Organic Chemistry As a Second Language: Second Semester Topics
4th Edition
ISBN: 9781119110651
Author: David R. Klein
Publisher: WILEY
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Chapter 2.3, Problem 2.2P
For each of the following compounds, determine whether or not you would expect its IR spectrum to exhibit a signal to the left of 3000 cm–1
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Compound 1 has molecular formula C6H12. It shows three signals in the 1H-NMR spectrum, one at 0.96 ppm, one at 2.03 ppm, and one at 5.33 ppm. The relative integrals of these three signals are 3, 2, and 1, respectively.
Compound 2 has molecular formula C7H15Br. It shows two signals in the 1H-NMR spectrum, one at 1.08 ppm and one at 1.59 ppm. The relative integrals of these two signals are 3 and 2, respectively.
Propose structures for compounds 1 and 2, explaining how you reach your conclusion.
6) Complete the spectroscopy data tables for a compound with molecular formula C6H12O. Determine the structure of the compound. Any labile protons, if they exist, will not be present in this particular 1H NMR spectrum.
1Compound 1 has molecular formula C7H16. It shows three signals in the 1H-NMR spectrum, one at 0.85 ppm, one at 1.02 ppm, and one at 1.62 ppm. The relative integrals of these three signals are 6, 1, and 1, respectively.
Compound 2 has molecular formula C7H14. It shows three signals in the 1H-NMR spectrum, one at 0.98 ppm, one at 1.36 ppm, and one at 1.55 ppm. The relative integrals of these three signals are 3, 2, and 2, respectively.
Propose structures for compounds 1 and 2, explaining how you reach your conclusion.
Chapter 2 Solutions
Organic Chemistry As a Second Language: Second Semester Topics
Ch. 2.3 - For each of the following compounds, determine...Ch. 2.3 - For each of the following compounds, determine...Ch. 2.3 - For each of the following compounds, determine...Ch. 2.3 - For each of the following compounds, determine...Ch. 2.3 - The following compound has three carbonyl groups....Ch. 2.4 - Predict which of the following C=C bonds will...Ch. 2.4 - The C=C bond in the following compound produces an...Ch. 2.5 - For each IR spectrum below, identify whether it is...Ch. 2.5 - For each IR spectrum below, identify whether it is...Ch. 2.5 - For each IR spectrum below, identify whether it is...
Ch. 2.5 - For each IR spectrum below, identify whether it is...Ch. 2.5 - For each IR spectrum below, identify whether it is...Ch. 2.5 - For each IR spectrum below, determine whether it...Ch. 2.5 - For each IR spectrum below, determine whether it...Ch. 2.5 - For each IR spectrum below, determine whether it...Ch. 2.5 - For each IR spectrum below, determine whether it...Ch. 2.5 - For each IR spectrum below, determine whether it...Ch. 2.5 - For each IR spectrum below, determine whether it...Ch. 2.5 - For each IR spectrum below, determine whether it...Ch. 2.6 - Prob. 2.22P
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- 1) Complete the spectroscopy data tables for a compound with molecular formula C8H8O. Determine the structure of the compound. Any labile protons, if they exist, will not be present in this particular1H NMR spectrum.arrow_forwardWhich compound gives a signal in the 1H-NMR spectrum with a larger chemical shift, furan or cyclopentadiene? Explain.arrow_forward3. Draw a molecule with the molecular formula C6H₁0O that would have the following peak(s) in its IR spectrum. (all major non-fingerprint absorbances are listed) a. 3200-3500 cm¹ (broad) 2900-3000 cm-¹ 2200 cm¹ (weak)arrow_forward
- How many 1H-NMR signals/peaks would you expect to see for the following molecule?arrow_forwardQ1) Each of the following IR spectra is associated with one of the compounds below. Identify the compound associated with each spectrum. Justify your Answerarrow_forwardList ALL the significant peaks in the IR spectrum of each molecule below by showing which functional group should have an absorbance at which wave number. They might have more than one functional group.arrow_forward
- You are provided an unknown sample with the molecular formula C8H9NO. After running the IR, you obtain the following spectra. Draw the structure, name the compound, and explain the answerarrow_forwardA compound with molecular formula C4H6O gives the infrared spectrum shown here. Identify the compound.arrow_forwardFrom the 13C spectrum of a compound, one can assign signals to specific carbon atoms of the compound and determine the number of protons on each of those carbon atoms. Such information in conjunction with the DEPT C-13 chart will allow the appearance of the corresponding DEPT spectrum of the compound to be predicted. There are five signals (I – V) in the 13C spectrum of compound A as shown below. At the exactly same location of each of these five signals, "a peak", "no peak", or "an inverted peak" may appear in the corresponding DEPT-135 spectrum. Predict the DEPT-135 spectrum of compound A by selecting the expected signal appearance at each of these five locations in the DEPT-135 spectrum. - II II IV V in HO A 100 PPM 180 160 140 120 80 60 40 20 v At the location of signal I A. no peak v At the location of signal IIl В. а рeak v At the location of signal IIl C. an inverted peak v At the location of signal IV v A the location of signal Varrow_forward
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