Ch. 18-3 + Flashcards

1
Q

acid chlorides and acid anhydrides react spontaneously with water to give a … and … or two molecules of …, respectively.

A

carboxylic acid; HCl; carboxylic acid

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2
Q

acid or base is needed for the hydrolysis of … and … but is not required for .. and …

A

esters; amides; acid halides; acid anhydrides

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3
Q

esters react with water in the presence of an acid catalyst to produce a … and … the mechanism is exactly the reverse of …

A

carboxylic acid; alcohol; fischer esterification

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4
Q

esters hydrolyze in base in a process called .. because it has been used to hydrolyze triglyceride ester groups in soap manufacturing. a … ion is produced along with a molecule of …

A

saponification; carboxylate; alcohol

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5
Q

amides hydrolyze in either acid or base, and in both cases, the reaction is …, not …, and requires more vigorous conditions than those required to hydrolyze even esters

A

stoichiometric; catalytic

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6
Q

nitriles hydrolyze in strong acid to give a … and … they hydrolyze in strong base to give a … and an …

A

carboxylic acid; ammonium ion; carboxylate ion; amine

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7
Q

acid chlorides react with a alcohols to give .. and … When the product ester is acid-sensitive, a base such as a … is used to … as it is formed

A

esters; HCl; tertiary amine; neutralize the HCl

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8
Q

Acid anhydrides react with alcohols to give one molecule of … and one molecule of …

A

ester; carboxylic acid

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9
Q

esters react with alcohols in an acid-catalyzed reaction called …, an equilibrium process in which one ester …. is ….

A

transesterification; -OR group; exchanged for another

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10
Q

amides are not reactive enough to react with

A

alcohols

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11
Q

acid chlorides react with two equivalents of ammonia and primary and secondary amines to form an … and one equivalent of an …

A

amide; ammonium chloride

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12
Q

acid anhydrides react with two equivalents of ammonia and primary and secondary amines to form an … and one equivalent of an …

A

amide; ammonium carboxylate salt

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13
Q

esters react slowly with ammonia and primary and secondary amines to form an … and an …

A

amide; alcohol

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14
Q

acid chlorides react with carboxylate anions to give … and a .

A

acid anhydrides; chloride salt

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15
Q

esters add two molecules fo a Grignard reagent, and following aqueous acid workup, they give an … product in which two groups bonded to the carbon bearing the … group are the …
formate esters give a …; all other esters give a …

A

alcohol; OH; same; secondary alcohol; tertiary alcohol

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16
Q

acid chlorides react with gilman reagents to give

A

ketones

17
Q

esters react with LiAlH4 followed by aqueous acid to form two

A

alcohols

18
Q

DIBALH reacts with esters at low temps to give … at higher temps it reacts all the way to give …

A

aldehydes; alcohols

19
Q

amides react with LiAlH4 to give

A

amines

20
Q

LiAlH4 reduces the cyano group of nitriles to a

A

primary amine