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Chapter 14 Solutions
Organic Chemistry
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- A ¹H NMR spectrum is shown for a molecule with the molecular formula of C9H10O2. Draw the structure that best fits this data. 1H 11 10 9 8 SH 7 4 214 21 1 pom Qarrow_forwardAnalyze the 1H AND 13C NMR spectrum of C8H9NO given below and draw the structure of the compound.arrow_forwardDistinguish between them through H-NMR ? Fe Fe 3arrow_forward
- The H1H1 NMR spectra corresponds to an alcohol with the molecular formula C5H12O. Deduce the structure from the spectraarrow_forwardCompound CsH12 gives the following H-NMR. Draw the structure of the compound. Draw a box around the structure you want graded. 5.00 1.00 6.04 70 6.5 6.0 4.0 3.5 3.0 25 20 1.5 A student was adding bromine across the double bond of 2-butene to make 2,3-dibromobutane. After taking the NMR, the student discovered they didn't get the product expected. Based on the NMR, what product did they obtain? Draw a box around your answer. 1.00 2.01 |2.00 3.00arrow_forwardThe 1H-NMR spectrum of compound B,C7H14O , consists of the following signals: δ 0.9 (t, 6H), 1.6 (sextet, 4H), and 2.4 (t, 4H). Draw the structural formula of compound B.arrow_forward
- 16-17 Propylamine (bp 48°C), ethylmethylamine (bp 37°C), and trimethylamine (bp 3°C) are constitutional isomers with the molecular formula C3HgN. Account for the fact that trimethylamine has the lowest boiling point of the three and propylamine has the highest.arrow_forwardAssume that you have a compound with the formula C4H8O. a) How many double bonds and/or rings does your compound contain? b) If your compound shows an infrared absorption peak at 1715 cm-1, what functional group does it have? c) If your compound shows a single 1H NMR absorption peak at 2.1 δ, what is its structure?arrow_forwardPredict the ¹H NMR spectrum of diethoxymethane.arrow_forward
- Compound 2 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. Provide structure for compound 2, explain how you reached your conclusion.arrow_forwardIn Section 15.5c, we learned that the frequency of the C=0 stretch for an amide is lower than it is for a ketone, suggesting that the C=0 bond is weaker in an amide. This weakening of the C=0 bond can be explained by the significant contribution from one of its resonance structures toward the resonance hybrid. Draw that resonance structure for N,N-dimethylacetamide [CH3CON(CH3)2] and explain how it accounts for the weakening of the C=0 bond.arrow_forward+ 11 10 1H 9 A ¹H NMR spectrum is shown for a molecule with the molecular formula of C8H8O2. Draw the structure that best fits this data. 1H 1H 1H 1H ill 8 6 5 A 3H + 3 + 2 1 ppmarrow_forward
- Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning
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