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5018-30-4

Basic Information
CAS No.: 5018-30-4
Name: DIMETHYL METHOXYMALONATE
Article Data: 21
Molecular Structure:
Molecular Structure of 5018-30-4 (DIMETHYL METHOXYMALONATE)
Formula: C6H10O5
Molecular Weight: 162.142
Synonyms: Malonicacid, methoxy-, dimethyl ester (7CI,8CI);Propanedioic acid, methoxy-, dimethylester (9CI);Dimethyl 2-methoxymalonate;Dimethyl methoxymalonate;dimethyl methoxypropanedioate;propanedioic acid, 2-methoxy-, dimethyl ester;2-Methoxy-malonic acid dimethyl ester;dimethyl 2-methoxymalonate;dimethyl 2-methoxypropane-1,3-dioate;
EINECS: 225-697-0
Density: 1.147 g/cm3
Melting Point: 11-12 °C
Boiling Point: 215.8 °C at 760 mmHg
Flash Point: 107.8 °C
Appearance: clear colourless liquid after melting
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 24/25-36-26
PSA: 61.83000
LogP: -0.65260
Synthetic route
84212-88-4

chloropentamethoxycyclopropane

5018-30-4

dimethyl methoxymalonate

Conditions
ConditionsYield
With silver perchlorate In methanol85%
67-56-1

methanol

6773-29-1

dimethyl diazomalonate

5018-30-4

dimethyl methoxymalonate

Conditions
ConditionsYield
dirhodium tetraacetate In dichloromethane at 18 - 20℃; for 48h;70%
With dirhodium tetraacetate In dichloromethane at 20℃; for 48h; Inert atmosphere;70%
With copper(l) iodide; phosphorous acid trimethyl ester
copper In toluene

C8H16O5(1+)*AlBr3Cl(1-)

5018-30-4

dimethyl methoxymalonate

Conditions
ConditionsYield
With sodium methylate In methanol; dichloromethane-d260%
67-56-1

methanol

6773-29-1

dimethyl diazomalonate

A

34259-29-5

dimethyl 2-hydroxymalonate

B

5018-30-4

dimethyl methoxymalonate

C

24889-15-4

methyl 2-(methoxycarbonyl)-4-oxopentanonate

D

62609-79-4

methyl 2,2-dimethyl-5-oxo-1,3-dioxolane-4-carboxylate

Conditions
ConditionsYield
In acetone for 10h; Irradiation;A 24%
B 1%
C 0.5%
D 31%
6773-29-1

dimethyl diazomalonate

67-64-1

acetone

A

34259-29-5

dimethyl 2-hydroxymalonate

B

5018-30-4

dimethyl methoxymalonate

C

24889-15-4

methyl 2-(methoxycarbonyl)-4-oxopentanonate

D

62609-79-4

methyl 2,2-dimethyl-5-oxo-1,3-dioxolane-4-carboxylate

Conditions
ConditionsYield
for 10h; Product distribution; Irradiation; reaction in the presence of benzophenone;A 24%
B 1%
C 0.5%
D 31%
for 10h; Irradiation;A 24%
B 1%
C 0.5%
D 31%
6773-29-1

dimethyl diazomalonate

96-22-0

pentan-3-one

A

34259-29-5

dimethyl 2-hydroxymalonate

B

5018-30-4

dimethyl methoxymalonate

C

37069-22-0

methyl 2-(methoxycarbonyl)-5-oxoheptanoate

D

111209-93-9

methyl 2-(methoxycarbonyl)-3-oxoheptanoate

E

2,2-diethyl-5-(methoxycarbonyl)-1,3-dioxolan-4-one

Conditions
ConditionsYield
for 10h; Product distribution; Irradiation; reaction in the presence of benzophenone;A 21%
B 0.6%
C 3.8%
D 4.7%
E 13%
36797-93-0

dimethyl 3-methoxy-2-oxo-1,4-butanedioate

5018-30-4

dimethyl methoxymalonate

6773-29-1

dimethyl diazomalonate

5018-30-4

dimethyl methoxymalonate

Conditions
ConditionsYield
(i) (irradiation), THF, H2O, (ii) /BRN= 102415/; Multistep reaction;
40924-27-4

diethyl methoxymalonate

5018-30-4

dimethyl methoxymalonate

Conditions
ConditionsYield
(i) aq. NaOH, (ii) /BRN= 102415/; Multistep reaction;
553-90-2

Dimethyl oxalate

6290-49-9

methyl methoxyacetate

5018-30-4

dimethyl methoxymalonate

Conditions
ConditionsYield
With sodium methylate In benzene
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    5018-30-4

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    5018-30-4

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Specification

The Propanedioic acid,2-methoxy-, 1,3-dimethyl ester, with the CAS registry number 5018-30-4 and EINECS registry number 225-697-0, has the systematic name of dimethyl methoxypropanedioate. It is a kind of clear colourless liquid after melting, and should be stored at 0-6°C. And the molecular formula of the chemical is C6H10O5.

The characteristics of Propanedioic acid,2-methoxy-, 1,3-dimethyl ester are as followings: (1)ACD/LogP: 0.50; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.5; (4)ACD/LogD (pH 7.4): 0.5; (5)ACD/BCF (pH 5.5): 1.41; (6)ACD/BCF (pH 7.4): 1.41; (7)ACD/KOC (pH 5.5): 44.45; (8)ACD/KOC (pH 7.4): 44.45; (9)#H bond acceptors: 5; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 61.83 Å2; (13)Index of Refraction: 1.411; (14)Molar Refractivity: 35.09 cm3; (15)Molar Volume: 141.2 cm3; (16)Polarizability: 13.91×10-24cm3; (17)Surface Tension: 32.5 dyne/cm; (18)Density: 1.147 g/cm3; (19)Flash Point: 107.8 °C; (20)Enthalpy of Vaporization: 45.22 kJ/mol; (21)Boiling Point: 215.8 °C at 760 mmHg; (22)Vapour Pressure: 0.145 mmHg at 25°C. 

Uses of Propanedioic acid,2-methoxy-, 1,3-dimethyl ester: It can react with benzeneselenenyl chloride to produce 2-methoxy-2-phenylselanyl-malonic acid dimethyl ester. This reaction will need reagent NEt3, and the menstruum tetrahydrofuran. The reaction time is 2 hours with temperature of 0-20°C, and the yield is about 82%.   

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin. Therefore, you had better take the following instructions: Avoid contact with skin and eyes; Wear suitable protective clothing, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice. 

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=C(OC)C(OC)C(=O)OC
(2)InChI: InChI=1/C6H10O5/c1-9-4(5(7)10-2)6(8)11-3/h4H,1-3H3
(3)InChIKey: ORXJMBXYSGGCHG-UHFFFAOYAR