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Sodium methoxide : ウィキペディア英語版
Sodium methoxide

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Sodium methoxide is a chemical compound with the formula CH3ONa. This colorless solid, which is formed by the deprotonation of methanol, is a widely used reagent in industry and the laboratory. It is also a dangerously caustic base.
== Preparation and structure ==
Sodium methoxide is prepared by carefully treating methanol with sodium:
:2 Na + 2 → 2 +
The reaction is so exothermic that ignition is possible. The resulting solution, which is colorless, is often used as a source of sodium methoxide, but the pure material can be isolated by evaporation followed by heating to remove residual methanol. The solid hydrolyzes in water to give methanol and sodium hydroxide; commercial-grade product can be contaminated with the hydroxide. The solid and especially solutions absorb carbon dioxide from the air, thus diminishing the effectiveness of the base.
In the solid form, sodium methoxide is polymeric, with a sheet-like arrays of Na+ centers, each bonded to four oxygen centers.
The structure, and hence its basicity, of sodium methoxide in solution depends on the solvent. It is a significantly stronger base in DMSO where it is more fully ionized and free of hydrogen bonding.

抄文引用元・出典: フリー百科事典『 ウィキペディア(Wikipedia)
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