1850-14-2

Basic information

• Product Name: Tetramethoxymethane
• Synonyms: Dimethoxymethylal;NSC 359558;Orthocarbonic acid, tetramethyl ester;Tetramethyl orthocarbonate 98%;Methane, tetramethoxy-;TETRAMETHYL ORTHOCARBONATE;TETRAMETHOXYMETHANE
• CAS NO: 1850-14-2
• Molecular Formula: C₅H₁₂O₄
• Molecular Weight: 136.15
• EINECS: 217-438-5
• Product Categories: Acetals/Ketals/Ortho Esters;Building Blocks;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds;Acetals/Ketals/Ortho Esters;Organic Building Blocks;Oxygen Compounds
• Mol File: 1850-14-2.mol
• Article Data: 7

Chemical Properties

• Melting Point: −5 °C(lit.)
• Boiling Point: 114 °C(lit.)
• Flash Point: 44 °F
• Appearance: Colorless/Liquid
• Density: 1.023 g/mL at 25 °C(lit.)
• Vapor Pressure: 24mmHg at 25°C
• Refractive Index: n20/D 1.385(lit.)
• Storage Temp.: Refrigerator
• Solubility: Chloroform, Ethyl Acetate, Methanol
• Sensitive: Moisture Sensitive
• BRN: 1737682
• CAS DataBase Reference: Tetramethoxymethane(CAS DataBase Reference)
• NIST Chemistry Reference: Tetramethoxymethane(1850-14-2)
• EPA Substance Registry System: Tetramethoxymethane(1850-14-2)

Safety Data

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 26-37
• RIDADR: UN 3272 3/PG 2
• WGK Germany: 3
• F: 21
• HazardClass: 3.1
• PackingGroup: II
• Hazardous Substances Data: 1850-14-2(Hazardous Substances Data)

Usage

Uses

Tetramethoxymethane has application within an electrolyte solution for the use of rechargeable lithium batteries. It has also been used as a reactant in the synthesis of novel anti-HIV-1 compounds.

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 
• 56-23-5 tetrachloromethane 
• 545-06-2 trichloroacetonitrile 
• 75-15-0 carbon disulfide 
• 1122-85-6 phenyl cyanate 

Downstream Products

• 1004-66-6 2-methoxy-1,3-dimethylbenzene 
• 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 
• 531-59-9 7-methoxycoumarin 
• 100-68-5 methyl-phenyl-thioether 
• 1397715-10-4 3-(2-methoxy-6,6-dimethyl-4,4-dioxo-5,6-dihydro-4H-4lambda6-[1,4,3]-oxathiazin-5-yl)benzoic acid methyl ester 
• 903578-07-4 3-benzylidene-2,3-dihydro-4-methoxy-2-methylisothiazole-5-carboxylic acid methyl ester 1,1-dioxide 

Relevant articles and documents

A New Method for Preparation of Tetraalkyl Orthocarbonates from Sodium Alkoxides, Tetrachlorostannane, and Carbon Disulfide

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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.