Concept explainers
Identify the structures of each compound from the given data.
a. Molecular formula
IR absorption:
(quartet,
b. Molecular formula
IR absorption:
(triplet,
c. Molecular formula
IR absorption:
d. Molecular formula
IR absorption:
(triplet,
e. Molecular formula
IR absorption:
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Organic Chemistry-Package(Custom)
- Propose a structural formula for each compound consistent with its 1H-NMR and 13C-NMR spectra. (a) C5H10O2 (b) C7H14O2 (c) C6 H12O2 (d) C7H12O4 (e) C4H7ClO2 (f) C4H6O2arrow_forwardFollowing are 1H-NMR spectra for compounds G, H, and I, each with the molecular formula C5H12O. Each is a liquid at room temperature, is slightly soluble in water, and reacts with sodium metal with the evolution of a gas. (a) Propose structural formulas of compounds G, H, and I. (b) Explain why there are four lines between 0.86 and 0.90 for compound G. (c) Explain why the 2H multiplets at 1.5 and 3.5 for compound H are so complex.arrow_forwardIdentify the carbon atoms that give rise to the signals in the 1°C NMR spectrum of each compound. a. CH;CH,CH,CH,OH; 1°C NMR: 14, 19, 35, and 62 ppm b. (CHa)2CHCHO; 1°C NMR: 16, 41, and 205 ppm c. CH2 = CHCH(OH)CH3; 1C NMR: 23, 69, 113, and 143 ppmarrow_forward
- Determine the structure of an alcohol with molecular formula C5H12O that exhibits the following signals in its 13C NMR spectra: a. Broadband decoupled: 73.8 δ, 29.1δ, and 9.5 δ b. DEPT-90: 73.8 δ c. DEPT-135: positive signals at 73.8 δ, and 9.5 δ, and negative signal at 29.1δ,arrow_forwardDetermine the structure of an alcohol with molecular formula C5H12O that exhibits the following signals in its 13C NMR spectra: a. Broadband decoupled: 73.8 δ, 29.1δ, and 9.5 δ b. DEPT-90: 73.8 δ c. DEPT-135: positive signals at 73.8 δ, and 9.5 δ, and negative signal at 29.1δ,arrow_forwardDraw the compound.arrow_forward
- Compound X (molecular formula C10H12O) was treated with NH2NH2,−OH to yield compound Y (molecular formula C10H14). Based on the 1H NMR spectra of X and Y given below, what are the structures of X and Y?arrow_forwardIdentify the carbon atoms that give rise to the signals in the 13C NMR spectrum of each compound.a. CH3CH2CH2CH2OH; 13C NMR: 14, 19, 35, and 62 ppmb. (CH3)2CHCHO; 13C NMR: 16, 41, and 205 ppmc. CH2 = CHCH(OH)CH3; 13C NMR: 23, 69, 113, and 143 ppmarrow_forwardAn unknown compound C of molecular formula C6H12O32 exhibits a strong absorption in its IR spectrum at 1718 cm−1 and the given 1H NMR spectrum. What is the structure of 1H NMR spectrum. What is the structure of C?arrow_forward
- Propose a structure for compound X (molecular formula C6H12O2), which gives a strong peak in its IR spectrum at 1740 cm−1. The 1H NMR spectrum of X shows only two singlets, including one at 3.5 ppm. The 13C NMR spectrum is given below. Propose a structure for X.arrow_forwardThree isomeric compounds, A, B, and C, all have molecular formulaC8H11N. The 1H NMR and IR spectral data of A, B, and C are given below.What are their structures?arrow_forward4. How many absorptions will the following compound have in its 1H-NMR spectrum?arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning