Brainscape's Knowledge GenomeTM

Browse over 1 million classes created by top students, professors, publishers, and experts.


See full index

Chemistry > Acylation > Flashcards

Acylation Flashcards

You may prefer our related Brainscape-certified flashcards:
Periodic Table flashcards Chemistry 101 flashcards AP® Chemistry flashcards Organic Chemistry 101 flashcards
1
Q

ethanoyl chloride

A

CH3COCl

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
2
Q

ethanoic anhydride

A

CH3C=O
O
CH3C=O

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
3
Q

why are acyl chlorides so reactive

A

electronegative oxygen and chlorine atoms attatched to the 𝛿+ carbon make the carbon susceptible to nucleophilic attack

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
4
Q

type of reaction acyl chlorides undergo

A

nucleophilic addition-elimination

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
5
Q

why are anhydrides preferred to acyl chlorides in synthesis (4)

A

cheaper
less easily hydrolysed
less violent reactions
no corrosive HCl is formed

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
6
Q

acyl chloride + water

A

carboxylic acid + HCl

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
7
Q

acyl chloride + ammonia

A

amide + HCl

(R-C(=O)NH2)

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
8
Q

acyl chloride + alcohol

A

ester + HCl

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
9
Q

acyl chloride + amine

A

N-ester amide + HCl

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
10
Q

nucleophilic addition-elimination mechanism steps
e.g. ethanoyl chloride + NH3

A

C=O > δ-​ O
: of nucleophile > δ+ C

: of O- > C-O-
H-(N)+ > (N)+
C-Cl > Cl

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
11
Q

anhydride + water

A

2 carboxylic acids

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
12
Q

anhydride + ammonia

A

amide + carboxylic acid

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
13
Q

anhydride + alcohol

A

ester + carboxylic acid

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
14
Q

anhydride + amine

A

N-ester amide + carboxylic acid

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
15
Q

amide functional group

A

R(=O)NH2

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
16
Q

salicylic acid

A

COOH
{o}/OH

17
Q

salicylic acid + ethanoic anhydride products

A

COOH
{o}/OC(=O)CH3 + CH3COOH

18
Q

aspirin synthesis order (6)

A

dissolve in min. vol. of hot solvent
hot filtration
cool and crystallise in ice
cold filtration
wash residue
dry product

19
Q

during aspirin sythesis what is filtered off during hot filtration

A

insoluble impurities

20
Q

during aspirin sythesis what is filtered off during cold filtration

A

soluble impurities

21
Q

why is a minimum volume of hot solvent used in the preparation of aspirin

A

so that a saturated solution is formed making crystalisation more likely

Chemistry (15 decks)

Brainscape helps you reach your goals faster, through stronger study habits.
© 2024 Bold Learning Solutions. Terms and Conditions