South Pasadena • Chemistry Name Period Date 3 · Organic Chemistry INTERESTING ORGANIC COMPOUNDS Retinal CH3 CH3 H H C C C H H C C C H H C C C C H CH3 C H CH3 CH3 H H C H H C CH3 H H H C H C C CH3 H C C C C H 11-cis-retinal H C C H O CH3 CH3 C H C C C C C C H H H H O CH3 H all-trans-retinal Upon absorption of a photon in the visible range, 11-cis-retinal can isomerize to all-trans-retinal. In the 11-cis isomer, the hydrogens are on the same side of the double bond between carbon atom 11 and carbon atom 12. In the all-trans isomer, the hydrogens are on opposite sides of the double bond. In fact, all of the double bonds are in the trans-configuration in this isomer: the hydrogens, or hydrogen and -CH3, are always on opposite sides of the double bonds (hence, the name "all-trans-retinal"). Note how the size and shape of the molecule change as a result of this isomerization. Source: http://www.chemistry.wustl.edu/~edudev/LabTutorials/Vision/Vision.html Sour Candy Acids Name Citric Acid C6H8O7 Structural Formula O O Description Citric acid was one of the first acids isolated. In 1784, Carl Wilhelm Scheele, a Swedish chemist, crystallized the substance from lemon juice. H C H O C H O C H H C O C H H O C O H Citric acid is used for flavoring candy, and also for ice cream, sherbet, fruit drinks and carbonated beverages. It is also used as a preservative. Webster's dictionary defines citric acid as a weak, water-soluble acid found in many fruits, especially citrus fruits and berries. It is most often extracted from lemons, gooseberries and currants as a crystalline substance that is used when an acidic or sour taste is needed in foods and beverages. The Center for Science in the Public Interest describes citric acid as a versatile, inexpensive, safe substance used as both a flavoring and an antioxidant. Name Malic Acid C4H6O5 Structural Formula H O C H Tartaric Acid C4H6O6 O H O C C H H O C O H H O C H O O H C C H O O C O H H Lactic Acid C3H6O3 (Milk Acid) H H H C C H O O C O H H Fumaric Acid C4H4O4 H O H O C C C C O H H O Description Malic acid is an organic food additive that gives food and beverages a very sour, tart flavor. Malic acid is found in unripe fruits such as apples, cherries and tomatoes, and has been called "apple acid," according to the Center for Science in the Public Interest. This acid is commonly used in extremely sour hard candy. It is also used as an additive in salt and vinegar potato chips, fruit-flavored drinks, lemon-flavored ice-tea mix, ice cream and preserves. Malic acid is easily blended and, unlike some other food acids, its flavor is long-lasting. It is also very soluble and has a lower melting temperature than other acids, making it easy to use in confectionery production. Tartaric acid is an organic substance that is naturally present in the juice of fruits like tangerines and grapes, and coffee beans. It was originally used by the wine industry to prevent bacterial growth in wine vats. Tartaric acid has an extremely tart, acidic taste, which is useful in the production of sour candies. It also acts as an antioxidant. Lactic acid is a safe substance that is present in most living organisms. When used in food production, it adds tartness to frozen desserts, candy, carbonated fruit-flavored drinks and other foods. Lactic acid has to be converted into an encapsulated solid, pure, crystalline form before it can be used for "acid-sanded candy." This encapsulated form of lactic acid can enhance the flavor, color and shelf life of foods. Fumaric acid is one of the most strongly acidic and sour organic acids found in nature. According to the food production company Bartek Ingredients, fumaric acid "provides more sourness per unit weight than other acidulants used in dry form." It also extends the shelf life of sour acid-coated candies, because it does not absorb moisture while being stored or distributed. By maintaining a low moisture level, it also slows the breakdown of sugar, and this results in candy that has long-lasting sourness and flavor. Source: http://www.livestrong.com/article/237183-what-kinds-of-acids-does-sour-candy-have