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About This Item
Linear Formula:
NaOCH3
CAS Number:
Molecular Weight:
54.02
UNSPSC Code:
12352100
NACRES:
NA.21
PubChem Substance ID:
EC Number:
204-699-5
Beilstein/REAXYS Number:
3592982
MDL number:
Assay:
95%
Grade:
reagent grade
Form:
powder
InChI key
WQDUMFSSJAZKTM-UHFFFAOYSA-N
InChI
1S/CH3O.Na/c1-2;/h1H3;/q-1;+1
SMILES string
[Na+].C[O-]
grade
reagent grade
vapor density
1.1 (vs air)
vapor pressure
50 mmHg ( 20 °C)
assay
95%
form
powder
autoignition temp.
851 °F
expl. lim.
36 %
Quality Level
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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
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Flam. Sol. 1 - Met. Corr. 1 - Self-heat. 1 - Skin Corr. 1A
supp_hazards
Storage Class
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
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
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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)
A review on biodiesel production using catalyzed transesterification
Leung DYC, et al
Applied Energy, 87(4), 1083-1095 (2010)
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)
Harita Rao et al.
Nature protocols, 7(6), 1097-1112 (2012-05-12)
This protocol describes the detailed experimental procedure for the synthesis of an azide-modified uridine triphosphate analog and its effective incorporation into an oligoribonucleotide by in vitro transcription reactions. Furthermore, procedures for labeling azide-modified oligoribonucleotides post-transcriptionally with biophysical probes by copper(I)-catalyzed
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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