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Coumarin (1) and its derivatives exhibit a broad array of
Chapter 16, Problem 16.76(choose chapter or problem)
Coumarin (1) and its derivatives exhibit a broad array of industrial applications, including, but not limited to, cosmetics, food preservatives, and fluorescent laser dyes. In the 1 H NMR spectrum of compound 2 (a coumarin derivative), the two signals farthest downfield are at 7.38 and 8.42 ppm (J. Chem. Ed. 2006, 83, 287289): 1 O O O O N O 2 3 4 (a) Identify the two protons that most likely give rise to these signals and justify your decision using resonance structures. (b) Do you expect the IR signal corresponding to the C3!C4 p bond to be a stronger signal in compound 1 or in compound 2? Explain your reasoning.
Questions & Answers
QUESTION:
Coumarin (1) and its derivatives exhibit a broad array of industrial applications, including, but not limited to, cosmetics, food preservatives, and fluorescent laser dyes. In the 1 H NMR spectrum of compound 2 (a coumarin derivative), the two signals farthest downfield are at 7.38 and 8.42 ppm (J. Chem. Ed. 2006, 83, 287289): 1 O O O O N O 2 3 4 (a) Identify the two protons that most likely give rise to these signals and justify your decision using resonance structures. (b) Do you expect the IR signal corresponding to the C3!C4 p bond to be a stronger signal in compound 1 or in compound 2? Explain your reasoning.
ANSWER:Problem 16.76 Coumarin (1) and its derivatives exhibit a broad array of industrial applications, including, but not 1limited to, cosmetics, food preservatives, and fluorescent laser dyes. In the H NMR spectrum of compound 2 (a coumarin derivative), the two signals farthest downfield are at 7.38 and 8.42 ppm (J . Chem. Ed. 2006, 83, 287289): (a) Identify the two protons that most likely give rise to these signals and justify your decision using resonance structures. (b) Do you expect the IR signal corresponding to the C3-C4 bond to be a stronger signal in compound 1 or in compound 2 Explain your reasoning. Step-by-step solution Step 1 of 7 Resonance structure: Some species possess more than one Lewis structures then resonance occurs. Then each Lewis structure is called a resonance structure, which describe the delocalized electrons within molecule. Inductive effect: This type of electronic effect is caused by the polarization of bonds within a molecule or ion. Polarization of bond takes place when there is a difference in electronegativity between two atoms of the bond.