Sodium methoxide

Structural formula
General
Surname	Sodium methoxide
other names	Sodium methylate; Sodium methoxide;
Molecular formula	CH 3 NaO
Brief description	colorless to yellowish, odorless powder
External identifiers / databases
EC number	204-699-5
ECHA InfoCard	100.004.273
PubChem	10942334
Wikidata	Q414384
properties
Molar mass	54.02 g · mol -1
Physical state	firmly
density	1.3 g cm −3
Melting point	280 ° C (with exclusion of oxygen, decomposition )
solubility	Decomposes in water, readily soluble in anhydrous methanol
safety instructions
H and P phrases	H: 228-251-290-302-314
	EUH: 014
	P: 210-280-305 + 351 + 338-310-370 + 378-402 + 404-406
Toxicological data	2037 mg kg −1 ( LD 50 , rat , oral )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Sodium methoxide is the alcoholate of methanol with sodium as the counterion and the most important of the methanolates .
Sodium methoxide should not be confused with sodium ethoxide ( molecular formula C ₂ H ₅ NaO).

presentation

The compound is produced via the reaction of methanol with elemental sodium or with sodium hydride . Besides arises molecular hydrogen .

{\ displaystyle \ mathrm {2 \ CH_ {3} OH \ + \ 2 \ Na \ longrightarrow \ 2 \ CH_ {3} ONa \ + \ H_ {2}}}

{\ displaystyle \ mathrm {CH_ {3} OH \ + \ NaH \ longrightarrow \ CH_ {3} ONa \ + \ H_ {2}}}

properties

Sodium methoxide is a strongly hygroscopic white solid. This is very reactive and for this reason is usually only handled and stored in solution . At temperatures above 50 ° C there is a risk of self-ignition in air.

It is a very strong base that reacts violently with water and acids .

use

Sodium methoxide is used as a base, for example for the deprotonation of CH-acidic compounds. Alternatively, lithium methoxide can be used.

literature

Author collective: Organikum . 22nd edition. Wiley-VCH, 2004, ISBN 978-3-527-31148-4 .

Individual evidence

↑ ^a ^b ^c ^d ^e ^f Entry on sodium methoxide in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .
↑ Entry on sodium methanolate in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
↑ Sodium methoxide data sheet (PDF) from Merck , accessed on January 18, 2011.

[gestis-1] ↑ ^a ^b ^c ^d ^e ^f Entry on sodium methoxide in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .

[CLP_100.004.273-2] Entry on sodium methanolate in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .

[Merck-3] Sodium methoxide data sheet (PDF) from Merck , accessed on January 18, 2011.