1850-14-2

Usage

Uses

Used in Electrochemical Applications:
Tetramethoxymethane is used as a component in electrolyte solutions for rechargeable lithium batteries. Its incorporation enhances the performance and efficiency of these batteries, making it a valuable addition to the energy storage industry.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, Tetramethoxymethane serves as a reactant in the synthesis of novel anti-HIV-1 compounds. Its reactivity and ability to form new chemical entities contribute to the development of potential treatments for HIV-1, showcasing its importance in the field of medicinal chemistry.

Purification Methods

Tetramethyl orthocarbonate (methyl orthocarbonate, tetramethoxy methane) [1850-14-2] M 136.2, m -5.6o, -5o, -2o, b 113.5o/760mm, 113.5 -114o/755mm, 112-114o/atm, d 4 1.0202, n D 1.3860. Purify it in the same way as for tetraethyl orthocarbonate. [Smith Acta Chem Scand 10 1006 1956, Tiekelmann & Post J Org Chem 13 266 1948, Kantlehner et al. Synthesis 73 1977, Beilstein 3 IV 4.]

InChI:InChI=1/C5H12O4/c1-6-5(7-2,8-3)9-4/h1-4H3

Upstream product

• 67-56-1 methanol 
• 76-06-2 chloropicrin 
• 124-41-4 sodium methylate 
• 594-42-3 chlorothio-trichloro-methane 
• 545-06-2 trichloroacetonitrile 
• 75-15-0 carbon disulfide 
• 56-23-5 tetrachloromethane 
• 1122-85-6 phenyl cyanate 

Downstream Products

• 597-72-8 tetra-n-propyl orthocarbonate 
• 100059-36-7 2-acetyl-5-methoxy-6,6-dimethyl-cyclohex-4-ene-1,3-dione 
• 707-07-3 orthobenzoic acid trimethyl ester 
• 578-58-5 2-methylmethoxybenzene 
• 150-19-6 O-methylresorcine 
• 151-10-0 1,3-Dimethoxybenzene 
• 100-66-3 methoxybenzene 
• 67-56-1 methanol 
• 616-38-6 carbonic acid dimethyl ester 
• 13063-51-9 dimethyl N-tosylimidocarbonate 
• 531-59-9 7-methoxycoumarin 
• 100-68-5 methyl-phenyl-thioether 
• 87057-22-5 dimethyl carbonate 2,4-dinitrophenylhydrazone 
• 24472-02-4 NSC-194647 

Relevant academic research and scientific papers

Method for preparing tetramethoxymethane by catalyzing direct oxidation esterification of methanol

The invention discloses a method for preparing tetramethoxymethane by catalyzing direct oxidation esterification of methanol, and belongs to the field of tetramethoxymethane preparation. The method specifically comprises: taking oxygen or air as an oxygen source, taking methanol as a substrate and solvent, and in the function of a catalyst, allowing methanol to undergo oxidation esterification to generate tetramethoxymethane. The method is high in raw material utilization rate. The catalyst is cheap and available, is easy to recycle, can be reused, and is easy to separate from the product. The obtained tetramethoxymethane is excellent in performance and high in purity. The technical route is of great significance in releasing excess production capacity of methanol and reducing the dependence on highly toxic chemicals.

A method for synthesizing original ester carbonate (by machine translation)

The invention relates to a synthesis method of carbonic acid ortho-ester. The synthesis method of the carbonic acid ortho-ester comprises the following steps: (1) preparing crude carbonic acid ortho-ester from tetrahalomethane under the action of alcohol and an alkali metal hydroxide or an alkali metal compound of alcohol, wherein a synthesis reaction equation of the carbonic acid ortho-ester is described in the specification; (2) filtering and removing halide, so that a carbonic acid ortho-ester-alcohol solution is obtained; and (3) carrying out reduced pressure rectification, so that refined carbonic acid ortho-ester is obtained. The synthesis method of the carbonic acid ortho-ester has the advantages that the operation is simple, virulent raw materials and auxiliary materials or auxiliary materials capable of producing highly toxic substances in the traditional technology are abandoned, the emission of three wastes and the cost are greatly reduced, environmental friendliness is realized, and the synthesis method of the carbonic acid ortho-ester is applicable to large-scale production.

