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BIS(2-METHOXYETHOXY)METHANE is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

4431-83-8

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4431-83-8 Usage

Uses

Different sources of media describe the Uses of 4431-83-8 differently. You can refer to the following data:
1. bis(2-Methoxyethoxy)methane is a useful research chemical.
2. bis(2-Methoxyethoxy)methane is used in preparation of tetraoxaundecane by aldol condensation of ethylene glycol monomethyl ether and formaldehyde.

Synthesis Reference(s)

The Journal of Organic Chemistry, 54, p. 2748, 1989 DOI: 10.1021/jo00272a055

Flammability and Explosibility

Nonflammable

Check Digit Verification of cas no

The CAS Registry Mumber 4431-83-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,4,3 and 1 respectively; the second part has 2 digits, 8 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 4431-83:
(6*4)+(5*4)+(4*3)+(3*1)+(2*8)+(1*3)=78
78 % 10 = 8
So 4431-83-8 is a valid CAS Registry Number.
InChI:InChI=1/C7H16O4/c1-8-3-5-10-7-11-6-4-9-2/h3-7H2,1-2H3

4431-83-8 Well-known Company Product Price

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  • Alfa Aesar

  • (L17598)  Bis(2-methoxyethoxy)methane, 98%   

  • 4431-83-8

  • 5g

  • 186.0CNY

  • Detail
  • Alfa Aesar

  • (L17598)  Bis(2-methoxyethoxy)methane, 98%   

  • 4431-83-8

  • 25g

  • 598.0CNY

  • Detail
  • Alfa Aesar

  • (L17598)  Bis(2-methoxyethoxy)methane, 98%   

  • 4431-83-8

  • 100g

  • 1754.0CNY

  • Detail

4431-83-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-methoxy-2-(2-methoxyethoxymethoxy)ethane

1.2 Other means of identification

Product number -
Other names Formaldehyd-[bis-(2-methoxy-aethyl)-acetal]

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:4431-83-8 SDS

4431-83-8Synthetic route

formaldehyd
50-00-0

formaldehyd

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

bis(dimethoxyethyoxyl)methane
4431-83-8

bis(dimethoxyethyoxyl)methane

Conditions
ConditionsYield
With Amberlyst15 catalyst In water; toluene Reagent/catalyst; Solvent; Reflux;94.4%
With iron(III) chloride bei langsamer Destillation;
With toluene-4-sulfonic acid In benzene Heating;
With toluene-4-sulfonic acid In toluene
With sulfuric acid beim Kochen;
diiodomethane
75-11-6

diiodomethane

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

bis(dimethoxyethyoxyl)methane
4431-83-8

bis(dimethoxyethyoxyl)methane

Conditions
ConditionsYield
tetrabutylammomium bromide In benzene at 75℃; for 5h; Product distribution; effect of temperature, various catalysts, various dihalomethanes, further alcohols;58%
2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

2-Methoxyethoxymethyl chloride
3970-21-6

2-Methoxyethoxymethyl chloride

bis(dimethoxyethyoxyl)methane
4431-83-8

bis(dimethoxyethyoxyl)methane

Conditions
ConditionsYield
for 4h; Ambient temperature;
(2S,3S)-2,3-Bis(2-methoxyethoxymethoxy)-1,4-bis(4'-methylphenylsulfonyloxy)butane
216440-54-9

(2S,3S)-2,3-Bis(2-methoxyethoxymethoxy)-1,4-bis(4'-methylphenylsulfonyloxy)butane

A

bis(dimethoxyethyoxyl)methane
4431-83-8

bis(dimethoxyethyoxyl)methane

B

(4R,5R)-4,5-Bis-iodomethyl-[1,3]dioxolane

(4R,5R)-4,5-Bis-iodomethyl-[1,3]dioxolane

Conditions
ConditionsYield
With sodium iodide 1.) acetone, reflux, overnight, 2.) 110 deg C, 0.05 mmHg; Multistep reaction. Title compound not separated from byproducts;
formaldehyd
50-00-0

formaldehyd

2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

sulfuric acid
7664-93-9

sulfuric acid

bis(dimethoxyethyoxyl)methane
4431-83-8

bis(dimethoxyethyoxyl)methane

thionyl chloride
7719-09-7

thionyl chloride

bis(dimethoxyethyoxyl)methane
4431-83-8

bis(dimethoxyethyoxyl)methane

2-Methoxyethoxymethyl chloride
3970-21-6

2-Methoxyethoxymethyl chloride

Conditions
ConditionsYield
With sulfur dioxide70%
bis(dimethoxyethyoxyl)methane
4431-83-8

bis(dimethoxyethyoxyl)methane

chlorodiphenylphosphonium tetrachloroaluminate

chlorodiphenylphosphonium tetrachloroaluminate

<(2-methyoxyethoxy)methyl>diphenylphosphine oxide

<(2-methyoxyethoxy)methyl>diphenylphosphine oxide

Conditions
ConditionsYield
In diethyl ether for 1.5h; Heating;61%
bis(dimethoxyethyoxyl)methane
4431-83-8

