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Sodium ethoxide

Base Information Edit
  • Chemical Name:Sodium ethoxide
  • CAS No.:141-52-6
  • Deprecated CAS:24448-24-6,1628390-26-0
  • Molecular Formula:C2H5NaO
  • Molecular Weight:68.0509
  • Hs Code.:2905.19
  • European Community (EC) Number:205-487-5
  • ICSC Number:0674
  • UNII:1I9504387J
  • DSSTox Substance ID:DTXSID3027089
  • Nikkaji Number:J91.259J
  • Wikipedia:Sodium ethoxide
  • Wikidata:Q412779
  • Mol file:141-52-6.mol
Sodium ethoxide

Synonyms:sodium ethoxide

Suppliers and Price of Sodium ethoxide
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • Usbiological
  • Sodium ethoxide
  • 250g
  • $ 365.00
  • TRC
  • SodiumEthoxide(>85%)
  • 1g
  • $ 65.00
  • TCI Chemical
  • Sodium Ethoxide (ca. 20% in Ethanol)
  • 500mL
  • $ 55.00
  • TCI Chemical
  • Sodium Ethoxide >95.0%(T)
  • 100g
  • $ 29.00
  • Strem Chemicals
  • Sodium ethoxide, 96%
  • 50g
  • $ 16.00
  • Strem Chemicals
  • Sodium ethoxide, 96%
  • 250g
  • $ 68.00
  • Sigma-Aldrich
  • Sodium ethoxide 95%
  • 100g
  • $ 57.40
  • Sigma-Aldrich
  • Sodium ethoxide solution 21 wt. % in ethanol
  • 500ml
  • $ 74.40
  • Sigma-Aldrich
  • Sodium ethoxide 95%
  • 500g
  • $ 102.00
  • Sigma-Aldrich
  • Sodium ethylate Msynth plus. CAS No. 141-52-6, EC Number 205-487-5., Msynth plus
  • 8451011000
  • $ 138.00
Total 40 raw suppliers
Chemical Property of Sodium ethoxide Edit
Chemical Property:
  • Appearance/Colour:White to pale brown solid 
  • Vapor Pressure:<0.1 mm Hg ( 20 °C) 
  • Melting Point:260 °C 
  • Refractive Index:n20/D 1.386  
  • Boiling Point:72.6 °C at 760 mmHg 
  • Flash Point:8.9 °C 
  • PSA:23.06000 
  • Density:0.868 g/mL at 25 °C 
  • LogP:0.43680 
  • Storage Temp.:Store at R.T. 
  • Sensitive.:Moisture Sensitive 
  • Solubility.:Soluble in ethanol and methanol. 
  • Water Solubility.:Miscible 
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:1
  • Rotatable Bond Count:0
  • Exact Mass:68.02380906
  • Heavy Atom Count:4
  • Complexity:6
Purity/Quality:

≥99% *data from raw suppliers

Sodium ethoxide *data from reagent suppliers

Safty Information:
  • Pictogram(s): FlammableF,CorrosiveC,IrritantXi 
  • Hazard Codes:F,C,Xi,N 
  • Statements: 11-14-34-36/37/38-68/20/21/22-51/53-20/21/22 
  • Safety Statements: 8-16-26-43-45-36/37/39-36-61 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Chemical Classes:Metals -> Metal Alkoxides
  • Canonical SMILES:CC[O-].[Na+]
  • Inhalation Risk:A harmful concentration of airborne particles can be reached quickly when dispersed.
  • Effects of Short Term Exposure:Corrosive.
  • 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 ethoxide is used in organic synthesis for condensation reactions. It also is a catalyst in many organic reactions. Sodium ethoxide, 21% w/w in ethanol is used as a strong base in organic synthesis. It finds application in various chemical reactions such as condensation, esterification, alkoxylation and etherifcation. It is actively involved in 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.
Technology Process of Sodium ethoxide

There total 157 articles about Sodium ethoxide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
In diethyl ether; ethanol; water;
Refernces Edit

