(a)

(i)

Describe two observations you would make during the reaction when ethanedioic acid, $\mathrm{H}_{2} \mathrm{C}_{2} \mathrm{O}_{4}$ , is warmed with acidified manganate(VII) ions.

[ 2 ]

[Maximum number: 1]

Which row is correct?

shape of $\mathrm{H}_{3} \mathrm{O}^{+}$

shape of $\mathrm{SCl}_{2}$

pyramidal

non-linear

pyramidal

linear

trigonal planar

non-linear

trigonal planar

linear

(a)

Fehling's reagent is an alkaline solution of $\mathrm{Cu}^{2+}$ ions complexed with tartrate ions. It is used in organic chemistry to test for a particular functional group.

[ 3 ]

(i)

Name the functional group involved.

(ii)

Describe the appearance of a positive result in this test.

(iii)

Write an equation for the reaction between $\mathrm{Cu}^{2+}$ and $\mathrm{OH}^{-}$ ions and a two-carbon compound containing the functional group you named in (i).

[ 3 ]

[Maximum number: 1]

A carbonyl compound X will react with HCN in the presence of NaCN to make a compound with $M_{\mathrm{r}} 85$ . Compound X does not react with Fehling's reagent.

What is X ?

A

butanal

B

butanone

C

propanal

D

propanone

[Maximum number: 1]

Acrylic acid is produced from propene, a gaseous product of oil refineries.

acrylic acid

Which statement about acrylic acid is not correct?

A

Both bond angles x and y are approximately $120^{\circ}$ .

B

It decolourises aqueous bromine.

C

It gives an orange precipitate with 2,4-dinitrophenylhydrazine reagent.

D

It reacts with an alcohol to give an ester.

[Maximum number: 1]

Aldehydes and ketones are carbonyl compounds.
Which of them react with both $\mathrm{LiAlH}_{4}$ and Tollens' reagent?

A

aldehydes only

B

both aldehydes and ketones

C

ketones only

D

neither aldehydes nor ketones

[Maximum number: 1]

Methanoic acid, $\mathrm{HCO}_{2} \mathrm{H}$ , has acidic properties similar to those of other carboxylic acids. In addition it can be oxidised by the same oxidising agents that are capable of oxidising aldehydes.

Which pair consists of two compounds that will give the same observations with Fehling's reagent?

A

$\mathrm{HCO}_{2} \mathrm{H}$ and $\mathrm{CH}_{3} \mathrm{CO}_{2} \mathrm{H}$

B

$\mathrm{HCO}_{2} \mathrm{H}$ and $\mathrm{CH}_{3} \mathrm{CO}_{2} \mathrm{CH}_{3}$

C

$\mathrm{HCO}_{2} \mathrm{H}$ and $\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{COCH}_{3}$

D

$\mathrm{HCO}_{2} \mathrm{H}$ and $\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CHO}$

[Maximum number: 1]

When ethanal, $\mathrm{CH}_{3} \mathrm{CHO}$ , reacts with HCN and the organic product is hydrolysed by aqueous acid, organic compound Y is formed.

When propanal, $\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{CHO}$ , is heated under reflux with acidified potassium dichromate(VI), organic compound Z is formed.

What is the difference in relative molecular mass of compounds Y and Z ?

A

12

B

14

C

16

D

17

[Maximum number: 1]

What is formed when propanone is refluxed with a solution of $\mathrm{NaBH}_{4}$ ?

A

propanal

B

propan-1-ol

C

propan-2-ol

D

propane

[Maximum number: 1]

Compound Q can be made from propanone.

Q

Which types of reaction will Q undergo?

A

nucleophilic addition and electrophilic addition

B

nucleophilic addition and nucleophilic substitution

C

nucleophilic addition only

D

nucleophilic substitution and electrophilic addition