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71210

Sigma-Aldrich

Sodium ethoxide

technical, ≥95% (T)

Synonym(s):

Sodium ethylate

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About This Item

Linear Formula:
CH3CH2ONa
CAS Number:
141-52-6
Molecular Weight:
68.05
Beilstein:
3593646
EC Number:
205-487-5
MDL number:
MFCD00012417
UNSPSC Code:
12352100
PubChem Substance ID:
329763111
NACRES:
NA.21
Assay:
≥95% (T)
form:
powder
Pricing and availability is not currently available.

vapor density

1.6 (vs air)

Quality Level

100

vapor pressure

<0.1 mmHg ( 20 °C)

grade

technical

Assay

≥95% (T)

form

powder

impurities

~2% Na2CO3 and NaOH

SMILES string

[Na+].CC[O-]

InChI

1S/C2H5O.Na/c1-2-3;/h2H2,1H3;/q-1;+1

InChI key

QDRKDTQENPPHOJ-UHFFFAOYSA-N

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General description

Sodium ethoxide (Sodium ethylate) is a sodium alkoxide. It has been synthesized by reacting sodium with ethanol. It undergoes decomposition in the presence of water to afford ethanol and sodium hydroxide. It is widely employed as a strong base in organic synthesis studies.[1]
Sodium ethoxide is an alkoxide salt mainly used as a strong base in organic reactions such as deprotonation, dehydration and dehalogenation.[2]

Application

Sodium ethoxide may be used as a base for the palladium catalyzed cross-coupling of aryl halides and alkenylboranes to synthesize arylated (E)-alkenes.[3]
Sodium ethoxide may be used for the preparation of tricarbonylchloro(glycinato)ruthenium(II) (CORM-3).[4]

Pictograms

FlameCorrosion
GHS02,GHS05

Signal Word

Danger

Hazard Statements

H228,H251,H314

Hazard Classifications

Flam. Sol. 1 - Self-heat. 1 - Skin Corr. 1A

Supplementary Hazards

EUH014

Storage Class Code

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 1

Flash Point(F)

86.0 °F - closed cup

Flash Point(C)

30 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
STBL3864
STBK9114
STBK7783
STBK6448
STBK5607

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Whitaker KS and Whitaker DT
e-EROS Encyclopedia of Reagents for Organic Synthesis (2001)
Stereoselective synthesis of arylated (E)-alkenes by the reaction of alk-1-enylboranes with aryl halides in the presence of palladium catalyst.
Miyaura N & Suzuki, A.
Journal of the Chemical Society. Chemical Communications, 19, 866-867 (1979)
James E Clark et al.
Circulation research, 93(2), e2-e8 (2003-07-05)
Carbon monoxide, which is generated in mammals during the degradation of heme by the enzyme heme oxygenase, is an important signaling mediator. Transition metal carbonyls have been recently shown to function as carbon monoxide-releasing molecules (CO-RMs) and to elicit distinct
Eagleson M.
Concise Encyclopedia Chemistry, 997-997 (1994)
On the preparation of optically active phenyl-p-tolyl-methanesulphonic acid and its racemisation by sodium ethoxide.
E E PEDERSEN et al.
Acta chemica Scandinavica, 2(8), 651-656 (1948-01-01)
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