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89-91-8

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89-91-8 Usage

Description

Methyl dimethoxyacetate is an organic compound that serves as a versatile reagent and intermediate in various chemical reactions and synthesis processes. It is characterized by its ability to act as a lithium enolate precursor and as an acylating reagent, making it a valuable component in the preparation of complex organic molecules.

Uses

Used in Organic Synthesis:
Methyl dimethoxyacetate is used as a reagent for the Claisen acylation of active hydrogen compounds, which is a key reaction in the synthesis of various organic compounds, including pharmaceuticals and agrochemicals. This reaction allows for the formation of β-keto esters, which are important intermediates in the synthesis of numerous natural products and biologically active molecules.
Used in the Preparation of Tetroxaspiro Compounds:
Methyl dimethoxyacetate is used in the preparation of 3,9-disubstituted 2,4,8,10-tetroxaspiro[5.5]undecane derivatives. These complex molecules have potential applications in various fields, such as pharmaceuticals, materials science, and as potential therapeutic agents.
Used as a Lithium Enolate Precursor:
Methyl dimethoxyacetate is used as a lithium enolate precursor, which is a key intermediate in various organic reactions. Its ability to form lithium enolates allows for the acylation of cycloalkanone enolates and amino alcohols, enabling the synthesis of a wide range of organic compounds with diverse structures and properties.

Check Digit Verification of cas no

The CAS Registry Mumber 89-91-8 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 9 respectively; the second part has 2 digits, 9 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 89-91:
(4*8)+(3*9)+(2*9)+(1*1)=78
78 % 10 = 8
So 89-91-8 is a valid CAS Registry Number.
InChI:InChI=1/C5H10O4/c1-7-4(6)5(8-2)9-3/h5H,1-3H3

89-91-8 Well-known Company Product Price

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  • Alfa Aesar

  • (A12171)  Methyl dimethoxyacetate, 97+%   

  • 89-91-8

  • 5g

  • 320.0CNY

  • Detail
  • Alfa Aesar

  • (A12171)  Methyl dimethoxyacetate, 97+%   

  • 89-91-8

  • 10g

  • 546.0CNY

  • Detail
  • Alfa Aesar

  • (A12171)  Methyl dimethoxyacetate, 97+%   

  • 89-91-8

  • 50g

  • 2618.0CNY

  • Detail
  • Alfa Aesar

  • (A12171)  Methyl dimethoxyacetate, 97+%   

  • 89-91-8

  • 250g

  • 6610.0CNY

  • Detail

89-91-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Methyl dimethoxyacetate

1.2 Other means of identification

Product number -
Other names methyl 2,2-dimethoxyacetate

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:89-91-8 SDS

89-91-8Synthetic route

Glyoxilic acid
298-12-4

Glyoxilic acid

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Methyl dimethoxyacetate
89-91-8

Methyl dimethoxyacetate

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 20℃; for 72h; Inert atmosphere;97%
With hydrogenchloride In methanol for 48h; Heating;85%
With toluene-4-sulfonic acid for 3h;79%
With sulfuric acid In methanol for 18h; Time; Reflux;59.8%
With toluene-4-sulfonic acid Inert atmosphere;
Trimethyl borate
121-43-7

Trimethyl borate

N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

Methyl dimethoxyacetate
89-91-8

Methyl dimethoxyacetate

Conditions
ConditionsYield
With lithium iodide In diphenylether
glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

Methyl dimethoxyacetate
89-91-8

Methyl dimethoxyacetate

Conditions
ConditionsYield
With triethylamine In dichloromethane
trimethyl orthoformate
149-73-5

trimethyl orthoformate

2,2-dihydroxyacetic acid
563-96-2

2,2-dihydroxyacetic acid

Methyl dimethoxyacetate
89-91-8

Methyl dimethoxyacetate

Conditions
ConditionsYield
With sulfuric acid In methanol for 18h; Heating;46%
methanol
67-56-1

methanol

sodium dimethoxy acetate

sodium dimethoxy acetate

Methyl dimethoxyacetate
89-91-8

Methyl dimethoxyacetate

Conditions
ConditionsYield
With hydrogenchloride
1,1,2,2-tetramethoxyethylene
1069-12-1

1,1,2,2-tetramethoxyethylene

A

methanol
67-56-1

methanol

B

Methyl dimethoxyacetate
89-91-8

Methyl dimethoxyacetate

Conditions
ConditionsYield
With water; perchloric acid In tetrahydrofuran at 25℃; Rate constant; Mechanism; isotope effect;
With water; cyanoacetic acid In tetrahydrofuran at 25℃; Rate constant; Mechanism;
With water; ClH2COOH In tetrahydrofuran at 25℃; Rate constant; Mechanism;
1-methylindole
603-76-9