Cleavage of models for RNA mediated by a diZn(II) complex of bis[1,4-N1,N1'(1,5,9-triazacyclododecanyl)]butane in methanol and ethanol

10.1139/V09-026

The study investigates the catalytic cleavage of RNA model compounds, specifically 2-hydroxypropyl aryl phosphates, by a dinuclear Zn(II) complex of bis[1,4-N1,N1’(1,5,9-triazacyclododecanyl)]butane in methanol and ethanol. The aim is to understand the catalytic efficiency and mechanism of these reactions under controlled pH conditions at 25°C. The chemicals used include the dinuclear Zn(II) complex as the catalyst, various 2-hydroxypropyl aryl phosphates as substrates, methanol and ethanol as solvents, and sodium methoxide and sodium ethoxide to control the pH. The study also involves other chemicals like Zn(CF3SO3)2 for catalyst preparation and tetrabutylammonium trifluoromethanesulfonate for inhibiting effects. The purpose of these chemicals is to facilitate the cleavage reaction, control experimental conditions, and provide insights into the catalytic activity and kinetics of the dinuclear Zn(II) complex on RNA model compounds, which can help in understanding enzyme mechanisms and potential applications in biotechnology and medicine.

THE METHYLATION OF 1,2,3-THIADIAZOLE-4-CARBOTHIOAMIDES

10.1007/BF00960366

The research discusses a study on the methylation of 5-(3-phenylureido)- and 5-amino-1,2,3-thiadiazole-4-carbothioamides, focusing on the synthesis of new 1,2,3-thiadiazole derivatives with potential applications as pesticides. The researchers observed a novel rearrangement in the methylation process, where 5-amino-1,2,3-thiadiazole-4-S-methylcarbothioimidates transformed into 5-methylthio-1,2,3-triazole-4-carbothioamides. Key chemicals used in the study include 5-(3-phenylureido)-1,2,3-thiadiazole-4-carbothioamide, 5-amino-1,2,3-thiadiazole-4-carbothioamides, methyl iodide, and sodium ethoxide. The conclusions drawn from the study highlight the formation of intermediate diazo compounds and the first example of the generation of aliphatic diazo compounds containing C=S and C=N bonds in the α-position, contributing to the understanding of 1,2,3-thiadiazole to 1,2,3-triazole rearrangements.

Importance of β Phenyl Group in Ipso Substitution of Arylvinyl Cations

10.1246/cl.1991.2195

The research aimed to investigate the influence of the β substituent, particularly the β phenyl group, on the ipso substitution of arylvinyl cations. The study focused on understanding how the presence of a phenyl group at the β position affects the rate and extent of ipso substitution compared to when a methyl group is present. The researchers conducted experiments using α-[p-(2-hydroxyethoxy)phenyl)vinyl cations and α-(p-methoxyphenyl)vinyl cations, comparing the reactions of β-methyl-β-phenylvinyl and β,β-dimethylvinyl cations to those of β,β-diphenylvinyl cations. They found that the β phenyl group significantly enhances ipso substitution, while replacing the phenyl group with a methyl group drastically decreases the formation of ipso adducts and increases vinylic substitution products. The chemicals used in the process included 1-bromo-1-[p-(2-hydroxyethoxy)phenyl]ethenes and 1-bromo-1-(p-methoxyphenyl)-2,2-diphenylethenes, with NaOEt as a base, and the reactions were carried out under photolytic and solvolytic conditions. The conclusions highlighted the importance of the β phenyl group in facilitating ipso substitution due to its steric hindrance of nucleophilic attack at the vinylic position and its role in charge delocalization, which facilitates attack at the ipso position.

