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Ch. 22- Organic Reactions and Biochemistry. Saponification. Process of making soap Soap is the metallic salt of a fatty acid Reaction: fat + base -> soap + glycerol. Reaction. How soap works:. End of soap molecule w/ a charge (Na ion) is polar and soluble in water
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Saponification • Process of making soap • Soap is the metallic salt of a fatty acid • Reaction: fat + base -> soap + glycerol
How soap works: • End of soap molecule w/ a charge (Na ion) is polar and soluble in water • Other end (CH3- (CH2)etc) is non-polar and soluble in oil and fat • Water= polar, dirt/oil = non polar • When using soap, dirt/oil attach to non-polar end of the soap and the polar end of the soap attaches to the water, forms a micelle
Micelle (soap bubble) Soap Water Dirt
Soap molecule Hydrophyllic end (polar) Hydrophobic end -likes water -non-polar -likes dirt/oil
Hard water • Hard water has ions in it (Mg, Ca, Fe) • Will form an insoluble precipitate with soap and water • Makes soap ineffective =soap scum
Quality of Soap • Depends: • on the oils and fats you use • On the amount of stirring • The temperature
Hardness • Related to the degree of saturation • Saturated fats= harder soaps • Unsaturated fats= softer soaps • Liquid soaps = soap w/ lots of water
Detergent • Formed from coal and petroleum • Ability not diminished in hard water • Have a benzene-sulfonic acid anion instead of carboxylic acid SO3
BreadmakingHistory • 6000-5000 BC • Start of bread making/brewing in Egypt • 5000-4000 BC • Bread ovens found in Babylon • 500-200 BC • Commercial breadmakers in Greece/Rome • 100 AD • Rome flour quality standardization • Sandwich – John Montague (Earl of Sandwich)
Bread Making: Components of Bread • Flour- from the wheat berry, is a complex carbohydrate, made of starch and protein, amylase enzyme breaks it down Wheat Berry Endosperm (protein/starch) white flour Bran shell Germ
Protein -keeps gas bubbles in bread • like spring, kneading organizes it • Overkneading breaks chains
Gas • Yeast -sugar + yeast ferment (form CO2 (trapped)) (form alcohol-evaporate-brown edges) -yeast die at 130 º F
Chemical Agents • Baking soda and acid NaHCO3 + vinegar, cream of tarter, buttermilk CO2 + water + salt • Baking powder -has baking soda and acid salt (calcium phosphate and NaAl(SO4)2 ) all in one -produces CO2, when mixed with water
C. Steam -pita, cream puffs, eclairs - take dough w/out yeast, put in very hot oven, seals outside, moisture inside forms gas pocket, leaves pocket of air when removed
Definition • Gigantic molecules • Mer= unit • Monomer = 1 unit • Polymer = many units hooked together, covalently
Polymerization • Joining together of molecules that contain double or triple bonds
Cross-linking • Bridges formed between chains, gives polymer new properties -C-C-C-C-C-C-C-C-C-C-C-C- -C-C-C-C-C-C-C-C-C-C-C-C-
Addition Polymerization • Monomer adds to monomer • Get chains 1000’s carbons long • Ex. Teflon, PVC, polyethylene
Condensation Polymerization • Reaction in which you get water and the polymer as products • Types: nylon, polyester, cellophane, rayon
Types of Polymers • Thermoplastic • -can be melted and re-melted • -soften when heated, can be reshaped and hardens when cooled (long chains lock into place) • Recyclable • -ex. PVC, nylon, lucite, polystyrene
Thermosetting • Permanently hardened • Not reversible (once set-they are set) • Intense heating causing charring (black) • Molded into final shape • Shape by filing or machining • Ex. Bakelite (pot handles, electrical insulation, jewelry)
Elastomers -polymers with high degree of elasticity -have folded polymer chains, like spring -energy is needed to stretch out -Ex. Rubber- made by vulcanization (rubber w/ sulfur) , by Charles Goodyear (1837), tires
PETEPolyethylene TerephthalateProduct examples:bottles for soft drink, soy sauce,and cooking oil
HDPEHigh Density Polyethylene-have long chains w/ few side chains (less than 1 per 100 carbons) Product examples:pails; milk jugs, containers for liquiddetergent and fruit juice
VPolyvinyl Chloride (PVC)Product examples:pipes; bottles for shampooand mineral waterMonomer: vinyl chloride CH2=CHCl
LDPELow Density Polyethylene-have lots of side chains (take up a lot of space) Product examples:shopping bags; housewares, bread bags
PPPolypropyleneProduct examples:household storage containers, yogurt, butter tubs
PSPolystyreneProduct examples:foam products likedrinking cup and food tray, plastic forks Monomer: styrene C=CH2
OTHEROther type of less commonly used plasticsProduct examples:bottles for ketchup and syrup Ex. Polyester, polytetrafluroethylene (teflon)
History of Polymers 1811 – Gay Lussac found cellulose (cotton) and starch have similar chemical structure 1840- Goodyear vulcanized rubber (tires now have 20 different polymers)
1887 – Rayon invented (Chardonnet made from wood cellulose and nitric acid) Early 1900’s – found proteins were polymers 1907 – Bakelite invented (Leo Baekeland-1st synthetic polymer of practical importance)
1935- Nylon invented -invention made it clear that macromolecules could be made in an infinite variety of structures by organic chemistry (found an ever-expanding number of uses for these molecules)
History of Nylon • DuPont Co. founded to make gunpowder, diversified after WW1, went into silk manufacturing, hired chemist from Harvard to replicate silk process • Wallace Carothers (working w/ Elmer Kraemer (UW-Madison) worked unsuccessfully for 2 years
DuPont convinced him not to go back to Harvard • Discovered adipic acid, mixed it with hexamethylenediamine- in a step-growth condensation reaction • Didn’t realize that he had made nylon-killed self (depressed)
Another worker stretched the compound, found it orients the molecules so they increase in strength and elasticity • 1939- premiered at Worlds Fair • 1940- nylon stocking • 1946- came back on market after WWII • Other forms: velcro, neoprene
Oxidation Reaction • Adding oxygen to organic compounds produces CO2 + water + energy • More saturated a hydrocarbon, more energy • Oxidation = the reaction takes place through a series of steps (at any step in the sequence unwanted by-products could be formed –like carbon soot or CO.)
Important reaction for: energy production in living systems, combustion of hydrocarbons for heating • Balancing: balance carbons first, then hydrogens, then oxygens. If it doesn’t balance: start over, double the hydrocarbon
Balance: ___ CH3CH2CH2OH + __ O2 __CO2 + ___H2O
_2_ CH3CH2CH2OH + _9_ O2 _6_CO2 + _8__H2O