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Methyl dimethoxyacetate

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Name

Methyl dimethoxyacetate

EINECS 201-950-0
CAS No. 89-91-8 Density 1.051 g/cm3
PSA 44.76000 LogP -0.22170
Solubility N/A Melting Point N/A
Formula C5H10O4 Boiling Point 169.033 °C at 760 mmHg
Molecular Weight 134.132 Flash Point 63.333 °C
Transport Information N/A Appearance Clear colourless to very slightly yellow liquid
Safety 23-24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 89-91-8 (Methyl dimethoxyacetate) Hazard Symbols N/A
Synonyms

Aceticacid, dimethoxy-, methyl ester (9CI);Glyoxylic acid, methyl ester, 2-(dimethylacetal) (8CI);Glyoxylic acid, methyl ester, dimethyl acetal (6CI,7CI);2,2-Dimethoxyacetic acid methyl ester;Dimethoxyacetic acid methyl ester;Methyl 2,2-dimethoxyacetate;Methyl glyoxylatedimethyl acetal;

Article Data 35

Methyl dimethoxyacetate Synthetic route

298-12-4

Glyoxilic acid

149-73-5

trimethyl orthoformate

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;
121-43-7

Trimethyl borate

603-34-9

N,N-diphenylaminobenzene

89-91-8

Methyl dimethoxyacetate

Conditions
ConditionsYield
With lithium iodide In diphenylether
96-35-5

glycolic acid methyl ester

107-30-2

chloromethyl methyl ether

89-91-8

Methyl dimethoxyacetate

Conditions
ConditionsYield
With triethylamine In dichloromethane
149-73-5

trimethyl orthoformate

563-96-2

2,2-dihydroxyacetic acid

89-91-8

Methyl dimethoxyacetate

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

methanol

sodium dimethoxy acetate

sodium dimethoxy acetate

89-91-8

Methyl dimethoxyacetate

Conditions
ConditionsYield
With hydrogenchloride
1069-12-1

1,1,2,2-tetramethoxyethylene

A

67-56-1

methanol

B

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;
603-76-9

1-methylindole

13157-96-5

methyl 2-chloro-2-methoxyacetate

A

89-91-8

Methyl dimethoxyacetate

B

138197-76-9

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

C

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%
67-56-1

methanol

563-96-2

2,2-dihydroxyacetic acid

89-91-8

Methyl dimethoxyacetate

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

methanol

298-12-4

Glyoxilic acid

A

89-91-8

Methyl dimethoxyacetate

B

39140-61-9

2-hydroxy-2-methoxyacetic acid

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

methanol

20600-64-0

methyl ethylsulfenylacetate

89-91-8

Methyl dimethoxyacetate

Conditions
ConditionsYield
With thallium(III) nitrate

Methyl dimethoxyacetate Specification

The Methyl dimethoxyacetate, with the CAS registry number 89-91-8, is also known as Acetic acid, dimethoxy-, methyl ester. Its EINECS registry number is 201-950-0. This chemical's molecular formula is C5H10O4 and molecular weight is 134.13. What's more, its IUPAC name is called Methyl 2,2-dimethoxyacetate. It should be stored in a cool, dry and sealed place.

Physical properties about Methyl dimethoxyacetate are: (1)ACD/LogP: 0.321; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.32; (4)ACD/LogD (pH 7.4): 0.32; (5)ACD/BCF (pH 5.5): 1.03; (6)ACD/BCF (pH 7.4): 1.03; (7)ACD/KOC (pH 5.5): 35.63; (8)ACD/KOC (pH 7.4): 35.63; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 44.76 Å2; (13)Index of Refraction: 1.393; (14)Molar Refractivity: 30.437 cm3; (15)Molar Volume: 127.653 cm3; (16)Polarizability: 12.066×10-24cm3; (17)Surface Tension: 27.577 dyne/cm; (18)Density: 1.051 g/cm3; (19)Flash Point: 63.333 °C; (20)Enthalpy of Vaporization: 40.546 kJ/mol; (21)Boiling Point: 169.033 °C at 760 mmHg; (22)Vapour Pressure: 1.573 mmHg at 25 °C.

Preparation of Methyl dimethoxyacetate: this chemical can be prepared by 1-methyl-indole with chloro-methoxy-acetic acid methyl ester. This reaction needs reagent ZnCl2 and solvent tetrahydrofuran at ambient temperature. The reaction time is 2 hours. The yield is 68 %.

Methyl dimethoxyacetate can be prepared by 1-methyl-indole with chloro-methoxy-acetic acid methyl ester.

Uses of Methyl dimethoxyacetate: (1) it is used in organic synthesis; (2) it is used to produce other chemicals. For example, it can react with acetic acid ethyl ester to get 4,4-dimethoxy-acetoacetic acid ethyl ester. The reaction occurs with reagent Na and other condition of heating.

Methyl dimethoxyacetate can react with acetic acid ethyl ester to get 4,4-dimethoxy-acetoacetic acid ethyl ester.

When you are dealing with this chemical, you should be very careful. You can not breathe the gas/fumes/vapour/spray. And you must avoid contacting with skin and eyes.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C(OC)C(OC)OC
(2) InChI: InChI=1S/C5H10O4/c1-7-4(6)5(8-2)9-3/h5H,1-3H3
(3) InChIKey: NZTCVGHPDWAALP-UHFFFAOYSA-N

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