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164992

Sigma-Aldrich

Sodium methoxide

reagent grade, 95%, powder

Sinónimos:

Sodium methylate

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About This Item

Fórmula lineal:
NaOCH3
Número de CAS:
124-41-4
Peso molecular:
54.02
Beilstein/REAXYS Number:
3592982
EC Number:
204-699-5
MDL number:
MFCD00012179
UNSPSC Code:
12352100
PubChem Substance ID:
24850111
NACRES:
NA.21

grade

reagent grade

Quality Level

200

vapor density

1.1 (vs air)

vapor pressure

50 mmHg ( 20 °C)

assay

95%

form

powder

autoignition temp.

851 °F

expl. lim.

36 %

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 is a sodium alkoxide. Its reaction with unactivated aryl bromides in the presence of copper catalyst under various reaction conditions has been studied. It reacts with aryl halides in the presence of a palladium catalyst in DMF to afford arenes.

Application

Sodium methoxide has been used in the preparation of 5-(3-azidopropyl) uridine. It may be used in the synthesis of methyl 2-cyano-lup-3-hydroxy-2-en-28-oate (CN-BA), a 2-cyano derivative of betulinic acid (BA).
Sodium methoxide may be used as an alkali catalyst for the production of fatty acid methyl esters (biodiesel) from vegetable oils via transesterification.

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Flam. Sol. 1 - Met. Corr. 1 - Self-heat. 1 - Skin Corr. 1A

supp_hazards

EUH014

Storage Class

4.2 - Pyrophoric and self-heating hazardous materials

wgk_germany

WGK 2

flash_point_f

91.4 °F - closed cup

flash_point_c

33 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificados de análisis (COA)

Lot/Batch Number
STBK6353
STBK0995
MKCQ2601
STBK4122
MKCP0907

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A review on biodiesel production using catalyzed transesterification
Leung DYC, et al
Applied Energy, 87(4), 1083-1095 (2010)
Production of biodiesel through optimized alkaline-catalyzed transesterification of rapeseed oil.
Rashid U and Anwar F
Fuel: The Science and Technology of Fuel and Energy, 87(3), 265-273 (2008)
Palladium hydrides in organic synthesis. Reduction of aryl halides by sodium methoxide catalyzed by tetrakis (triphenylphosphine) palladium.
Zask A and Helquist P.
The Journal of Organic Chemistry, 43(8), 1619-1620 (1978)
Sudhakar Chintharlapalli et al.
Carcinogenesis, 28(11), 2337-2346 (2007-08-29)
Betulinic acid (BA) is a phytochemical triterpenoid acid from bark extracts and is cytotoxic to cancer cells and tumors. We modified the A-ring of BA to give a 2-cyano-1-en-3-one moiety and the effects of the 2-cyano-lup-1-en-3-oxo-20-oic acid (CN-BA), 2-cyano derivative
The copper catalysed reaction of sodium methoxide with aryl bromides. A mechanistic study leading to a facile synthesis of anisole derivatives.
Aalten HL, et al.
Tetrahedron, 45(17), 5565-5578 (1989)
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