1-methylindole

methyl 2-chloro-2-methoxyacetate
13157-96-5

methyl 2-chloro-2-methoxyacetate

A

Methyl dimethoxyacetate
89-91-8

Methyl dimethoxyacetate

B

methyl 2,2-bis(1-methyl-1H-indol-3-yl)acetate
138197-76-9

methyl 2,2-bis(1-methyl-1H-indol-3-yl)acetate

C

1,1'-dimethyl-2',3'-dihydro-1H,1'H-2,3'-biindolyl
6637-11-2

1,1'-dimethyl-2',3'-dihydro-1H,1'H-2,3'-biindolyl

Conditions
ConditionsYield
With zinc(II) chloride In tetrahydrofuran for 2h; Ambient temperature;A 19%
B 68%
C 32%
methanol
67-56-1

methanol

2,2-dihydroxyacetic acid
563-96-2

2,2-dihydroxyacetic acid

Methyl dimethoxyacetate
89-91-8

Methyl dimethoxyacetate

Conditions
ConditionsYield
sulfuric acid for 5h; Heating;58%
methanol
67-56-1

methanol

Glyoxilic acid
298-12-4

Glyoxilic acid

A

Methyl dimethoxyacetate
89-91-8

Methyl dimethoxyacetate

B

2-hydroxy-2-methoxyacetic acid
39140-61-9

2-hydroxy-2-methoxyacetic acid

Conditions
ConditionsYield
In chloroform-d1 at 20℃;A 6 %Spectr.
B 37 %Spectr.
methanol
67-56-1

methanol

methyl ethylsulfenylacetate
20600-64-0

methyl ethylsulfenylacetate

Methyl dimethoxyacetate
89-91-8

Methyl dimethoxyacetate

Conditions
ConditionsYield
With thallium(III) nitrate
methanol
67-56-1

methanol

2,2-dimethoxyacetic acid
73569-40-1

2,2-dimethoxyacetic acid

Methyl dimethoxyacetate
89-91-8

Methyl dimethoxyacetate

Conditions
ConditionsYield
With hydrogenchloride
methanol
67-56-1

methanol

Glyoxilic acid
298-12-4

Glyoxilic acid

Methyl dimethoxyacetate
89-91-8

Methyl dimethoxyacetate

Conditions
ConditionsYield
With hydrogenchloride
methanol
67-56-1

methanol

methyl glyoxylate methyl hemi-acetal
109745-70-2, 19757-97-2

methyl glyoxylate methyl hemi-acetal

Methyl dimethoxyacetate
89-91-8

Methyl dimethoxyacetate

Conditions
ConditionsYield
With toluene-4-sulfonic acid
dichloroacetic acid methyl ester
116-54-1

dichloroacetic acid methyl ester

sodium methylate
124-41-4

sodium methylate

Methyl dimethoxyacetate
89-91-8

Methyl dimethoxyacetate

Conditions
ConditionsYield
In methanol

89-91-8Relevant articles and documents

DEUTERATED COMPOUNDS AS ROCK INHIBITORS

-

Paragraph 105; 117, (2019/10/15)

Provided are compounds of Formular (I), or pharmaceutically acceptable salts thereof, pharmaceutical compositions comprising these compounds thereof, and use of these compounds in preparing drugs for inhibiting ROCK.

A double-nitroxide free radical preparation method and structural characterization

-

Paragraph 0031-0036, (2017/01/19)

The invention discloses a preparation method of a novel triazoldinitrooxy radical, and structure characterization of the novel triazoldinitrooxy radical. The structure of the triazoldinitrooxy radical [3,5-di-(4,4,5,5-tetramethylimidazoline-3-oxide-1-oxy radical)-1H-1,2,4-triazole] is shown in the specification. The above synthesis route of the dinitrooxy radical disclosed in the invention has the characteristics of simple synthesis step, easy operation, high yield and the like. The above compound is a dinitrooxy radical having potential application values, has strong ferromagnetic interaction at a low temperature, and possibly becomes a new magnetic material used in the memory equipment for making computers.

Conversion of levulinate into succinate through catalytic oxidative carbon-carbon bond cleavage with dioxygen

Liu, Junxia,Du, Zhongtian,Lu, Tianliang,Xu, Jie

, p. 2255 - 2258 (2014/01/06)

Grand Cleft Oxo: Levulinate, available from biomass, is oxidized into succinate through manganese(III)-catalyzed selective cleavage of C-C bonds with molecular oxygen. In addition to levulinate, a wide range of aliphatic methyl ketones also undergo oxidative C-C bond cleavage at the carbonyl group. This procedure offers a route to valuable dicarboxylic acids from biomass resources by nonfermentive approaches. Copyright

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