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CAS NO:141-52-6
EC NO:205-487-5
Sodium ethylate, also referred to as sodium ethylate, is the organic compound with the formula C2H5ONa, or NaOEt.
is a white solid, although impure samples appear yellow or brown.
Sodium ethylate dissolves in polar solvents such as ethanol.
Sodium ethylate is commonly used as a strong base.
Preparation
Few procedures have been reported to prepare the anhydrous solid. Instead the material is typically prepared in a solution with ethanol.
Sodium ethylate is commercially available and as a solution in ethanol.
Sodium ethylate is easily prepared in the laboratory by treating sodium metal with absolute ethanol:
2C2H5OH + 2Na → 2C2H5ONa + H2
An alternative, cheaper route involves the reaction of sodium hydroxide with anhydrous ethanol. This reaction suffers from incomplete conversion to the alkoxide, but for less stringent applications, full conversion is unimportant.
Structure
The crystal structure of Sodium ethylate has been determined by X-ray crystallography.
Sodium ethylate consists of layers of alternating Na+ and O− centres with disordered ethyl groups covering the top and bottom of each layer. The ethyl layers pack back-to-back resulting in a lamellar structure.
The reaction of sodium and ethanol sometimes forms other products such as the disolvate NaOEt·2EtOH
Sodium ethylate is crystal structure has been determined, although the structure of other phases in the Na/EtOH system remain unknown.
Reactions
Sodium ethylate is commonly used as a base in the Claisen condensation and malonic ester synthesis.
Sodium ethylate may either deprotonate the α-position of an ester molecule, forming an enolate, or the ester molecule may undergo a nucleophilic substitution called transesterification.
If the starting material is an ethyl ester, trans-esterification is irrelevant since the product is identical to the starting material. In practice, the alcohol/alkoxide solvating mixture must match the alkoxy components of the reacting esters to minimize the number of different products.
Properties
Chemical formula C2H5ONa
Molar mass 68.05 g/mol
Appearance white
hygroscopic
Density 0.868 g/cm^3 (of a 21 wt% solution in ethanol)
Melting point 260 °C (500 °F; 533 K)
Solubility in water Reacts
Solubility ethanol and methanol
Acidity (pKa) 15.5
Colour (visual): white to yellowish
Appearance of substance (visual): powder
Assay (acidimetric): ≥ 95.0 %
Free NaOH: ≤ 2.0 %
Sodium ethylate is a sodium alkoxide.
Sodium ethylate has been synthesized by reacting sodium with ethanol.
Sodium ethylate undergoes decomposition in the presence of water to afford ethanol and sodium hydroxide.
Sodium ethylate is widely employed as a strong base in organic synthesis studies.
Sodium ethylate is an organic monosodium salt that has ethoxide as the counterion.
Sodium ethylate has a role as a nucleophilic reagent.
Sodium ethylate contains an ethoxide.
Industry Uses
Intermediates
Oxidizing/reducing agents
Industry Processing Sectors
Agriculture, forestry, fishing and hunting
All other basic organic chemical manufacturing
All other chemical product and preparation manufacturing
Pharmaceutical and medicine manufacturing
Rubber product manufacturing
Sodium ethylate is used as a strong base in organic synthesis.
Sodium ethylate is actively involved in the Claisen condensation, Stobbe reaction and Wolf-kishner reduction.
Sodium ethylate 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.
Sodium ethylate is widely used as a base for the generation of carbanions which are utilized for alkylation and condensation reactions.
Sodium Methylate is an efficient and reliable catalyst that provides a sustainable solution for the production and use of Biodiesel, meeting the requirements of engine manufacturers for high-quality fuels and lower emissions.
Sodium methylate supports higher yields and low preparation cost for Biodiesel.
Applications
Sodium ethylate, 21% w/w in ethanol is used as a strong base in organic synthesis.
Sodium ethylate finds application in various chemical reactions such as condensation, esterification, alkoxylation and etherifcation
Sodium ethylate is actively involved in Claisen condensation, Stobbe reaction and Wolf-kishner reduction.
Sodium ethylate 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.
Sodium ethylate is used as a catalyst in the transesterification of fish oil to produce fatty acid ethyl esters using ultrasonic energy.
Chemical Properties
White powder, sometimes having brownish tinge; readily hydrolyzes to alcohol and sodium hydroxide.
Physical properties
White or yellowish powder; hygroscopic; darkens and decomposes on exposure to air; decomposes in water forming sodium hydroxide and ethanol; dissolves in absolute ethanol.
Uses
Sodium ethylate is used in organic synthesis for condensation reactions.
Sodium ethylate also is a catalyst in many organic reactions.
