Concept explainers
When
Want to see the full answer?
Check out a sample textbook solutionChapter 14 Solutions
Organic Chemistry
Additional Science Textbook Solutions
Chemistry
Chemistry For Changing Times (14th Edition)
General, Organic, and Biological Chemistry - 4th edition
Basic Chemistry
General, Organic, and Biological Chemistry: Structures of Life (5th Edition)
- Compound I (C11H14O2) is insoluble in water, aqueous acid, and aqueous NaHCO3, but dissolves readily in 10% Na2CO3 and 10% NaOH. When these alkaline solutions are acidified with 10% HCl, compound I is recovered unchanged. Given this information and its 1H-NMR spectrum, deduce the structure of compound I.arrow_forward3-Chlorocyclopropene, on treatment with AgBF4, gives a precipitate of AgCl and a stable solution of a product that shows a single 1H NMR absorption at 11.04 δ. What is a likely structure for the products, and what is its relation to HĂ¼ckel’s rule?arrow_forwardWhen compound A (C5H12O) is treated with HBr, it forms compound B (C5H11Br). The 1 H NMR spectrum of compound A has a 1H singlet, a 3H doublet, a 6H doublet, and two 1H multiplets. The 1 H NMR spectrum of compound B has a 6H singlet, a 3H triplet, and a 2H quartet. Identify compounds A and B.arrow_forward
- The only organic compound obtained when compound Z undergoes the following sequence of reactions gives the 1H NMR spectrum shown. Identify compound Z.arrow_forwardWhen compound A (C5H12O) is treated with HBr, it forms compound B (C5H11Br). The 1H NMR spectrum of compound A has a 1H singlet, a 3Hdoublet, a 6H doublet, and two 1H multiplets. The 1H NMR spectrum of compound B has a 6H singlet, a 3H triplet, and a 2H quartet. Identifycompounds A and B.arrow_forwardAn unknown compound A has the molecular formula C4H8O2. Based on the following 1H NMR spectrum, what is the structure of compound A?arrow_forward
- Compound A shows a molecular peak of 56 in Mass Spectrum. When compound A is treated with HBr and peroxides, it produces compound B, which shows twin molecular peaks with weights 136 and 138 in 1:1 ratio. The 'H NMR spectra of both compounds shown below. Identify the structures of A and B in the respective boxes. 2H Compound A 'H NMR of Compound A (integration is listed next to peaks) لد HBr peroxides 2H PPM 'H NMR of Compound B (integration is listed next to peaks, expansions in above) М 1H Compound B PPM 6H 6Harrow_forwardYou have a sample of a compound of molecular formula C11H15NO2, which has a benzene ring substituted by two groups, (CH3)2N− and −CO2CH2CH3, and exhibits the given 13C NMR. What disubstituted benzene isomer corresponds to these 13C data?arrow_forwardIdentify products A and B from the given 1H NMR data. Treatment of CH2=CHCOCH3 with one equivalent of HCl forms compound A. A exhibits the following absorptions in its 1H NMR spectrum: 2.2 (singlet, 3H), 3.05 (triplet, 2 H), and 3.6 (triplet, 2 H) ppm. What is the structure of A?arrow_forward
- An 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_forwardAn unknown compound reacts with ethyl chloride and aluminum trichloride to form a compound that has the following 1H NMR spectrum. What is thestructure of the compound?arrow_forwardWrite out the structure of the products and predict an NMR spectrum from each one.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning