Concept explainers
(a)
Interpretation: Products of given reactions has to be predicted.
Concept introduction: Given set of conditions gives a final product of reaction through a series of steps.
Ester reacts with a base to form an enolate ion which undergoes intramolecular reaction.
Carboxylic acid undergoes
A strong base like
Ester reacts with a base to form an enolate ion which undergoes intramolecular reaction.
Ester reacts with a base to form an enolate ion which attacks alkyl bromide to form an alkylated product. Hydrolysis and decarboxylation take place to form a product.
A strong base like
(b)
Interpretation: Products of given reactions has to be predicted.
Concept introduction: Given set of conditions gives a final product of reaction through a series of steps.
Ester reacts with a base to form an enolate ion which undergoes intramolecular reaction.
Carboxylic acid undergoes
A strong base like
Ester reacts with a base to form an enolate ion which undergoes intramolecular reaction.
Ester reacts with a base to form an enolate ion which attacks alkyl bromide to form an alkylated product. Hydrolysis and decarboxylation take place to form a product.
A strong base like
(c)
Interpretation: Products of given reactions has to be predicted.
Concept introduction: Given set of conditions gives a final product of reaction through a series of steps.
Ester reacts with a base to form an enolate ion which undergoes intramolecular reaction.
Carboxylic acid undergoes
A strong base like
Ester reacts with a base to form an enolate ion which undergoes intramolecular reaction.
Ester reacts with a base to form an enolate ion which attacks alkyl bromide to form an alkylated product. Hydrolysis and decarboxylation take place to form a product.
A strong base like
(d)
Interpretation: Products of given reactions has to be predicted.
Concept introduction: Given set of conditions gives a final product of reaction through a series of steps.
Ester reacts with a base to form an enolate ion which undergoes intramolecular reaction.
Carboxylic acid undergoes
A strong base like
Ester reacts with a base to form an enolate ion which undergoes intramolecular reaction.
Ester reacts with a base to form an enolate ion which attacks alkyl bromide to form an alkylated product. Hydrolysis and decarboxylation take place to form a product.
A strong base like
(e)
Interpretation: Products of given reactions has to be predicted.
Concept introduction: Given set of conditions gives a final product of reaction through a series of steps.
Ester reacts with a base to form an enolate ion which undergoes intramolecular reaction.
Carboxylic acid undergoes
A strong base like
Ester reacts with a base to form an enolate ion which undergoes intramolecular reaction.
Ester reacts with a base to form an enolate ion which attacks alkyl bromide to form an alkylated product. Hydrolysis and decarboxylation take place to form a product.
A strong base like
(f)
Interpretation: Products of given reactions has to be predicted.
Concept introduction: Given set of conditions gives a final product of reaction through a series of steps.
Ester reacts with a base to form an enolate ion which undergoes intramolecular reaction.
Carboxylic acid undergoes
A strong base like
Ester reacts with a base to form an enolate ion which undergoes intramolecular reaction.
Ester reacts with a base to form an enolate ion which attacks alkyl bromide to form an alkylated product. Hydrolysis and decarboxylation take place to form a product.
A strong base like
Want to see the full answer?
Check out a sample textbook solutionChapter 18 Solutions
MASTERING ORGANIC CHEMISTRY W/ETEXT >I
- Show the products from reaction of p-bromoaniline with the following reagents: (a) CH3I (excess) (b) HCl (c) HNO2, H2SO4 (d) CH3COCl (e) CH3MgBr (f) CH3CH2Cl, AlCl3 (g) Product of (c) with CuCl, HCl (h) Product of (d) with CH3CH2Cl, AlCl3arrow_forwardTreatment of an aldehyde or ketone with cyanide ion (-:C=N), followed by protonation of the tetrahedral alkoxide ion intermediate, gives a cyanohydrin. Show the structure of the cyanohydrin obtained from cyclohexanone.arrow_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
- What is the major product(s) of each of the following reactions? a. bromination of p-methylbenzoic acid b. chlorination of o-benzenedicarboxylic acid c. bromination of p-chlorobenzoic acid d. nitration of p-fluoroanisole e. nitration of p-methoxybenzaldehyde f. nitration of p-tert-butylmethylbenzenearrow_forwardDraw the products of the following reactions: a. diethyl heptanedioate: (1) sodium ethoxide; (2) HCl b. pentanoic acid + PBr3 + Br2, followed by hydrolysis c. acetone + LDA/THF: (1) slow addition of ethyl acetate; (2) HCl d. diethyl 2-ethylhexanedioate: (1) sodium ethoxide; (2) HCl e. diethyl malonate: (1) sodium ethoxide; (2) isobutyl bromide; (3) HCl, H2O + ∆ f. acetophenone + LDA/THF: (1) slow addition of diethyl carbonate; (2) HClarrow_forwardWhat is the major product of the reaction of 4-methyl-1-pentyne with the following reagents Sodium Amide followed by 1-chlorobutane Excess H2/Pd/C Aqueous H2SO4, HgSO4arrow_forward
- Draw the products formed when p-methylaniline (p-CH3C6H4NH2) is treated with each reagent.a. HClb. CH3COClc. (CH3CO)2Od. excess CH3Ie. (CH3)2C = Of. CH3COCl, AlCl3g. CH3CO2Hh. NaNO2, HCli. Part (b), then CH3COCl, AlCl3j. CH3CHO, NaBH3CNarrow_forwardThe best way to prepare 1,2-dibromopropane is to treat a.propene with Br2. b.propyne with excess HBr. c.propyne with excess HBr in the presence of peroxides. d.propyne with excess Br2.arrow_forwardDraw the products of the following reactions w given starting material 1. HCl 2. KMnO4 3. BH3 followed by H2O2 in basic medium (show keto-enol tautomerism) 4. NaNH2 followed by CH3CH2Br 5. H2O, H2SO4, HgSO4 (show keto-enol tautomerism) 6. H2/Lindlar catalyst followed by HBrarrow_forward
- EBK A SMALL SCALE APPROACH TO ORGANIC LChemistryISBN:9781305446021Author:LampmanPublisher:CENGAGE LEARNING - CONSIGNMENTOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning