Friday, January 28, 2011

Saccharin - Nonnutritive Sweeteners

Saccharin. A noncaloric sweetener that is about 300 times as sweet as sugar. The compound is manufactured on a large scale in several countries. It is made as saccharin, sodium saccharin, and calcium saccharin, as shown by formulas below.

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Saccharin (ortho-benzosulfimide) was discovered in 1879 by I. Remsen and C. Fahlberg when they were researching the oxidation products of toluene sulfone amide. The most common forms of saccharin are sodium and calcium saccharin, although ammonium and other salts have been prepared and used to a very limited extent. The saccharins are white, crystalline powders, with melting points between 226 and 230◦C (438.8 and 446◦F). Soluble in amyl acetate, ethyl acetate, benzene, and alcohol; slightly soluble in water, chloroform, and ether. Saccharin is derived from a mixture of toluenesulfonic acids. They are converted into the sodium salts, then distilled with phosphorus trichloride and chlorine to obtain the orthotoluene sulfonyl chloride, which by means of ammonia is converted into ortho-toluenesulfamide. This is oxidized with permanganate, then treated with acid, and saccharin is crystallized out. In food formulations, saccharin is used mainly in the form of its sodium and calcium salts. Sodium bicarbonate may be added to provide improved water solubility.

Saccharin is used in conjunction with aspartame in carbonated beverages. Other uses include tabletop sweeteners, dry beverage blends, canned fruits, gelatin desserts, cooked and instant puddings, salad dressings, jams, jellies, preserves, and baked goods. For many years, saccharin has been under investigation by a number of countries. As of the late 1900s, some questions remained unresolved.