N-cyanogenetic imine a method for synthesis of diester carbonate

The invention discloses a synthesis method of N-cyanoimido bis carbonate. The method comprises the following steps: firstly, ensuring that carbon tetrachloride and alkali metal alcoholic compound are subjected to nucleophilic substitution, so as to produce dichloro dioxo alkyl methane, monochloro trioxide alkyl methane or tetroxide alkyl methane; secondly, preparation of N-cyanoimido bis carbonate crude products: ensuring that the dichloro dioxo alkyl methane is reacted with hydrogen cyanamide in alkaline condition, so as to produce N-cyanoimido bis carbonate and chloride, the monochloro trioxide alkyl methane is reacted with hydrogen cyanamide in alkaline condition, so as to produce N-cyanoimido bis carbonate and chloride, or the tetroxide alkyl methane is reacted with hydrogen cyanamide in alkaline condition, so as to produce N-cyanoimido bis carbonate; thirdly, refining of N-cyanoimido bis carbonate crude products. Compared with the existing production technology of N-cyanoimido bis carbonate, the method has the advantages that the adoption of highly toxic raw and supplemental materials, such as chlorine, cyanide and the like, is abandoned, and the method is simple to operate and environmentally friendly, and applicable to large-scale industrialized production.

Process for the preparation of orthocarbonates

Orthocarbonates are prepared by a process, comprising: reacting trichloroacetonitrile with an alkali metal salt or alkaline earth metal salt of an alcohol of the formula: R—OH??(II) wherein R is an unsubstituted or substituted, saturated aliphatic or cycloaliphatic hydrocarbon radical in which the carbon atom of group R, linked to the oxygen atom of the alcohol, has at least one hydrogen atom, reacting the product obtained in water with an oxidant, extracting the organic-aqueous phase of the material obtained after oxidation, and distilling the extracted material obtained and obtaining orthocarbonate product of the formula: C(OR)4??(I) wherein each R group is as defined above.

Orthoamides, XXXVIII. - Contributions to the Chemistry of Orthocarbonic Acid Esters and α,α,α-Trialkoxyacetonitriles

The reactivity of the orthocarbonates 4 and the nitriles 1 has been investigated.Carboxylic acids are esterified by 4b. Orthocarbonates 4c-f and 9b are prepared by transesterification of 4b.Mixed substituted orthocarbonates 8c-f are obtained from the nitriles 1a,b.The nitriles 2a and 3a react with alkali alcoholate in alcohol to yield the orthocarbamic acid esters 13a,b. Spirocyclic orthocarbonates 17a-d are prepared from 4b and 1,2 or 1,3-dioles, respectively. The reaction of phenol with 1b affords the mixed substituted orthocarbonate 18a. Catechol is converted by 1a into the orthocarbonate 20a.Reactions of 4b with amines and ami ne derivatives are studied. In the course of these investigations guanidines 21, imidocarbonic acid esters 22a-c, 30, carbamic acid esters 25, ureas 26, the isourea derivative 29, as well as the 1,3,4-oxadiazole 31 are prepared. The mechanism of these reactions is discussed. Imidocarbonic acid esters 22d-f, 38, N-cyanocarbamates 39, and isoureas 37 can be prepared from 1b and amines or amine derivatives. 2a as well as 13b react with cyanamide to give the N-cyanoisourea 40. Ureas 26 are formed in the reaction of 1a,b with secondary amines at elevated temperatures.The guanidinium cyanide 41a can be obtained by reaction of pyrrolidine with 1b in ether, whereas under similiar conditions from 1a and pyrrolidine the amidine 42 is produced. o-Aminophenol, o-phenylenediamine and anthranilic acid are cyclized by 4b or 1b to afford the heterocyclic compounds 43-45. α- and β-amino acids are transformed by 4b or 1b into the N-(ethoxycarbonyl)amino acid esters 46 and 47, respectively.

Orthoamides, XXXV. - Preparation of O,N-Functional Trisubstituted Acetonitriles

Trichloroacetonitrile (7) reacts with molar amounts of alcoholates in alcohols to give mixtures of orthocarbonates 10 and trichloroacetimidates 9.The action of 7 on 3 moles of sodium ethoxide in heptane affords triethoxyacetonitrile 3b among other products, such as 9b, 10b and the imidate 12.The nitrile 3a can be obtained from 7 and sodium methoxide in ether in moderate yields. - The orthocarbonic acid derivatives 10b, 20a and 21a are transformed by acyl cyanides into the nitriles 3b, 4a, and 5a, respectively.N,N,N',N',N'',N''-hexamethylguanidinium cyanide (23a) is f ormed in the reaction of 22 with acetyl cyanide. - The salts 30a-32a react with alkali cyanides to form the nitriles 3b, 4a, and 5a, respectively.The nitrile 2a transfers cyanide ions to the carbenium ions 30a and 31a to yield the nitriles 3b and 4a, respectively.