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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/REAXYS Number:
3592982
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21

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.

signalword

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

target_organs

Eyes,Central nervous system

wgk_germany

WGK 2

flash_point_f

closed cup

flash_point_c

closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


Certificates of Analysis (COA)

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Electrochemical oxidation of thiols to disulfides.
Leite SLS, et al.
Synthetic Communications, 20(3), 393-397 (1990)
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)
Polyhydroxylated pyrrolizidines. Part I: Short and highly stereocontrolled syntheses of hyacinthacines.
Izquierdo I, et al.
Tetrahedron Asymmetry, 12(17), 2481-2487 (2001)
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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