(a) Name: (i) one structural isomer of glucose.
(ii) the process by which starch is converted to glucose.
(b) The open-chain structure of glucose is shown below.
(a) State the functional groups present in the structure.
(a)(i) Structural isomer of glucose.
Fructose. Both glucose and fructose share the molecular formula \(C_6H_{12}O_6\) but differ in structure: glucose is an aldohexose (carries an aldehyde, \(-CHO\), group) while fructose is a ketohexose (carries a ketone, \(>C=O\), group). Having the same molecular formula but a different arrangement of atoms makes them structural isomers.
(a)(ii) Process converting starch to glucose.
Hydrolysis (either acid hydrolysis using dilute acid, or enzymatic hydrolysis using the enzyme amylase/diastase). Water molecules split the long starch chain at its glycosidic linkages to release individual glucose units.
(b)(i) Functional groups present in the structure.
Reading the open-chain structure shown, the top carbon carries \(H-C=O\), and each of the remaining carbons carries an \(-O-H\) group (four secondary \(-OH\) groups plus a terminal \(-CH_2OH\)). Therefore the functional groups are:
- the aldehyde group, \(-CHO\) (one, at the top of the chain);
- the hydroxyl group, \(-OH\) (alcohol groups, several along the chain).
(b)(ii) Group that reacts with warm Fehling's solution.
The aldehyde group, \(-CHO\). Warm Fehling's solution (a blue \(Cu^{2+}\) complex) is reduced by the aldehyde group; the copper is reduced from \(Cu^{2+}\) to \(Cu^{+}\), depositing a brick-red precipitate of copper(I) oxide, \(Cu_2O\), while the aldehyde is oxidised to a carboxylic acid group. This is why glucose is classed as a reducing sugar. The hydroxyl groups do not give this test.