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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:
124-41-4
Molecular Weight:
54.02
Beilstein/REAXYS Number:
3592982
MDL number:
MFCD00012179
UNSPSC Code:
12352100
PubChem Substance ID:
24865160
NACRES:
NA.21

grade

ACS reagent

Quality Level

200

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

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

51.8 °F - closed cup

flash_point_c

11.0 °C - closed cup

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
SHBN7090
SHBM8611
SHBL5653
SHBK3561
SHBK1279

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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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