Preparation
Sodium ethylate is prepared by reacting sodium with absolute ethanol:
2Na + 2C2H5OH → 2C2H5ONa + H2
Sodium in small quantities is added to absolute alcohol at 10°C. The temperature is raised to warming (to about 38°C). The mixture is cooled again and sodium and absolute alcohol are added gradually followed by careful warming.
Definition
ChEBI: An organic monosodium salt that has ethoxide as the counterion.
Sodium Ethoxide, also known asSodium ethylate, is an organic compound salt used as a strong base and dissolves in polar solvents.
Ungraded products supplied by Spectrum are indicative of a grade suitable for general industrial use or research purposes and typically are not suitable for human consumption or therapeutic use.
Sodium ethylate is a white or yellowish hygroscopic powder,your transport decomposes and turns black in storage.
Sodium ethylate is soluble in anhydrous ethanol without decomposition.
Sodium ethylate Application:
1. Used as a strong base,as ethoxylating agent and a coagulant and reducing agent in organic synthesis.
Among the products used by Sodium ethylate users are phenobarbital,baotaisong, primidone, methyldopa, tetracaine hydrochloride, promethazine,amterin, pyrimidine and pifurampicillin, etc.
2. Mainly used in medicine and grinder.
3. Sodium ethylate is used as strong basic, ethoxylated drug and reducing agent.organic synthesis, drug synthesis, etc.
4. For use in organic condensates.
Sodium ethylate is used as intermediate for pharmaceuticals (such as butazolidine and jatropur) and insecticides.
Sodium ethylate is also used as analytical reagent and thickening agent.
Application of Sodium ethylate
Sodium ethylate is commonly used in the Claisen condensation and malonic ester synthesis.
Sodium ethylate may either deprotonate the a-position of an ester molecule, forming an enolate, or the ester molecule may undergo a nucleophilic substitution called transesterification.
If the starting material is an ethyl ester, trans-esterification is irrelevant since the product is identical to the starting material.
In practice, the alcohol/alkoxide solvating mixture must match the alkoxy components of the reacting esters to minimize the number of different products.
Many alkoxides are prepared by salt metathesis from Sodium ethylate.
1. Ethoxylate agent,as well as a coagulant and reductant for organic synthesis,pharmaceuticals and pesticides synthesis;
2. Pharmaceutical products used sodium ethoxide are: phenobarbital, butazodine, primidone,methyldopa,tetracaine hydrochloride, eprazinone,aminopterin,pyrimethamine,horse ampicillin etc.
In industry, Sodium ethylate can be used in dye, pigment and intermediate: plastic (polymerization catalyst of alcohol, ester and nitrile; neutralizer in the production of polyolefine in fulling method); cosmetic and drug(vitamin, sulphonamide, hormone, flavor, edible flavor, essence; food oil and grease (ester group transfer catalyst); synthetic detergent (catalyst of foam stabilizer and emulsifier ); paint and varnish ( the modification of dry oil made of fatty acid ester).
Sodium ethylate CAS 141-52-6 Syntheses Material Intermediates used as a strong basic catalyst, ethoxylating agent and as a coagulant and reducing agent for organic synthesis.
Organic Intermediate application of Sodium ethylate pharmaceutical products are phenobarbital, phenylbutazone, epilepsy ketone, methyl dopa, tetracaine hydrochloride, cough syrup, aminopterin, pyrimethamine, diclofenac penicillin and so on.
In addition,Sodium ethylate is also used for pesticides and analytical reagents.
Mainly used in medicine and pesticide industry.
Used as a strong alkaline catalyst, ethoxylating agent and as a reducing agent for organic synthesis, pharmaceutical synthesis. Pharmaceutical Intermediates CAS 141-52-6 used in organic condensation reactions.
Organic Compound
▶Used as a strong base commonly.
▶Dissolves in polar solvents such as ethanol.
▶Turns dark gradually on storage in dry air because of oxidation.
▶Hydrolyzes to sodium hydroxide rapidly in moist air.
▶Kept in a dry, tight, airless container and stored in a cool place.
Highly Unstable Chemical Compound
▶React violently if contacting with acids, water or moisture, chlorinated solvents, air, dust and light.
▶Highly flammable and might catch fire if it comes in contact with air.
▶Irritating to eyes, respiratory system and skin, wear suitable protective clothing, gloves and eye/face protection.
1. As strong basicity catalyst, ethoxylate agent, as well as a coagulant and reductant for organic synthesis, pharmaceuticals and pesticides synthesis;
2. Pharmaceutical products used Sodium ethylate are: phenobarbital, butazodine, primidone,methyldopa, tetracaine hydrochloride, eprazinone, aminopterin,, pyrimethamine,horse ampicillin etc.
