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141-52-6 - Sodium ethoxide, 96% - Sodium ethylate - L06230 - Alfa Aesar

L06230 Sodium ethoxide, 96%

Numéro CAS
141-52-6
Synonymes
Sodium ethylate

Dimensions Prix ($) Quantité Disponibilité
100g 41,70
500g 64,10
2000g 198,00
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Sodium ethoxide, 96%

MDL
MFCD00012417
EINECS
205-487-5

Propriétés chimiques

Formule
NaOCH2CH3
Poids formulaire
68.05
Point de fusion
>300°
Point d'éclair
30°(86°F)
Sensibilité
Moisture Sensitive
Solubilité
Soluble in ethanol and methanol.

Applications

Sodium ethoxide is used as a strong base in organic synthesis. It is actively involved in the Claisen condensation, Stobbe reaction and Wolf-kishner reduction. It is an important starting material for the synthesis of ethyl ester and diethyl ester of malonic acid. In Williamson ether synthesis, it reacts with ethyl bromide to form diethyl ether. It is widely used as a base for the generation of carbanions which are utilized for alkylation and condensation reactions.

Notes

Moisture sensitive. It undergoes hydrolysis rapidly to form sodium hydroxide in the presence of moist air. Incompatible with water, strong bases, acids, oxidizing agents, alkali metals, strong oxidizing agents, ammonia, acid chlorides, acid anhydrides, reducing agents, peroxides, acids and chlorinated solvents.

Références bibliographiques

In reactions where the presence of excess ethanol is undesirable, the use of pre-formed solid sodium ethoxide is much more convenient and safer than preparation in situ from sodium metal. This applies to many literature condensation reactions which employ powdered sodium in, for example ether or toluene, where the difficulty and hazards of obtaining a satisfactory sodium dispersion can be considerable. Solid sodium ethoxide often gives superior results, with better control of exothermic reactions.

Extensively used as a base for the generation of carbanions in a variety of alkylation and condensation reactions. Organic Syntheses examples of the use of solid sodium ethoxide include:

Condensation of acetone with ethyl acetate: Org. Synth. Coll., 3, 17 (1955). Benzoylation of acetophenone with ethyl benzoate: Org. Synth. Coll., 3, 251 (1955). ɑ-Formylations with ethyl formate: Org. Synth. Coll., 3, 300 (1955); 4, 536 (1963). ɑ-Ethoxalylation of diethyl succinate with diethyl oxalate: Org. Synth. Coll., 5, 687 (1973).

Sanchez, B. S.; Benitez, B.; Querini, C. A.; Mendow, G. Transesterification of sunflower oil with ethanol using sodium ethoxide as catalyst. Effect of the reaction conditions. Fuel Process. Technol. 2015, 131, 29-35.

Lyth, S. M.; Shao, H.; Liu, J.; Sasaki, K.; Akiba, E. Hydrogen adsorption on graphene foam synthesized by combustion of sodium ethoxide. Int. J. Hydrogen Energy 2014, 39 (1), 376-380.

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H251-H314-H318

Self-heating: may catch fire. Causes severe skin burns and eye damage. Causes serious eye damage.

Mentions de prudence: P260-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P310-P405-P420-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Immediately call a POISON CENTER or doctor/physician. Store locked up. Store away from other materials. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Merck
14,8613
Beilstein
3593646
Classe de danger
4.2
Groupe d'emballage
II
Code tarifaire harmonisé
2905.19
TSCA
Yes

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Consulté récemment

Produits chimiques

Sciences de la vie

Métaux et matériaux

Catalyseurs

Analytique et matériel de laboratoire