164992
Sodium methoxide
reagent grade, 95%, powder
Synonym(s):
Sodium methylate
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About This Item
Linear Formula:
NaOCH3
CAS Number:
Molecular Weight:
54.02
Beilstein:
3592982
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21
Recommended Products
grade
reagent grade
Quality Level
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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Flam. Sol. 1 - Met. Corr. 1 - Self-heat. 1 - Skin Corr. 1A
Supplementary Hazards
Storage Class Code
4.2 - Pyrophoric and self-heating hazardous materials
WGK
WGK 2
Flash Point(F)
91.4 °F - closed cup
Flash Point(C)
33 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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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