Concept explainers
Identify products A and B from the given
a. Treatment of
b. Treatment of acetone
Trending nowThis is a popular solution!
Chapter 14 Solutions
Organic Chemistry
Additional Science Textbook Solutions
General, Organic, and Biological Chemistry (3rd Edition)
Organic Chemistry
Organic Chemistry (8th Edition)
General, Organic, & Biological Chemistry
Inorganic Chemistry
Principles of General, Organic, Biological Chemistry
- Deduce the structure of an unknown compound using the data. C,H,O: 10 NMR: 8 9.8 (1 H, s), 8 1.1 (9 H, s)arrow_forwardReaction of aldehyde D with amino alcohol E in the presence of NaH forms F (molecular formula C11H15NO2). F absorbs at 1730 cm−1 in its IR spectrum. F also shows eight lines in its 13C NMR spectrum, and gives the following 1H NMR spectrum: 2.32 (singlet, 6 H), 3.05 (triplet, 2 H), 4.20 (triplet, 2 H), 6.97 (doublet, 2 H), 7.82 (doublet, 2 H), and 9.97 (singlet, 1 H) ppm. Propose a structure for F. We will learn about this reaction in Chapter 16.arrow_forward2. Provide the structure of E-2,5-dimethyloct-5-enoic acid. 3. a. Name the structure with the following 'H NMR spectrum. 8 (ppm) = 12.71 (1H, s), 8.04 (2H, d), 7.30 (2H, d), 2.41 (3H, s)arrow_forward
- Devise a synthesis of each analgesic compound from phenol (CeH;OH) and any other organic or inorganic reagents. CNH2 ČNH2 CH3 CH3 а. b. C. HO HO CH;CH20 salicylamide acetaminophen p-acetophenetidinarrow_forwardConsider the para-substituted aromatic ketones, NO,CeH,COCH3 (p-nitroacetophenone) and CH30OC,H,COCH3 (p-methoxyacetophenone). a. Which carbonyl compound is more stable? b. Which compound forms the higher percentage of hydrate at equilibrium? c. Which compound exhibits a carbonyl absorption at higher wavenumber in its IR spectrum? Explain your reasoning in each part.arrow_forwardCompound H (C,H,O,) gives a precipitate when treated with hydroxylamine in aqueous ethanol and a silver mirror when treated with Tollens' solution. Following is its 'H-NMR spectrum. Deduce the structure of compound H. Compound H 2H IH IH IH 7 5 Chemical shift (8) 0 ppm 10 9. 8. 3. 2.arrow_forward
- How many signals would the product of the following reaction show in a. its 1H NMR spectrum? b. its 13C NMR spectrum?arrow_forwardRank the pKa values of acetic acid, ethanol, phenol, and explain the reason in detailarrow_forwardNicotinic acid, more commonly named niacin, is one of the B vitamins. Show how nicotinic acid can be converted to (a) ethyl nicotinate and then to (b) nicotinamide.arrow_forward
- Phenacetin, a substance formerly used in over-the-counter headache remedies, has the formula C10H13NO2. Phenacetin is neutral and does not dissolve in either acid or base. When warmed with aqueous NaOH, phenacetin yields an amine, C8H11NO, whose 1H NMR spectrum is shown. When heated with HI, the amine is cleaved to an aminophenol, C6H7NO. What is the structure of phenacetin, and what are the structures of the amine and the aminophenol?arrow_forwardCancer of the prostate is the second leading cause of cancer deaths among American males, exceeded only by lung cancer. One treatment of prostate cancer is based on the fact that testosterone and androsterone (both androgens) enhance the proliferation of prostate tumors. The drug flutamide (an antiandrogen) reduces the level of androgens in target tissues and is currently used to prevent and treat prostate cancer.Propose a synthesis of flutamide from trifluoromethylbenzenearrow_forwardProvide all needed reagents and conditions for each step.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning