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403067

Sigma-Aldrich

Sodium methoxide solution

ACS reagent, 0.5 M CH3ONa in methanol (0.5N)

Synonym(s):

Sodium methylate

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About This Item

Linear Formula:
CH3ONa
CAS Number:
Molecular Weight:
54.02
Beilstein:
3592982
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

grade

ACS reagent

Quality Level

form

liquid

concentration

0.5 M CH3ONa in methanol (0.5N)

color

, clarity of solution to pass

bp

64.6 °C

density

0.809 g/mL at 25 °C

SMILES string

[Na+].C[O-]

InChI

1S/CH3O.Na/c1-2;/h1H3;/q-1;+1

InChI key

WQDUMFSSJAZKTM-UHFFFAOYSA-N

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General description

Sodium methoxide solution is composed of 0.5M sodium methoxide in 0.5N methanol. It is a widely used organic base in organic synthesis.

Application

Sodium methoxide solution may be used in the following processes:
  • As a solvent in the synthesis of disulfides from corresponding thiols.
  • To extract fatty acid methyl esters by transesterification process.
  • Synthesis of (1R,2R,3R,7aS)-1,2-dibenzyloxy-3-tert-butyldiphenylsilyloxymethylpyrrolizidin-5-one.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1A - STOT SE 1

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

51.8 °F - closed cup

Flash Point(C)

11.0 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Electrochemical oxidation of thiols to disulfides.
Leite SLS, et al.
Synthetic Communications, 20(3), 393-397 (1990)
Polyhydroxylated pyrrolizidines. Part I: Short and highly stereocontrolled syntheses of hyacinthacines.
Izquierdo I, et al.
Tetrahedron Asymmetry, 12(17), 2481-2487 (2001)
Biosynthetic origin of conjugated double bonds: production of fatty acid components of high-value drying oils in transgenic soybean embryos.
Cahoon EB, et al.
Proceedings of the National Academy of Sciences of the USA, 96(22), 12935-12940 (1999)
Gema Flores et al.
Food chemistry, 194, 1260-1265 (2015-10-17)
Black currant seeds are obtained as a residue during juice production. Black currant seed oil contains high amounts of nutritionally desirable constituents such as γ-linolenic acid (GLA), α-linolenic acid (ALA) and stearidonic acid (SA), as well as certain phenolic acids
Lisa Kolden Midtbø et al.
The Journal of nutritional biochemistry, 26(6), 585-595 (2015-03-18)
Introduction of vegetable ingredients in fish feed has affected the fatty acid composition in farmed Atlantic salmon (Salmo salar L). Here we investigated how changes in fish feed affected the metabolism of mice fed diets containing fillets from such farmed

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