3.9 carboxylic acids part 2 Flashcards

1
Q

what Is acylation

A

the process by which the acyl group is introduced to another molecule

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2
Q

what is the acyl group

A

-COR

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3
Q

what are compounds which have the acyl group as part of their structure called

A

acid derivatives

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4
Q

general formula acyl chlorides

A

CnH2n-1O

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5
Q

two important acid derivatives

A

acyl chlorides

acid anhydrides

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6
Q

which bond of the acid derivative is planar

A

carbonyl bond- C=O

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7
Q

are carboxylic acids or acid derivatives more reactive

A

acid derivatives- they react with nucleophiles

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8
Q

nucleophile

A

electron pair donor

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9
Q

nucleophiles that react with acid derivatives

A

H2O, ROH, NH3 and R-NH2

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10
Q

what are acyl chlorides hydrolysed in water to form

A

carboxylic acids

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11
Q

reagent for reaction of acyl chloride with water

A

water and acyl chloride

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12
Q

general equation acyl chloride + water

A

RCOCl + H2O > RCOOH + HCl (white fumes)

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13
Q

name of mechanism for all acylation reactions

A

nucleophilic addition-elimination

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14
Q

what do acyl chlorides react with ammonia to form

A

amides

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15
Q

reagent for acylation with ammonia

A

NH3 (excess)

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16
Q

general equation acylation with ammonia

A

RCOCl + NH3 > RCONH2 + HCl

17
Q

what do acyl chlorides react with alcohols to form

A

esters

18
Q

reagent acylation with alcohol

A

R1OH RCOCl

19
Q

general equation acylation with alcohol

A

RCOCl+ R1OH > RCOOR1 + HCl

20
Q

what do acyl chlorides react with primary amines to form

A

amides

21
Q

reagent acylation with primary amines

A

R-NH2 (excess)

22
Q

general equation acylation with primary amines

A

RCOCl + R1-NH2 > RCONHR1 + HCl

23
Q

what is an N substituted amide

A

one of the hydrogens on the nitrogen has been substituted for a methyl group (acylation)

24
Q

what do acid anhydrides undergo similar reactions to

A

acyl chlorides

25
Q

what are acid anhydrides hydrolysed in water to form

A

carboxylic acids

26
Q

general equation acid anhydride + water

A

RCOOCOR + H2O > RCOOH + RCOOH

27
Q

acid anhydride + water produces

A

2 carboxylic acids

28
Q

what do acid anhydrides react with ammonia to form

A

amides

29
Q

general equation acid anhydrides + ammonia

A

RCOOCOR +NH3 > RCONH2 + RCOOH

30
Q

acid anhydride and ammonia produces

A

amide and carboxylic acid

31
Q

what do acid anhydrides react with alcohols to form

A

esters

32
Q

general equation acid anhydride + alcohol

A

RCOOCOR + R1OH > RCOOR1 + RCOOH

33
Q

acid anhydride and alcohol produces

A

ester and carboxylic acid

34
Q

what do acid anhydrides react with primary amines to form

A

amides

35
Q

general equation primary amines + acid anhydride

A

RCOOCOR + R1NH2 > RCONR1H + RCOOH