☰ Contents · Chemistry (Organic chemistry)

Disaccharides and polysaccharides

Lessons 31 · 1 lessons · A. Mutalibov, E. Murodov, S. Masharipov, H. Islomova. Organic Chemistry, Grade 10, 1st edition. G‘afur G‘ulom Publishing House, Tashkent, 2017
31

Disaccharides and polysaccharides: preparation and properties

Textbook: pp. 125–131
GoalCompare the structure, hydrolysis and properties of disaccharides (sucrose, maltose) and polysaccharides (starch, cellulose).
New words
disaccharides · disaxaridlarsucrose · saxarozastarch · kraxmalcellulose · selluloza
Explanation

Disaccharides have the formula C₁₂H₂₂O₁₁ and give two monosaccharides on hydrolysis. Sucrose (beet or cane sugar) consists of glucose and fructose residues: C₁₂H₂₂O₁₁ + H₂O → C₆H₁₂O₆ (glucose) + C₆H₁₂O₆ (fructose); it has no free aldehyde group, so it does not give the “silver mirror” before hydrolysis but does after boiling with acid. Maltose (malt sugar) gives two glucose molecules on hydrolysis. Polysaccharides are natural polymers (C₆H₁₀O₅)ₙ built of very many monosaccharide units. Starch consists of α-glucose residues, is a white powder insoluble in cold water, swells in hot water into a paste, gives a blue colour with iodine (the qualitative test) and hydrolyzes to glucose: (C₆H₁₀O₅)ₙ + nH₂O → nC₆H₁₂O₆. Cellulose is a fibrous polymer of β-glucose residues; it is the main material of plant cell walls, cotton fibre, paper and cloth; it gives no blue colour with iodine and humans cannot digest it (dietary fibre). Starch and cellulose have the same formula and differ in how glucose residues are linked. Cotton, a traditional crop of Uzbekistan, is mainly cellulose.

Worked examples
Hydrolyzing 342 g of sucrose (1 mol) gives 180 g of glucose and 180 g of fructose (342 + 18 = 360). 342 g of maltose gives 360 g of glucose.
If starch has M = 81000 g/mol, n = 81000 : 162 = 500 (the C₆H₁₀O₅ unit is 162 g/mol). Complete hydrolysis of 162 g of starch gives 180 g of glucose.
Class activity

Starch and iodine: in class the teacher puts a drop of iodine solution on a cut potato; you record the colour change. Iodine solution must not be swallowed and stains clothes — not to be used on your own at home.

Practice
1
Which monosaccharides form in the hydrolysis of sucrose?
2
Starch has M = 81000 g/mol. What is n (unit 162 g/mol)?
3
How many grams of glucose form when 342 g of maltose (M = 342) are hydrolyzed (M(glucose) = 180)?
4
Why do starch and cellulose differ in properties despite the same formula?