(a)
Interpretation: The intermediates
Concept introduction: Ibuprofen is a synthetic compound which is widely used as a drug and as an analgesic and anti-inflammatory. It is synthesized from
(b)
Interpretation: The product formed by the direct alkylation of compound
Concept introduction: Ibuprofen is a synthetic compound which is widely used as a drug and as an analgesic and anti-inflammatory. It is synthesized from
Want to see the full answer?
Check out a sample textbook solutionChapter 23 Solutions
Organic Chemistry
- Treatment of 1-aminoadamantane, C10H17N, with methyl 2,4-dibromobutanoate in the presence of a nonnucleophilic base, R3N, involves two successive SN2 reactions and gives compound A. Propose a structural formula for compound A.arrow_forwardThe following transformation involves a series of four consecutive Heck reactions and the formation of the four-ring steroid nucleus (Section 26.4) as a racemic mixture. Propose structural formulas for the palladium-containing intermediates involved in this reaction.arrow_forwardThe reaction of a nitrile with an alcohol in the presence of a strong acid forms an N-substituted amide. This reaction, known as the Ritter reaction, does not work with primary alcohols. a. Propose a mechanism for the Ritter reaction. b. Why does the Ritter reaction not work with primary alcohols? c. How does the Ritter reaction differ from the acid-catalyzed hydrolysis of a nitrile to form an amide?arrow_forward
- The reaction of a nitrile with an alcohol in the presence of a strong acid forms an N-substituted amide. This reaction, known as the Ritter reaction, doesnot work with primary alcohols. a. Propose a mechanism for the Ritter reaction.b. Why does the Ritter reaction not work with primary alcohols?c. How does the Ritter reaction differ from the acid-catalyzed hydrolysis of a nitrile to form an amide?arrow_forwardSynthesis of p-Bromoaniline Why is a sodium acetate solution added in part 1? a) The sodium ion directs the position of the acetyl group. b) To protonate the intermediate and make it less soluble. c) The acetate catalyzes the formation of the amide bond. d) To deprotonate the intermediate and make it less solublearrow_forwardGive good explanation What is the name of the product when you reduce 1-hydroxy-2-hexanone with sodium borohydride (NaBH4)?arrow_forward
- Predict the product formed by treating each vicinal diol with H2SO4.arrow_forward3 What are the products of reactions of aldhydes and ketones with (I) chloroform (ii) primary amines? No reagent or reaction condition givenarrow_forwardChemistry What compound is produced when N-methylpropanamide is treated with LiAlH4 followed by H3O+?arrow_forward
- 2. What is the organic by-product in a haloform reaction? A) an ether B) a haloform C) an alcohol D) an ester E) an amidearrow_forwardwhat is the structure of o-methylphenoxide anion and what is its pKa?arrow_forward2 Draw structures to correspond with the following common and systematic names:(a) phenyl formate (b) cyclohexyl benzoate (c) cyclopentyl phenylacetate(d) N-butylacetamide (e) N,N-dimethylformamide (f) benzoic propionic anhydride(g) benzamide (h) g-hydroxyvaleronitrile (i) a-bromobutyryl chloride(j) b@butyrolactone (k) phenyl isocyanate (l) cyclobutyl ethyl carbonate(m) d@caprolactam (n) trichloroacetic anhydride (o) ethyl N-methyl carbamatearrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning