Concept explainers
(a)
Interpretation: Nabumetone from ethyl acetoacetate is to be synthesized.
Concept introduction: The
(b)
Interpretation: The alkyl halide and ketone needed to prepare nabumetone are to be predicted.
Concept introduction: Carbonyl compounds on treatment with a strong base result in alkylation. The reaction is carried out in two steps: first is the removal of proton by base to generate enolate ion. The second step is the attack of nucleophillic enloate on the alkyl halide, displacing the halide and formation of alkylated product takes place via
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Organic Chemistry (6th Edition)
- What is the major difference between the base-catalyzed and acid-catalyzed processes for nucleophilic addition of water to aldehydes and ketones? a. The base-catalyzed reaction takes place rapidly because hydroxide ion is a much better nucleophile than neutral water. b. The rate of reaction in base catalyzed process is slower than acid catalyzed process. c. The acid-catalyzed reaction takes place rapidly because the protonated carbonyl compound is a much better electrophile than the neutral compound. d. Only 1 and 3 are correct.arrow_forwardWhich statement is incorrect? A Grignard reagent is a strong lewis base a. O b. Water and alcohol decompose Grignard reagents Oc. Grignard reagents add to the carbonylic carbon of a ketone or aldehyde Ether and THF are solvents not suited for Grignard reactions. d.arrow_forwardDevise a synthesis of each compound from the given starting material(s). Albuterol is a bronchodilator and proparacaine is a local anesthetic.arrow_forward
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- Instructions: Give an acceptable name for eachester. A. CH, CH2)CO,CH, B. COCHỊCH, C. CH₂CH₂CH₂CH₂COOCH₂CH₂CH₂ Instructions: Give the structure corresponding to each name. a. propyl propanoate b. butyl acetate c. ethyl hexanoate d. methyl benzoate Instructions: Give an acceptable name for each amide A. CH₂CH₂CH₂CH₂ NH₂ Instructions: Draw the structure of each amide. A. N,N-dimethylacetamidearrow_forwardWhat is the structural requirement for the iodoform reagent to react witha. an alcohol?b. a carbonyl compound?arrow_forwardPhosgene (COCl2) was used as a poison gas in World War I. What product would be formed from the reaction of phosgene with each of the following reagents? a. one equivalent of methanol b. excess methanol c. excess propylamine d. excess waterarrow_forward
- Stanozolol is an anabolic steroid that promotes muscle growth. Although stanozolol has been used by athletes and body builders, many physical and psychological problems result from prolonged use and it is banned in competitive sports. a.Explain why the nitrogen heterocycle—a pyrazole ring—is aromatic. b.In what type of orbital is the lone pair on each N atom contained? c. Draw all reasonable resonance structures for stanozolol. d.Explain why the pKa of the N—H bond in the pyrazole ring is comparable to the pKa of the O—H bond, making it considerably more acidic than amines such as CH3NH2 (pKa = 40).arrow_forwardWhat products are formed by hydrolysis of each lactone or lactam withacid?arrow_forwardWhat results when dimethylsulfide is treated wilth methyl iodide? 1) CH,I 2) NH, 3) - H B. D.arrow_forward
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