bis(dimethoxyethyoxyl)methane

glycolonitrile
107-16-4

glycolonitrile

[(2-methoxy-ethoxy)-methoxy]-acetonitrile

[(2-methoxy-ethoxy)-methoxy]-acetonitrile

Conditions
ConditionsYield
With sulfuric acid
With sulfuric acid
bis(dimethoxyethyoxyl)methane
4431-83-8

bis(dimethoxyethyoxyl)methane

2-(2-methoxy-ethoxymethoxy)-ethanol
41633-60-7

2-(2-methoxy-ethoxymethoxy)-ethanol

Conditions
ConditionsYield
With sulfuric acid; sodium carbonate In ethylene glycol
homoalylic alcohol
627-27-0

homoalylic alcohol

bis(dimethoxyethyoxyl)methane
4431-83-8

bis(dimethoxyethyoxyl)methane

4-chlorotetrahydro-2H-pyran
1768-64-5

4-chlorotetrahydro-2H-pyran

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at 0℃; for 1h;97 % Chromat.
homoalylic alcohol
627-27-0

homoalylic alcohol

bis(dimethoxyethyoxyl)methane
4431-83-8

bis(dimethoxyethyoxyl)methane

(2S,4S)-4-Chloro-2-methyl-tetrahydro-pyran
92826-98-7

(2S,4S)-4-Chloro-2-methyl-tetrahydro-pyran

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at 22℃; for 3h;93 % Chromat.
bis(dimethoxyethyoxyl)methane
4431-83-8

bis(dimethoxyethyoxyl)methane

(E)-3-hexen-1-ol
928-97-2

(E)-3-hexen-1-ol

trans-3-ethyl-4-chlorotetrahydropyran
25999-33-1

trans-3-ethyl-4-chlorotetrahydropyran

cis-3-ethyl-4-chlorotetrahydropyran
25999-40-0

cis-3-ethyl-4-chlorotetrahydropyran

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at 0℃; for 1h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

4431-83-8Relevant academic research and scientific papers

Preparation method of bis(dimethoxyethoxy)methane

-

Paragraph 0041-0056, (2019/12/08)

Relating to the technical field of chemical synthesis, the invention discloses a preparation method of bis(dimethoxyethoxy)methane. The method includes the steps of: subjecting ethylene glycol monomethyl ether and formaldehyde to aldol condensation reaction under the action of an acid catalyst to prepare bis(dimethoxyethoxy)methane; wherein the molar ratio of formaldehyde to ethylene glycol monomethyl ether is 1:2-4; the dosage of the acid catalyst is 0.1-10%; the reaction temperature is 60-140DEG C, and the reaction time is 0.5-24h. The method provided by the invention utilizes acid to catalyze the reaction of ethylene glycol monomethyl ether and formaldehyde to generate bis(dimethoxyethoxy)methane, and belongs to economical reaction, the product includes water and is free of byproduct, and the catalyst has small corrosion to equipment, therefore the method is a clean bis(dimethoxyethoxy)methane synthesis method capable of recycling the catalyst, and is suitable for industrial continuous production.

New substrates for the preparation of electroactive materials: The syntheses of chiral tetrathiafulvalene derivatives with hydroxy-functionalised butane-1,4-dithio bridges

Horley, Graeme A.,Ozturk, Turan,Turksoy, Figen,Wallis, John D.

, p. 3225 - 3231 (2007/10/03)

The syntheses of two derivatives of TTF containing (2R,3R)-2,3-dihydroxybutane-1,4-dithio bridges is described, for use in the preparation of chiral hydrogen bonded radical cation salts as potentially electroactive materials. The bridges are introduced by reaction of 2-thioxo-1,3-dithiole-4,5-dithiolate with 1,4-disubstituted derivatives of bis-O-protected butane-2,3-diol to give a bicyclic thione. The X-ray crystal structure of the isopropylidene ketal derivative shows that all four sp3 carbon atoms in the eight-membered ring are displaced to the same side of the dithiole plane. Ease of deprotection led to the use of methoxyethoxymethyl (MEM) protecting groups rather than the ketal. Treatment of the bis-MEM-protected bicyclic thione with mercuric acetate and acetic acid led not only to exchange of the exocyclic sulfur for oxygen but also to removal of just one of the MEM groups, which may have wider synthetic applications.

QUATERNARY AMMONIUM SALTS IN ALKYLATION REACTIONS (SYNTHESIS OF FORMALDEHYDE ACETALS).

Nazaretyan,Torosyan,Babayan

, p. 2396 - 2400 (2007/10/02)

The influence of the nature of the catalyst on the reaction yields was studied in the synthesis of formaldehyde bis( beta -methoxyethyl) and dibenzyl acetals. The acetal yields were not greatly influenced by the nature of the catalyst. The synthesis was also effected in presence of polymeric ammonium salts. In comparison with earlier results, the polymeric salts in this case were more effective than their monomeric analogs.

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