Medical Application of Active Drug Containing Substances Sodium ethylate :
Organic synthesis :
Sodium ethylate is a routinely used product in organic chemistry and can be applied to the synthesis of compounds ranging from pharmaceuticals to agricultural chemistry.
Sodium ethylate is used in dehydrohalogenation and various condensations as a base.
Sodium ethylate is also an anucleophile for the production of methyl ethers;
Industrial applications:
Sodium ethylate is used as the initiator of anionic addition polymerization with ethylene oxide forming a high molecular weight polyether.
Biodiesel is prepared from vegetable oils and animal fats, namely fatty acid triglycerides, to obtain fatty acid methyl esters (FAMEs) by transesterification with methanol. This conversion is catalyzed by Sodium ethylate.
Specifications
Appearance white to yellowish crystal
Purity (%) 99.0 min.
Moisture(H2O) <0.5%
sodium carbonate (%) <0.32
free alkali(%) <0.9
Melting point (ºC) 91
Boiling point (ºC) 260
Risk Term 11-14-34-36/37/38
Safety Term 8-16-26-43-45-36/37/39-36
Hazard Codes F,C,Xi
Usage
Mainly used in pharmaceutical industry, organic synthesis as condensation agent, chemical reagent, edible oil processing and other catalysts.
Product Feature
Purity (%) 99.0 min.
Moisture(H2O) <0.5%
sodium carbonate (%) <0.32
free alkali(%) <0.9
Used as intermediates for pharmaceuticals (such as butazolidine and jatropur) and pesticides, etc. Also used as analytical reagent and condensating agent.
Appearance:light yellow powder or particule.Sensitivity to light.Easy to decompose in the air without sealed packing.It will become dark during long storage.
General description
Sodium ethylate is an alkoxide salt mainly used as a strong base in organic reactions such as deprotonation, dehydration and dehalogenation.
Sodium ethoxide (Sodium ethylate) is a sodium alkoxide.
Sodium ethylate has been synthesized by reacting sodium with ethanol.
Sodium ethylate undergoes decomposition in the presence of water to afford ethanol and sodium hydroxide.
Sodium ethylate is widely employed as a strong base in organic synthesis studies.
Application
Sodium ethylate may be used for the preparation of tricarbonylchloro(glycinato)ruthenium(II) (CORM-3).
Sodium ethylate may be used as a base for the palladium catalyzed cross-coupling of aryl halides and alkenylboranes to synthesize arylated (E)-alkenes.
About this substance
Sodium ethylate is registered under the REACH Regulation and is manufactured in and / or imported to the European Economic Area, at ≥ 1 000 tonnes per annum.
Sodium ethylate is used by professional workers (widespread uses), in formulation or re-packing, at industrial sites and in manufacturing.
Sodium ethylate is used in the following areas: formulation of mixtures and/or re-packaging and scientific research and development.
Sodium ethylate is used for the manufacture of: chemicals, rubber products and plastic products.
Other release to the environment of Sodium ethylate is likely to occur from: indoor use (e.g. machine wash liquids/detergents, automotive care products, paints and coating or adhesives, fragrances and air fresheners).
Uses at industrial sites
Sodium ethylate is used in the following areas: formulation of mixtures and/or re-packaging.
Sodium ethylate is used for the manufacture of: chemicals, rubber products and plastic products.
Release to the environment of Sodium ethylate can occur from industrial use: in processing aids at industrial sites, as an intermediate step in further manufacturing of another substance (use of intermediates), as processing aid and of substances in closed systems with minimal release.
IUPAC names
(ethanolato)sodium
Ethanol, sodium salt (1:1)
Natriumethylat
Sodium ethanolate
sodium ethanolate
Sodium Ethanolate
sodium ethanolate
sodium ethanolate; sodium ethoxide
SODIUM ETHOXIDE
Sodium Ethoxide
Sodium ethoxide
Sodium ethylate (NE-P)
sodium;ethanolate
SYNONYMS:
141-52-6 [RN]
205-487-5 [EINECS]
ETHANOL, SODIUM SALT
Ethanol, sodium salt (1:1) [ACD/Index Name]
Éthanolate de sodium [French] [ACD/IUPAC Name]
ETHOXYSODIUM
Ethyl alcohol, sodium salt
MFCD00012417 [MDL number]
NaOEt [Formula]
Natriumethanolat [German] [ACD/IUPAC Name]
Sodium ethanolate [ACD/IUPAC Name]
Sodium ethoxide [Wiki]
Sodium ethylate
SodiumEthylate
24448-24-6 [RN]
Caustic alcohol
https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:52096
Sodium ethoxide solution 21 wt. % in ethanol
Sodium ethylate, Sodium ethanolate
Sodiumethoxide
