Functional Groups Common Organic Chemicals Methanol †CH3OH Wood alcohol. Indirectly poisonous; ingestion of 50 ml usually fatal Ethanol † C2H5OH Alcohol, the socially acceptable intoxicating beverage. Acts as a depressant through interaction with chemicals in the brain responsible for transmission of information Formaldehyde † CH2O Contains C=O group. The simplest aldehyde. Pungent colorless gas, used in solution as a preservative, formalin Acetaldehyde † C2H4O Pungent liquid, which is the primary metabolic product of alcohol during the process of becoming acetic acid; responsible for hangovers Formic Acid † CH2O2 The simplest carboxylic acid. Prime constituent of the venom produced by ants Acetic acid † C2H4O2 Colorless liquid with sharp odor; is the acid component of vinegar. Produced by oxidation of ethanol Lactic Acid † C3H6O3 Contains both –OH and -CO2H groups. Widespread in nature, produced by anaerobic fermentation of sugars, and the action of enzymes on glucose. Build-up in muscles during intense physical activity. Glycerol † C3H8O3 Propane with three – OH groups. Masses of H-bonds makes for a very viscous liquid. Several applications in cosmetics and foods. Foundation for a group of molecules called triglycerides. Stearic Acid † C18H36O2 A typical fatty acid: long hydrocarbon portion with a carboxylic acid group. Long chain allows for variety of secondary structure Tristearin † C57H110O6 A triglyceride – three fatty acid molecules condensed with one glycerol molecule. There are no H atoms attached to O atoms and hence no H-bonds. Hence fats do not dissolve in water. Important because they will not be washed out of the body. Butanoic Acid † C4H8O2 Fats and oils in cow’s milk have triglycerides made from short-chain acids like butanoic acid. This makes butter soft rather than waxy. Butanedione † C4H6O2 A double ketone (contains two C=O groups). Ketones are responsible for many flavours and smells. This one is cheese-like. Also contributes to the smell of perspiration. Oxalic Acid † C2H2O4 Oxalic acid occurs in many leafy green plants Citric Acid † C6H8O7 Common component in citrus fruits. Contains three carboxylic acid groups. Benzaldehyde † C7H6O Colorless liquid that smells of bitter almonds. Benzene ring replaces the H atom in formaldehyde. 2-Heptanone † C7H14O Liquid with a clovelike odor. Responsible for the odor of many fruits and dairy products, e.g. blue cheese. 3-Methylbutane-1-thiol † C5H12S Like an alcohol, except the O is replaced by S (same group). Known collectively as thiols. Typically very pungent aromas. This molecule is squirted out in abundance by skunks. Putrescine † C4H12N2 Amines (contain NH2 groups) commonly have vile smells and this one is no exception. Cadaverine is another closely related molecule with morbid associations. Interestingly, one of the constituents of nylon (hexamethylene diamine) is related to putrescine by the addition of two –CH2- groups. Trimethylamine † C3H9N Derived from ammonia by the replacement of each H by –CH3 A gas (boiling point 2°C), with the odor of rotten fish.