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Home > Salicylic acid


 

Name salicylic acid (Mr = 132.12
Systematic name 2-hydroxybenzoic acid
Formula C6H4( OH) CO2H
Melting point 159°C (318°F)
Boiling point 211°C (412°F)
Color white, crystalline
Structure

Salicylic acid is a colorless, crystalline organic carboxylic acid. It is usually prepared by Kolbe synthesis (aka Kolbe-Schmitt reaction), which works by heating sodium phenolate (the sodium salt of phenol) with carbon dioxide under pressure (100 atm, 125°C), then treating it with sulfuric acid.

Salicylic acid is also found in plants, especially in fruit, in the form of methyl salicylate. It functions as a plant hormone; see Salicylic acid (plant hormone).

It is toxic if digested in large quantities, but in small quantities is used as a food preservative and antisepticAn antiseptic is a substance that kills, or prevents the growth of, bacteria on the external surfaces of the body. It can be contrasted with antibiotics which perform a similar function within the body, and disinfectants which operate on nonliving objects in toothpasteToothpaste is a paste used, almost always in conjunction with a toothbrush, to clean teeth. The earliest known reference to a toothpaste is in a manuscript from Egypt in the 4th century A. which prescribes a mixture of powdered salt, pepper, mint leaves,. The carboxyl group (-COOH) can react with alcoholsIn general usage, alcohol (from Arabic al-khwl , or al-ghawl ) refers almost always to ethanol, also known as grain alcohol and often to any beverage that contains ethanol (see alcoholic beverage . This sense underlies the term alcoholism ( addiction to a, forming several useful estersFor the Biblical Ester, see Esther. For the town, see Ester, Alaska. In organic chemistry and biochemistry esters are substances that have the functional group R´-COOR" (the carbon is double-bonded to one oxygen atom and single-bonded to another) and cons. The hydroxyl group (-OH) can react with acetic acidThe chemical compound acetic acid (from the Latin word acetum meaning "vinegar"), systematically called ethanoic acid is the acid that gives vinegar its sour taste. It is a carboxylic acid with chemical formula CHO, often written as CHCOOH to better refle to acetylsalicylic acid. Salicylic acid can also trap oxygen (O2) and initiate free radical reactions.

Salicylic acid is the active ingredient in many skin-care products for the treatment of acne and warts. It helps acne by causing skin cells to slough off more readily, preventing pores from clogging up.

The medicinal properties of salicylate (mainly the lowering of fever) have been known since ancient times. The substance occurs in the bark of willow trees and the name Salicylic acid is derived from the latin name for the Willow tree - Salix.

Acetylsalicylic acid (Aspirin or ASA) can be prepared by the esterification of the phenolic hydroxyl group of salicylic acid.

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