Quiz
MO14 Ester hydrolysis
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Fragen in diesem Quiz (9)
1An ester is hydrolysed to give:
- AA ketone and an anime
- BA carboxylic acid and a ketone
- CA carboxylic acid and an alcohol
2Under acidic conditions it is possible for a carboxylic acid and alcohol
to form an ester.- ARichtig
- BFalsch
3What will move the equilibrium of acid catalysed ester hydrolysis to the RHS/product side? (Select all correct)
- ARemoval of products
- BRemoval of reactants
- CExcess of water
- DReduction of water
4Step one of acid-catalysed ester hydrolysis is [blank_start]protonation[blank_end] of the carbonyl oxygen, ie the lone pair of electrons on the carbonyl [blank_start]oxygen[blank_end] attacks a proton. This increases the electron withdrawing properties of oxygen, making the carbonyl carbon [blank_start]more electrophilic(δ++)[blank_end].
Step two is the nucleophilic attack by water. The lone pair of electrons on water’s oxygen is the [blank_start]nucleophile[blank_end] that attacks the carbonyl [blank_start]carbon[blank_end] of the ester.
Thirdly, proton [blank_start]transfer[blank_end] occurs that sets up the [blank_start]C-O ester[blank_end] bond to break.
Finally, [blank_start]R-OH+[blank_end] is a good leaving group, and transfer of [blank_start]electrons[blank_end] to R-OH+ is
favourable, which produces a neutral alcohol.- Aprotonation
- Boxygen
- Cmore electrophilic(δ++)
- Dless electrophilic(δ--)
- Enucleophile
- Fcarbon
- Gtransfer
- HC-O ester
- IR-OH+
- Jelectrons
5Step one of base-catalysed ester hydrolysis is attack by a [blank_start]hydroxide ion[blank_end]. The hydroxide ion (base) attacks the carbonyl [blank_start]oxygen[blank_end], and an [blank_start]alcohol[blank_end] group is added to the ester. The carbonyl oxygen becomes [blank_start]negatively[blank_end] charged.
Then, the C-O bond breaks and an [blank_start]alkoxide[blank_end] (negatively charged alcohol) is produced. However, the proton from the carboxylic acid is [blank_start]quickly[blank_end] transferred to the alcohol, to make a [blank_start]neutral[blank_end] alcohol and a [blank_start]carboxylate[blank_end].- Ahydroxide ion
- Boxygen
- Calcohol
- Dnegatively
- Epositively
- Falkoxide
- Gquickly
- Hneutral
- Icarboxylate
6Choose the incorrect statement.
- AThe rate of acid catalysed hydrolysis has been shown to be independent of pH in the approx. 4 – 7 pH range in some cases
- BIn the stomach at pH 1.5 – 3 the rate of acid-catalysed ester hydrolysis is comparatively faster.
- CGenerally from pH 8 and above the more basic the slower the rate of hydrolysis
- DThe rate of ester hydrolysis is slower at neutral pH.
7Lactones (cyclic esters) are actually often more chemically stable to ester hydrolysis than the corresponding acyclic ester.
- ARichtig
- BFalsch
8Choose the correct statement.
- ANearby steric bulk slows the chemical ester hydrolysis reaction
- BAn electron donating substituent would speed up the rate of ester hydrolysis
9Ester hydrolysis could activate a prodrug or inactive an active drug.
- ARichtig
- BFalsch
Informationen
- Beschreibung
- PHCY211 (Molecules) Quiz am MO14 Ester hydrolysis, erstellt von Mer Scott am 12/04/2018.
- Autor
- Mer Scott
- Sprache
- English
- Aufrufe
- 8
- Schlagwörter
- Bewertung
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