Heterocyclization of compounds containing diazo and cyano groups. 6. Theoretical and experimental investigations of cyclization of 2-cyano-2-diazoacetamides to 5-hydroxy-1,2,3-triazole-4-carbonitriles

10.1007/BF02256840

The research focuses on the heterocyclization of compounds containing diazo and cyano groups, specifically the cyclization of 2-cyano-2-diazoacetamides to 5-hydroxy-1,2,3-triazole-4-carbonitriles. The purpose of this study was to investigate the theoretical and experimental aspects of this cyclization process, with the aim of understanding the mechanisms involved in the transformation. The researchers synthesized a series of N-alkyl- and N-aryl-2-(cyano-2-diazoacetamides) and examined their cyclization to 5-hydroxy-1,2,3-triazoles using kinetic and theoretical methods, including the B3LYP/6-31+G* method. The study concluded that there is a difference in the mechanisms of cyclization between N-alkyl and N-aryl derivatives of 2-cyano-2-diazoacetamide; the N-alkyl derivatives cyclize via a monorotatory mechanism, while the N-aryl derivatives cyclize through a mechanism involving heteroelectrocyclization of 2-diazoacetimidates. Key chemicals used in the process include 2-amino-2-cyanoacetamides, 2-cyano-2-diazoacetamides, 5-hydroxy-1,2,3-triazole-4-carbonitriles, and their respective derivatives, along with reagents like sodium nitrite, hydrochloric acid, and sodium ethoxide.

Synthesis and pharmacologic study of pyridazino[4,5-b]carbazoles

10.1248/cpb.37.2679

The research focused on the synthesis and pharmacological evaluation of pyridazino[4,5-b]carbazoles, a class of heterocyclic compounds with potential antineoplastic properties. The purpose of the study was to create and test these compounds for their cytotoxic activity against L1210 leukemia in mice. The synthesis involved a cyclization reaction of hydrazine with carbazole-2,3-methyl dicarboxylates to form 1,4-dioxo-1,2,3,4-tetrahydro-pyridazino[4,5-b]carbazoles. Further chemical manipulations, such as chlorodehydroxylation and nucleophilic substitution, led to the formation of 1,4-dichloropyridazino[4,5-b]carbazoles and 1,4-dialkoxy pyridazino[4,5-b]carbazoles. Despite efforts to improve solubility for pharmacological testing through chemical modifications, the tested compounds did not show significant cytotoxic activity. The chemicals used in the process included various carbazole derivatives, hydrazine, phosphorus oxychloride, and alkoxides like sodium methoxide and sodium ethoxide. The conclusions were that the synthesized pyridazino[4,5-b]carbazoles lacked significant antitumor activity in vivo, possibly due to insufficient solubility of the tested substances.

10.1021/ja01299a015

The study focuses on the preparation and pharmacological investigation of di- and trialkyl barbituric acids. The researchers synthesized various malonic esters by reacting alkyl halides with sodiomalonic ester or sodioalkylmalonic ester, and then used these esters to prepare barbituric acids by condensing them with urea, methyl urea, or ethyl urea in the presence of sodium ethoxide. The barbituric acids were purified by recrystallization or fractional distillation. The study also involved converting these acids into their sodium salts and testing their pharmacological effects on laboratory animals, primarily white rats. The results indicated that the introduction of a third alkyl group generally lessened the duration of action, and in some cases, alkylating the nitrogen group made the barbituric acids less effective. The study provides insights into the relationship between the chemical structure of barbituric acids and their pharmacological properties.

Catalytic Activities of Salicylaldehyde Derivatives. VI. Syntheses of Some Dimethylsulfonio Derivatives of Salicylaldehyde

10.1246/bcsj.51.2435

The study investigates the catalytic activities of salicylaldehyde derivatives, specifically focusing on the synthesis of 3-, 4-, and 5-dimethylsulfonio derivatives of salicylaldehyde. These derivatives were prepared from corresponding bromo-2-methoxybenzylidene dibromides, bromo-o-anisaldehyde diethyl acetals, methylthio-o-anisaldehydes, and (methylthio)salicylaldehydes through a series of chemical reactions involving reagents such as sodium ethoxide, dimethyl disulfide, and methyl p-toluenesulfonate. The study also examined the racemization of L-glutamic acid catalyzed by these salicylaldehyde derivatives in the presence of copper(I) ion at pH 10 and 80°C. The results indicated that the dimethylsulfonio derivatives exhibited higher catalytic activity than known salicylaldehyde derivatives, as evidenced by their larger Hammett's constant values.

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