WorksheetsCIE AS Level Hydroxy Organic Chemistry
Total questions: 12
Worksheet time: 7mins
In the reaction pathway below, an alkane is converted into a carboxylic acid through several stages. Which processes occur at stage 1 and at stage 3?
condensation and combustion
cracking and dehydration
cracking and oxidation
dehydration and combustion
The functional group in a primary alcohol is –CH2OH. Which reagent reacts with a primary alcohol, under suitable conditions, to give an organic product with the same number of oxygen atoms as the alcohol?
Al2O3
CH3CO2H
HBr
Na
The compound shown is menthol, a naturally-occurring alcohol found in peppermint oil. When menthol is heated with concentrated sulfuric acid it reacts. The products that form include compound T.
Which compound gives an organic product with a lower boiling point when it is heated under reflux with an excess of acidified potassium dichromate(VI)?
2-methylbutan-1-ol
2-methylbutan-2-ol
pentan-1-ol
pentan-2-ol
This question should be answered by considering the reactions of KMnO4 with different functional groups under the stated conditions. The diagram shows the structure of the naturally-occurring molecule cholesterol.
Separate oxidation reactions are carried out using different conditions:
cold, dilute acidified KMnO4
hot, concentrated acidified KMnO4.
Which statements about the products formed are correct?
cold, dilute acidified KMnO4: number of hydroxy groups present 1, hot, concentrated acidified KMnO4: number of 6-membered rings remaining 2
cold, dilute acidified KMnO4: number of hydroxy groups present 1, hot, concentrated acidified KMnO4: number of 6-membered rings remaining 3
cold, dilute acidified KMnO4: number of hydroxy groups present 3,
hot, concentrated acidified KMnO4: number of 6-membered rings remaining 2
cold, dilute acidified KMnO4: number of hydroxy groups present 3,
hot, concentrated acidified KMnO4: number of 6-membered rings remaining 3
Geraniol is a constituent of some perfumes. Which statement about geraniol is not correct?
Geraniol causes hot acidified potassium dichromate(VI) to change colour from orange to green.
Geraniol decolourises bromine water.
There are three methyl groups and three methylene (CH2) groups in geraniol.
There are two pairs of cis-trans isomers of geraniol.
How many of the isomeric alcohols with the formula C4H9OH will produce an alkene that has cis and trans isomers, on treatment with conc. H2SO4?
1
2
3
4
But-2-ene-1,4-diol is converted in two steps through an intermediate X into ketobutanedioic acid.
What could be the reagent for step 1 and the intermediate X?
reagent for step 1: cold acidified KMnO4, X: HOCH2CH2CH(OH)CH2OH
reagent for step 1: hot acidified KMnO4,
X: OHCC(OH)CH2CHO
reagent for step 1: steam and concentrated H2SO4, X: HOCH2CH(OH)CH2CH2OH
reagent for step 1: warm acidified K2Cr2O7,
X: HO2CCH=CHCO2H
Many, but not all, organic reactions need to be heated before reaction occurs. Which reaction occurs at a good rate at room temperature (20 °C)?
CH3OH + PCl5 ⟶ CH3Cl + POCl3 + HCl
CH3CH2Br + KCN ⟶ CH3CH2CN + KBr
CH3CH2OH ⟶ C2H4 + H2O
CH3CH2CN + 2H2O ⟶ CH3CH2CO2H + NH3
An organic compound X - is unaffected by hot acidified potassium manganate(VII), - reacts with ethanoic acid in the presence of concentrated sulfuric acid. What is compound X?
CH3CO2C2H5
CH3CH2COCH3
(CH3)3COH
CH3CH2CH(OH)CH3
What can be produced when an aqueous solution of butan-2-ol is oxidised under suitable conditions?
butanone
butanoic acid
butanal
Which compounds will produce ethanoic acid when boiled under reflux with dilute alkali followed by acidification?
CH₃CH₂Cl
CH₃CO₂CH₃
CH₃CN
