(a)
Interpretation:
The conversion of the given starting material to the indicated nitrile is to be shown.
Concept introduction:
Nitriles are considered as acid derivatives because they hydrolyze to carboxylic acids. They are made from carboxylic acids by conversion to primary amides followed by the removal of water. The reduction of nitrile by lithium aluminium hydride gives a primary
(b)
Interpretation:
The conversion of the given starting material to the indicated nitrile is to be shown.
Concept introduction:
Nitriles are considered as acid derivatives because they hydrolyze to carboxylic acids. They are made from carboxylic acids by conversion to primary amides followed by the removal of water. The reduction of nitrile by lithium aluminium hydride gives a primary amine and the reaction with that of Grignard reagent gives an imine that hydrolyzes to a ketone.
(c)
Interpretation:
The conversion of the given starting material to the indicated nitrile is to be shown.
Concept introduction:
Nitriles are considered as acid derivatives because they hydrolyze to carboxylic acids. They are made from carboxylic acids by conversion to primary amides followed by the removal of water. The reduction of nitrile by lithium aluminium hydride gives a primary amine and the reaction with that of Grignard reagent gives an imine that hydrolyzes to a ketone.
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Chapter 21 Solutions
Organic Chemistry (9th Edition)
- How you can distinguish between each of the following pairs, ethanal and propanal? H3C H. H3CH,C TH. ethanal propanal Select one: O a. Fehling's test b. Tollen's test O c. Iodoform test Od. 2,4-DNP TOSHIBA 411 41 INS & V. R T YIU FIGY HI VBYN Marrow_forwardReactions of Carboxylic Acids - Fisher esterification: Acid-catalyzed ester formation from carboxylic acid and alcohol OH H₂SO4 OH - Carboxylic acid: conversion to acyl halides: SOCI₂ RCO₂H + SOCI₂ (w/ pyridine) → RCOCI SOCI₂ CH3OH CH3COH Reactions of Amide NH₂ 1. LiAlH4 2. H₂Oarrow_forwardWrite reaction of ethylmethylamine with the following reagents: a. HNO3 b. CH3COClarrow_forward
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- 6. The reaction between aniline and nitrous acid at low temperature yields A) an N-nitroso amine B) a diazonium salt C) a nitrile D) an amine nitrite salt 7. An organic nitrogen compound, X, gives ammonia on warming with dilute aqueous sodium hydroxide, X could be A) ethanamide B) ethylamine C) phenylamine D) amino ethanoic acidarrow_forwardWrite the equation for the following reactions. Name and write the structure of the major product formed in the given reaction. a. isopentylbromide + NH3(aq) b. N,N-dimethylaniline + acetic acid c. ethyl-n-butylamine + benzyl chloride d. ethylpropylamine + benzoyl chloride e. isopentylamine + acetoyl chloridearrow_forward5. Draw the structure of following compounds: a. methyl butanoate b. propyl ethanoate c. ethyl propanoate d. ethyl 3-methylhexanoate e. butyl hexanoate f. methyl 2-hexyl-3-oxocyclopentanecarboxylatearrow_forward
- Phosgene (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_forwarda. What two amides are obtained from the reaction of acetyl chloride with an equivalent of ethylamine and an equivalent of propylamine?b. Why is only one amide obtained from the reaction of acetyl chloride with an equivalent of ethylamine and an equivalent of triethylamine?arrow_forwardChemistry What compound is produced when N-methylpropanamide is treated with LiAlH4 followed by H3O+?arrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage LearningOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning