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Worksheets3.3.8 Aldehydes and ketones (A-level only)
Total questions: 26
Worksheet time: 13mins
How many structural isomers with the molecular formula C5H10O react with Tollens’ reagent?
3
4
5
6
Which pair of compounds does not form a racemic mixture when the compounds react?
Which alcohol could not be produced by the reduction of an aldehyde or a ketone?
2,2-dimethylpropan-1-ol
2-methylbutan-2-ol
3-methylbutan-2-ol
pentan-3-ol
Which compound forms a racemic mixture when reacted with KCN followed by dilute acid?
HCHO
CH3CHO
CH3COCH3
(CH3CH2)2CO
Which alcohol could not be produced by the reduction of an aldehyde or a ketone?
2-methylbutan-1-ol
2-methylbutan-2-ol
3-methylbutan-1-ol
3-methylbutan-2-ol
Which one of the following reactions will produce an organic compound that has optical isomers?
dehydration of butan-2-ol by heating with concentrated sulphuric acid
reduction of pentan-3-one by warming with NaBH4
addition of Br2 to 3-bromopropene
reduction of 2,3-dimethylpent-2-ene with H2 in the presence of a nickel catalyst
In which one of the following mixtures does a redox reaction occur?
ethanal and Tollens’ reagent
ethanoyl chloride and ethanol
ethanal and hydrogen cyanide
ethanoic acid and sodium hydroxide
Propanone can be reduced to form an alcohol. A functional group isomer of the alcohol formed is
CH3CH2CH2OH
CH3CH2CHO
CH3OCH2CH3
CH3COCH3
Which one of the following is not a correct general formula for the non-cyclic compounds listed?
alcohols CnH2n+2O
aldehydes CnH2n+1O
esters CnH2nO2
primary amines CnH2n+3N
Which one of the following would not reduce an acidified aqueous solution of potassium dichromate(VI)?
CH3COOH
Zn
CH3CHO
Fe2+(aq)
Which one of the following statements about but-2-enal, CH3CH=CHCHO, is not true?
It has stereoisomers.
It shows a strong absorption in the infra-red at about 1700 cm−1.
It will turn an acidified solution of potassium dichromate(VI) green.
It can be dehydrated by concentrated sulphuric acid.
The compound lithium tetrahydridoaluminate(III), LiAlH4, is a useful reducing agent. It behaves in a similar fashion to NaBH4. Carbonyl compounds and carboxylic acids are reduced to alcohols. However, LiAlH4 also reduces water in a violent reaction so that it must be used in an organic solvent.
Which one of the following can be reduced by LiAlH4 to a primary alcohol?
Which one of the following can act as an oxidising agent but not as a reducing agent?
CH3CHO
Fe2+
I−
MnO4-
Certain chemical tests were performed on the pain-relief drug ibuprofen. The results of these tests are given in the table.
Which one of the following functional groups do these results suggest that ibuprofen contains?
On reduction, a racemate can be formed by
CH3CH2CH2CH2CHO
CH3CH2CH2COCH3
CH3CH2COCH2CH3
CH3CH=CHCH2CHO
How many structural isomers, which are aldehydes, have the molecular formula C5H10O?
2
3
4
5
Which one of the following will undergo nucleophilic addition?
hex-3-ene
hexan-3-one
3-bromohexane
hexan-3-ol
Which one of the following isomers is not oxidised under mild reaction conditions?
(CH3)2CHCH(OH)COCH3
(CH3)2C(OH)CH2COCH3
(CH3)2CHCH(OH)CH2CHO
(CH3)2C(OH)CH2CH2CHO
In which of the following is a curly arrow used incorrectly?
Which one of the following can react both by nucleophilic addition and by nucleophilic substitution?
In which one of the following are the curly arrows not used correctly?
CH2O is the empirical formula of
methanol
methyl methanoate
ethane-1,2-diol
butanal
Which one of the following does not represent an oxidation?
propene → propane
propan-l-ol → propanal
propan-l-ol → propanoic acid
propanal → propanoic acid
Which one of the following is not a suitable method for the preparation of ethanol?
oxidation of ethane
hydration of ethene
reduction of ethanal
hydrolysis of bromoethane
Which one of the following reactions involves nucleophilic addition?
CH3CH = CH2 + HBr → CH3CHBrCH3
CH3CH2CH3 + Cl2 → CH3CHClCH3 + HCl
CH3CH2CH2Br + NaOH → CH3CH2CH2OH + NaBr
CH3CH2CHO + HCN → CH3CH2CH(OH)CN
Which one of the following conversions does not represent a reduction?
propene → propane
propanal → propan-l-ol
propanal → propanoic acid
propanone → propane
