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Organic Functional Groups
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Functional Groups See CD-ROM Screens 11.5 & 11.6 Alcohols Ethers Aldehydes Ketones Acids Amines
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Alcohols are a derivative of water Many alcohols dissolve in water Methanol dissolves in water. Butanol is NOT soluble in water.
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methyl alcohol (methanol)
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ethyl alcohol (ethanol)
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n-propyl alcohol (1-propanol)
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2-propyl alcohol (isopropanol)
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an ALCOHOL R – OH Name: add – ol to name of hydrocarbon Indicate position of -OH with number
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TYPES OF ALCOHOLS
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GLYCOLS Alcohols with Two OH Groups Propylene glycol Ethylene glycol
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Sugars: Related to Alcohols Sugars are carbohydrates, cmpds with the formula C x (H 2 O) y.
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Ethers are another derivative of water Many ethers dissolve in water diethyl ether
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ethylmethyl ether
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an ETHER R - O - R’
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Compounds with Carbonyl Group AldehydeAldehyde Carboxylic acid KetoneKetone
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methanal FORMALDEHYDE
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propanal
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H R
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an ALDEHYDE Name: add – al to name of hydrocarbon
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Cinnamaldehyde Odors from aldehydes and ketones
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dimethylketone propanone ACETONE
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2-pentanone
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3-pentanone
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R’R
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a KETONE Name: add – one to name of hydrocarbon Indicate position of =O with number
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Carboxylic Acids Benzoic acid Carboxylic acid group with acidic H + All are WEAK acids Acetic acid Acids are found in many natural substances: bread, fruits, milk, wine
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methanoic acid FORMIC ACID HCOOH, gives the sting to ants.
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ethanoic acid ACETIC ACID
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butanoic acid BUTYRIC ACID
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a CARBOXYLIC ACID Name: add – oic to name of hydrocarbon + acid
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While alcohols are derivatives of H 2 O (R–OH), amines are derivatives of NH 3. Methylamine Dimethylamine Trimethylamine
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Amines generally have terrible odors! Cadaverine Pyridine
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Amines, like NH 3, are bases 2 C 6 H 5 NH 2 (aq) + H 2 SO 4 (aq) 2 C 6 H 5 NH 3 + (aq) + SO 4 2- (aq) aniline anilinium ion
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Many natural products and drugs (such as nicotine and cocaine) are bases. Nicotine H+H+
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an AMINO ACID
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Glycerol Alcohol with 3 OH Groups Combine this with long chain acids ??? Fatty acids fats and oils Combine this with long chain acids ??? Fatty acids fats and oils
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Fats and Oils R = organic group with NO C=C bonds C 12 = Lauric acid C 16 = Palmitic acid C 18 = Stearic acid R = organic group with NO C=C bonds C 12 = Lauric acid C 16 = Palmitic acid C 18 = Stearic acid R = organic group with C=C bonds C 18 = oleic acid R = organic group with C=C bonds C 18 = oleic acid What is the functional group in a fat or oil?
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Fats and Oils Fats with C=C bonds are usually LIQUDS Oleic acid: a monounsaturated fatty acid C=C bond
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Fats and Oils Fats with saturated acids (no C=C bonds) are SOLIDS. Fats with saturated acids (no C=C bonds) are SOLIDS. Saturated fats are more common in animals.
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Fats and Polar Bears Bears gorge on blubber in the winter.Bears gorge on blubber in the winter. During the summer bears rely on stored fat for energy.During the summer bears rely on stored fat for energy. Burn 1-1.5 kg of fat per day.Burn 1-1.5 kg of fat per day. Water for metabolism comes from fat burning.Water for metabolism comes from fat burning. Bears gorge on blubber in the winter.Bears gorge on blubber in the winter. During the summer bears rely on stored fat for energy.During the summer bears rely on stored fat for energy. Burn 1-1.5 kg of fat per day.Burn 1-1.5 kg of fat per day. Water for metabolism comes from fat burning.Water for metabolism comes from fat burning.
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Trans Fatty Acids Oleic acid is a mono–unsaturated cis-fatty acidOleic acid is a mono–unsaturated cis-fatty acid Trans fatty acids have deleterious health effects.Trans fatty acids have deleterious health effects. Trans fatty acids raise plasma LDL cholesterol and lower HDL levels.Trans fatty acids raise plasma LDL cholesterol and lower HDL levels. CH 3 (CH 2 ) 7 CH=CH(CH 2 ) 7 CO 2 H
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Trans Fatty Acids Food Percentages of Trans- Fatty Acids Butter3.6 Soft Margarine 5.2 Hard Margarine 12.4 Vegetable Oils, Including Safflower, Sunflower, and Soy 0 Beefburger, Fried or Grilled 0.8 Chocolate Cake with Icing 7.1
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