Mm.22.Subject :- Chemistry The product(s) of a heated reaction ofN,N-diethylbutanamide with hydrochloric acid would beO CH₂ CH3CH3-CH₂-CH₂-C-N-CH₂ - CH3sodium ethanoate and butylaminesodium butanoate and diethylaminebutanoic acid and diethylammonium chlorideethanoic acid and butylammonium chloride+ H₂O + HCIHeat

Answer: Given reactant is a tertiary amide which is an carboxylic acid derivative and in the given…

The product(s) of a heated reaction of O CH₂ N,N-diethylbutanamide with hydrochloric acid would be CH3 CH3 CH₂ CH₂-C-N-CH₂ - CH3 - O sodium ethanoate and butylamine O sodium butanoate and diethylamine butanoic acid and diethylammonium chloride ethanoic acid and butylammonium chloride + H₂O + HCI Heat

The product(s) of a heated reaction of O CH₂ N,N-diethylbutanamide with hydrochloric acid would be CH3 CH3 CH₂ CH₂-C-N-CH₂ - CH3 - O sodium ethanoate and butylamine O sodium butanoate and diethylamine butanoic acid and diethylammonium chloride ethanoic acid and butylammonium chloride + H₂O + HCI Heat

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter23: Carbonyl Condensation Reactions

Section23.11: Carbonyl Condensations With Enamines: The Stork Reaction

Problem 19P

See similar textbooks

Similar questions

A commonly formed side product during the Hoffman rearrangement is a urea. When butanamide is reacted with bromine in aqueous sodium hydroxide N,N-dipropylurea is obtained together with propylamine. Indicate how this product originates.
(a) Write a suitable chemical equation to complete each of the following transformations :(i) Butan-l-ol to butanoic acid(it) 4-Methylacetophenone to benzene-1, 4-dicarboxylic acid(b) An organic compound with molecular formula C9H10O forms 2, 4-DNP derivative, reduces Tollen’sreagent and undergoes Cannizzaro’s reaction. On vigorous oxidation it gives 1, 2-benzenedicarboxylic acid. Identify the compound.
Benzenesulfonyl chloride or p-toluenesulfonylchloride give N-substituted sulfonamides with primary and secondary amines. The derivative consisting of primary amines is insoluble in dilute NaOH. Is that true or false?
Suggest reasonable explanations for each of the following: A. The rate of saponification of ethyl p-nitrobenzoate is 200 times faster than that of ethyl p-methoxybenzoate. B. The rate of saponification of methyl acetate, CH3CCO2CH3 is 50 times greater than that for isopropylacetate.
Compound A has the molecular formula C14H25Br and was obtained by thereaction of sodium acetylide with 1,12-dibromododecane. On treatment ofcompound A with sodium amide, compound B (C14H24) was obtained. Ozonolysisof compound B gave the diacid HO2C(CH2)12CO2H. Catalytic hydrogenation ofcompound B over Lindlar palladium gave compound C (C14H26), andhydrogenation over platinum gave compound D (C14H28). Further, C yieldedO=CH(CH2)12CH=O on ozonolysis. Assign structures to compounds A through Dso as to be consistent with the observed transformations.
The following three derivatives of succinimide are anticonvulsants that have found use in the treatment of epilepsy, particularly petit mal seizures. Q. Show how this same synthetic strategy can be used to prepare ethosuximide and methsuximide.
Propose a mechanism for the reaction of glucosamine with acetylacetone to form product containing the pyrrole ring. Hint: The likely first step involves attack of the nucleophilic amino group of glucosamine on one of the carbonyl carbons of acetylacetone and leads to formation of an aminoalcohol. This can dehydrate to form a α,β unsaturated carbonyl compound. The alkene can then react with the aldehyde to form a ring structure.
Each of the following reactions has been carried out under conditions such that disubstitution or trisubstitution occurred. Identify the principal organic product in each case. (a) Nitration of p-chlorobenzoic acid (dinitration) (b) Bromination of aniline (tribromination) (c) Bromination of o-aminoacetophenone (dibromination) (d) Bromination of p-nitrophenol (dibromination) (e) Reaction of biphenyl with tert-butyl chloride and iron(III) chloride (dialkylation) (f) Sulfonation of phenol (disulfonation)
Treatment of pentanedioic (glutaric) anhydride with ammonia at elevated temperature leads to a compound of molecular formula C5H7NO2. What is the structure of this product? [Hint: You need to think about the reactivity not only of acid anhydrides but also of amides and carboxylic acids]
What reaction sequence will form dibenylamine from benzoic acid in high yield
(a) Give a plausible explanation for each one of the following :(i) There are two – NH2 groups in semicarbazide. However, only one such group is involved in the formation of semicarbazones.(ii) Cyclohexanone forms cyanohydrin in good yield but 2, 4, 6-trimethylcyclohexanone does not.(b) An organic compound with molecular formula C9H10O forms 2, 4, – DNP derivative, reduces Tollens’ reagent and undergoes Cannizzaro’s reaction. On vigorous oxidation it gives 1, 2-benzene-di- carboxylic acid. Identify the compound.
Give the structure of the product formed on reaction of ethyl acetoacetate with each of the following: (a) 1-Bromopentane and sodium ethoxide (b) Saponification (basic hydrolysis) and decarboxylation of the product in part (a) (c) Methyl iodide and the product in part (a) treated with sodium ethoxide (d) Saponification and decarboxylation of the product in part (c) (e) 1-Bromo-3-chloropropane and one equivalent of sodium ethoxide (f) Product in part (e) treated with a second equivalent of sodium ethoxide (g) Saponification and decarboxylation of the product in part (f) (h) Phenyl vinyl ketone and sodium ethoxide (i) Saponification and decarboxylation of the product in part (h)