☰ Contents · Chemistry (Organic chemistry)

Fats

Lessons 29 · 1 lessons · A. Mutalibov, E. Murodov, S. Masharipov, H. Islomova. Organic Chemistry, Grade 10, 1st edition. G‘afur G‘ulom Publishing House, Tashkent, 2017
29

Fats: preparation and properties

Textbook: pp. 114–117
GoalExplain the structure, kinds, hydrolysis and saponification of fats and the hydrogenation of liquid fats.
New words
fats · yog‘larunsaturated fatty acid · to‘yinmagan yog‘ kislotasoap · sovunhydrogenation · gidrogenlash
Explanation

Fats are esters of the trihydric alcohol glycerol with higher fatty acids. Animal fats are mostly solid and contain saturated acids (palmitic C₁₅H₃₁COOH, stearic C₁₇H₃₅COOH); vegetable fats (oils) are liquid and rich in unsaturated acids (oleic C₁₇H₃₃COOH, linoleic C₁₇H₃₁COOH, linolenic C₁₇H₂₉COOH), so they melt at lower temperatures. Fats are insoluble in water, lighter than water and soluble in organic solvents such as petrol; in the body they give more than twice as much energy as carbohydrates. In hydrolysis a fat splits into glycerol and fatty acids. Hydrolysis with alkali (saponification) gives glycerol and the salt of the fatty acid — soap: tristearin + 3NaOH → C₃H₅(OH)₃ + 3C₁₇H₃₅COONa. Sodium soaps are hard, potassium soaps soft or liquid. Hydrogenating a liquid fat with hydrogen over a Ni catalyst gives a solid fat (raw material for margarine): triolein + 3H₂ → tristearin. Making soap at home with alkali is dangerous: caustic alkali is used only under the teacher’s supervision.

Worked examples
Tristearin (C₁₇H₃₅COO)₃C₃H₅: M = 890 g/mol. Saponification: 890 g of fat + 120 g NaOH → 92 g glycerol + 918 g sodium stearate (890 + 120 = 1010 = 92 + 918).
Triolein (M = 884) + 3H₂ → tristearin (M = 890): 884 g of triolein adds 6 g of hydrogen to give 890 g of solid fat. The double bond in the C₁₇H₃₃– radical is saturated in this reaction.
Class activity

Compare “saturated fat” and “vegetable oil” on food labels and note in a table which is solid and which is liquid. No chemical experiments with soap or fat are done at home.

Practice
1
From which substances is a fat an ester?
2
How many grams of glycerol (M = 92) form when 890 g of tristearin (M = 890) are saponified?
3
How many grams of tristearin (M = 890) form when 884 g of triolein are fully hydrogenated?
4
Why are vegetable oils liquid while animal fats are solid?