Derivatives (Fats) Flashcards
(21 cards)
What are fats
Triesters of propane-1,2,3-triol (glycerol) and fatty acids
Structure of Glycerol
H2C-OH
|
HC-OH
|
H2C-OH
What is a Fatty Acid
Carboxylic Acids with long hydrocarbon chains
What are the main fatty acids
And their formulas
Stearic Acid:
CH3(CH2)16COOH
Oleic Acid:
CH3(CH2)7CH=CH(CH2)7COOH
Z-Isomer C17H33COOH
Composition if saturated fatty acids group attached to COOH
CnH2n+1
Fewer Hydrogens means Unsaturated
How much mol of fatty acids can 1 mol glycerol react with
3mol Fatty Acids
Glycerol + Stearic Acid
Glyceryl Tristearate + 3H2O
When will a fat be an Oil
Contains a large proportion of unsaturated fatty acids
-more c=c weaker VdW forces
-more c=c lower melting point
When will a fat be solid
More saturated fatty acids
Greater VdW between
Higher MP- Solid more likely
2 or more c=c - polyunsaturated
Saturated fats in diet
Provide energy and insulation for body
High levels of low density lipoproteins can lead to coronary heart disease
Unsaturated Fats in Diet
Increase high density lipoproteins levels - reduces risk of CHD
Precursor molecules for prostaglandins
Artificial trans/E unsaturated fats increase risk CHD
Whats the effect pf multiple C=C
Multiple isomers
Each c=c can be E or Z
Hydrogenation of Fats
Unsaturated fats react w/ Hydrogen in presence of finely divided nickel
180°C
Each C=C react w/ H2
1mol of fat react with x mol of H2
x= no. double bonds in fatty acid -achieve total saturation
Hydrolysis of Fats
Saponification - based catalysed hydrolysis produces glycerol sodium and salt of FA (salt is a soap)
Acid catalysed gives glycerol and fatty acids
fat + h2o -> fatty acid + glycerol
Transesterification
Swapping alkyl group in ester for a different alkyl group
Produce biodiesel and margarine
Producing Biodiesel
Fats and oils react with methanol or ethanol to produce
Biodiesel
Renewable fuel, similar to diesel, which is made from vegetable sources
What is excess meth/ethanol used for in transesterification
Drive reaction to produce methyl esters
-glycerol in industries like cosmetics
-biodiesel mixed w/crude oil derivative to produce fuel
What may occur after transesterification
Hydrogenation
Changes carboxylate groups within fat molecule or between molecules
Types of transesterification
Carboxylate transferred to different carbon within fat molecule
INTRAMOLECULAR EXCHANGE
Carboxylate exchanged between fats
INTERMOLECULAR EXCHANGE
Conditions of Transesterification
400K
Presence of alkali
glycerol
Catalyst (Sodium Methoxide or Sodium Ethoxide)
Produces higher RMM fat which after hydrogenation is a solid