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Explore the realm of organic chemistry with a focus on functional groups such as alcohols, acids, and ethers. Learn about their structures, properties, and biological/industrial applications. Delve into the synthesis of molecules through condensation reactions and understand the significance of polymers in our daily lives.
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Organic Chemistry Functional groups
Functional Group Chemistry Alcohols contain the hydroxyl functional group and have the general formula R-OH. Sterols, ethylene glycol 24.4
enzyme C6H12O6(aq) 2CH3CH2OH (aq) + 2CO2 (g) H2SO4 CH2 CH2(g) + H2O (g) CH3CH2OH (g) Biological production of ethanol Commercial production of ethanol DRINKABLE vs. DENATURED Alcohol
H2SO4 CH3OH + HOCH3 CH3OCH3 + H2O catalyst Functional Group Chemistry Ethers have the general formula R-O-R’. Condensation Reaction 24.4
Aldehydes and ketones contain the carbonyl ( ) functional group. • aldehydes have the general formula C O O O O O O CH3 CH3 • ketones have the general formula H C H C H R C R’ R C H C H3C Functional Group Chemistry formaldehyde acetaldehyde acetone 24.4
Functional Group Chemistry Carboxylic acids contain the carboxyl ( -COOH ) functional group. VINEGAR, ASPIRIN , ANTS, CITRUS FRUITS, PROTEINS, PRESERVATIVES 24.4
O CH3COOH + HOCH2CH3 CH3 C O CH2CH3 + H2O Functional Group Chemistry Esters have the general formula R’COOR, where R is a hydrocarbon group. ethyl acetate Banana: isopentyl acetate Pineapple: ethyl butanoate Apple: methyl butanoate Pear: propyl ethanoate Orange: Octyl ethanoate Raspberry: 2-Methylpropyl ethanoate Oil of Wintergreen: methyl salycilate 24.4
HOW TO MIMIC NATURE: Making synthetic flavoring • A good cherry is supposed to be tough to formulate. Here is an example of a *minimum* synthetic cherry flavoring: • ethyl methyl p-tolyl glycidate 16.0 % iso-amyl acetate 12.0 % iso-butyl acetate 12.0 % p-methyl benzyl acetate 11.0 % benzaldehyde 8.0 % vanillin 7.0 % benzyl alkcohol 5.5 % piperonal 5.0 % ethyl caprate 4.0 % cinnamic aldehyde dimethyl acetal 3.0 % p-tolyl aldehyde 3.0 % cinnamyl anthranilate 3.0 % ethyl caproate 2.0 % geranyl butyrate 2.0 % terpenyl butyrate 0.5 %
CH3NH2 + H2O RNH3+ + OH- Functional Group Chemistry Amines are organic bases with the general formula R3N. Urea Phenylpropanolamine (Meth)amphetamine Caffeine
Blue jeans • Indigo: an ancient dye, herbal remedy, poison • Indigofera • Tyrian purple – 6,6’-dibromoindigo
The sweet life sucralose saccharin aspartame
Drugs aspirin cocaine
( CH CH2 CH2 CH CH CH2 )n POLYMERS • Poly: Many Meros: Parts • Made up of repeating monomers • Copolymer is a polymer made up of two or more monomers • Common biopolymers: Proteins, DNA, RNA, starch, cellulose
PET: Polyethylene terephthalate • Plastic bottles • Polytetrafluoroethylene • Teflon™ • Polypropylene • Polystyrene • Polyvinyl chloride • Nylon (synthetic polyamide, similar to bonds in proteins) http://www.nationalgeographic.com/education/plastics/index.html
The stuff of life • DNA
The stuff of life • Proteins