00), 2.43 δ (Rel. area: 1.00), 4.50 δ (Rel. area: 2.00), 7.10 δ (Rel. area : 2.00), 7.17 δ (Rel. area: 2.00).
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Chapter 17 Solutions
Organic Chemistry
- The following 1H NMR peaks were recorded on a spectrometer operating at 200 MHz. Convert each into δ units. (a) CHCl3; 1454 Hz (b) CH3Cl; 610 Hz (c) CH3OH; 693 Hz (d) CH2Cl2; 1060 Hzarrow_forwardHO 4. (a) How many different signals would you expect in the 1HNMR of this product? (b) How many different signals would you expect in the 13 CNMR of this product?arrow_forwardThe mass spectrum of n-octane shows a prominent molecular ion peak (m>z 114). There is also a large peak at m>z 57,but it is not the base peak. The mass spectrum of 3,4-dimethylhexane shows a smaller molecular ion, and the peak atmass 57 is the base peak. Explain these trends in abundance of the molecular ions and the ions at mass 57, and predict theintensities of the peaks at masses 57 and 114 in the spectrum of 2,2,3,3-tetramethylbutane.1arrow_forward
- The 13C NMR spectrum of fluoroethanoic acid shows a multiplet centred at δ = 79. When the same spectrum is recorded using proton decoupling, the multiplet collapses to a doublet with a splitting of 160 Hz. Another multiplet, but with much smaller splittings, is also seen centred at δ =179; this multiplet collapses to a doublet when decoupling is used. Explain these observations.arrow_forward-·|· 4.0 Match the peaks in this spectrum with hydrogens on the structure below. A) I: 0.91 ppm II: 3.29 ppm III: 1.52 ppm IV: 3.23 ppm H3C | 3.0 || H₂ CH3 CH CH3 III IV 2.0 ppm 1.0 B) I: 0.91 ppm II: 3.29 ppm III: 3.23 ppm IV: 1.52 ppm C) 1: 3.23 ppm II: 3.29 ppm +arrow_forward. Deduce the structure of an unknown compound with the molecular formula of C5H₁2O using the information given by its infrared spectrum. ANSWER A) НО. B) D) Intensity Frequency (peak): (cm): 3300 m EEEEE m m m m m 2900 2800 1465 1450 1375arrow_forward
- The 13C NMR spectrum of ethanoic acid (acetic acid) shows a quartet centred at δ = 21 with a splitting of 130 Hz. When the same spectrum is recorded using proton decoupling, the multiplet collapses to a single line. Another quartet, but with a much smaller spacing, is also seen centred at δ =178; this quartet collapses when decoupling is used. Explain these observations.arrow_forwardWhich of the following compound is consistent with the following ¹3CNMR spectrum? To preview the image click here JOH OH A O A B 80 D 70 60 OH B 50 40 PPM 30 хон с 20 10 D OH 0arrow_forwardThe IR spectra of nonane (C,H20) and 1-hexanol (C,H13OH) are shown below. Assign each spectrum to the correct compound and identify the frequencies and the functional groups used to support your assignment. λ (μη) 6 7 8 9 10 11 12 1314 15 2.5 100 3 5 20 4 90 80 70 60 50 40 30 20 10 4000 3600 3200 2800 2400 2000 1800 1600 1400 1200 1000 800 600 400 Frequency (cm¬') A (µm) 2.5 100 8 9 10 11 12 13 14 15 3 4 5 7 20 90 80 70 60 50 40 30 20 10 4000 3600 3200 2800 2400 2000 1800 1600 1400 1200 1000 800 600 400 Frequency (cm¬!) (%) Transmission (%) Transmissionarrow_forward
- Why is this the correct spectra for these molecules. Identify a specific absorption band which identifies each characteristic functional group of the molecule chosen.arrow_forwardA'H NMR spectrum is shown for a molecule with the molecular formula of CeH9Br. Draw the structure that best fits this data.arrow_forwardPredict the appearance of the 'H NMR spectrum of the following molecule: H3C-CHB12arrow_forward
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