Methoxides are organic salts and the simplest alkoxides. Sodium methoxide and potassium hydroxide have widespread use, though other variants such as lithium hydroxide, rubidium methoxide, caesium methoxide, and francium methoxide exist as well.
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In organic chemistry, the methoxide ion has a formula of CH3O- and is the conjugate base of methanol. It is an extremely strong base, even stronger than the hydroxide ion. As such, methoxide solutions must be kept free of water; otherwise, the methoxide will remove a proton from a water molecule, yielding methanol and hydroxide.
Sodium methoxide, also called sodium methylate and sodium methanolate, is a white powder when pure.[1] It is used as an initiator of an anionic addition polymerization with ethylene oxide, forming a polyether with high molecular weight. Both sodium methoxide and its counterpart prepared with potassium are frequently used as catalysts for commercial-scale production of biodiesel. In this process, vegetable oils or animal fats, which chemically are fatty acid triglycerides, are transesterified with methanol to give fatty acid methyl esters (FAMEs).
Sodium methoxide is produced on an industrial scale and available from a number of chemical companies.
Sodium methoxide in methanol is a liquid that kills human nerve cells before any pain can be felt. In the event of contact with methoxide, rinse the contacted area with water, seek medical attention immediately.[1]
Potassium methoxide is commonly used as a catalyst for transesterification in the production of biodiesel.