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13192-04-6

Basic Information
CAS No.: 13192-04-6
Name: Dimethyl 2-oxoglutarate
Article Data: 23
Molecular Structure:
Molecular Structure of 13192-04-6 (Dimethyl 2-oxoglutarate)
Formula: C7H10O5
Molecular Weight: 174.153
Synonyms: Glutaricacid, 2-oxo-, dimethyl ester (6CI,7CI,8CI);Pentanedioic acid, 2-oxo-, dimethylester (9CI);2-Oxoglutaric acid dimethyl ester;Dimethyl 2-oxopentanedioate;Dimethyl a-ketoglutarate;Dimethyl a-oxoglutarate;a-Ketoglutaric acid dimethyl ester;
Density: 1.175 g/cm3
Boiling Point: 249.4 °C at 760 mmHg
Flash Point: 105 °C
Appearance: Slight Yellow Liquid
PSA: 69.67000
LogP: -0.31830
Synthetic route
67-56-1

methanol

328-50-7

α-ketoglutaric acid

13192-04-6

dimethyl 2-ketoglutarate

Conditions
ConditionsYield
With boron trifluoride at 65℃; for 0.333333h;100%
With toluene-4-sulfonic acid In chloroform Heating;94%
With sulfuric acid for 2h; Heating;90%
328-50-7

α-ketoglutaric acid

13192-04-6

dimethyl 2-ketoglutarate

Conditions
ConditionsYield
In methanol; benzene for 0.5h; Ambient temperature;85%
67-56-1

methanol

328-50-7

α-ketoglutaric acid

A

13192-04-6

dimethyl 2-ketoglutarate

B

92684-01-0

2-Oxoglutarsaeure-1-methylester

Conditions
ConditionsYield
With 2,2-dimethoxy-propane for 144h; Ambient temperature;A 81%
B 7%
328-50-7

α-ketoglutaric acid

13192-04-6

dimethyl 2-ketoglutarate

Conditions
ConditionsYield
In diethyl ether at 0℃; for 4h;76%

4-methoxycarbonylmethyl-5-(2-methoxyphenyl)isoxazolidine-2,3-dicarboxylic acid 2-(1-chloroethyl) ester 3-methyl ester

13192-04-6

dimethyl 2-ketoglutarate

Conditions
ConditionsYield
With pyridine In tetrahydrofuran; water at 60℃;28%

4-methoxycarbonylmethyl-5-phenylisoxazolidine-2,3-dicarboxylic acid 2-(1-chloroethyl) ester 3-methyl ester

13192-04-6

dimethyl 2-ketoglutarate

Conditions
ConditionsYield
With pyridine In tetrahydrofuran; water at 60℃;22%
62435-72-7

2,5-dimethoxy-2,5-dihydro-furan-2-carboxylic acid methyl ester

A

13865-19-5

4-oxobutanoic acid methyl ester

B

13192-04-6

dimethyl 2-ketoglutarate

Conditions
ConditionsYield
With hydrogenchloride at 90℃; Erwaermen des Reaktionsprodukts mit Schwefelsaeure enthaltendem Methanol.;

2-Diaethylamino-glutaconsaeure-dimethylester

13192-04-6

dimethyl 2-ketoglutarate

Conditions
ConditionsYield
With hydrogenchloride

dimethyl cis-epoxymethylsuccinate

13192-04-6

dimethyl 2-ketoglutarate

Conditions
ConditionsYield
at 360℃;

dimethyl trans-epoxymethylsuccinate

13192-04-6

dimethyl 2-ketoglutarate

Conditions
ConditionsYield
at 360℃;
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Specification

The Pentanedioic acid,2-oxo-,1,5-dimethyl ester with CAS registry number of 13192-04-6 belongs to the classes of Amino Acids 13C, 2H, 15N; Amino Acids & Derivatives; Miscellaneous Reagents; C6 to C7; Carbonyl Compounds; Esters. The IUPAC name is dimethyl 2-oxopentanedioate. In addition, the molecula formula is C7H10O5 and the molecular weight is 174.15. It is a kind of slight yellow liquid.

Physical properties about this chemical are: (1)ACD/LogP: -0.22; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.21; (4)ACD/LogD (pH 7.4): -0.21; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 18.21; (8)ACD/KOC (pH 7.4): 18.21; (9)#H bond acceptors: 5; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 69.67 Å2; (13)Index of Refraction: 1.427; (14)Molar Refractivity: 38.05 cm3; (15)Molar Volume: 148.1 cm3; (16)Polarizability: 15.08 ×10-24cm3; (17)Surface Tension: 36.8 dyne/cm; (18)Density: 1.175 g/cm3; (19)Flash Point: 105 °C; (20)Enthalpy of Vaporization: 48.66 kJ/mol; (21)Boiling Point: 249.4 °C at 760 mmHg; (22)Vapour Pressure: 0.023 mmHg at 25°C.

Preparation of Pentanedioic acid,2-oxo-,1,5-dimethyl ester: this chemical can be prepared by 2-oxo-pentanedioic acid. This reaction will need solvents methanol and benzene. The reaction time is 30 minutes. The yield is about 85%.

Pentanedioic acid,2-oxo-,1,5-dimethyl ester can be prepared by 2-oxo-pentanedioic acid

Uses of Pentanedioic acid,2-oxo-,1,5-dimethyl ester: it can react with betrimethyl-silanecarbonitrile to get dimethyl 2-cyano-2-(trimethylsilyl)oxyglutarate. The reaction time is 19 hours at ambient temperature. The yield is about 93%.

Pentanedioic acid,2-oxo-,1,5-dimethyl ester can react with betrimethyl-silanecarbonitrile to get dimethyl 2-cyano-2-(trimethylsilyl)oxyglutarate.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(C(=O)OC)CCC(=O)OC
(2)InChI: InChI=1/C7H10O5/c1-11-6(9)4-3-5(8)7(10)12-2/h3-4H2,1-2H3
(3)InChIKey: TXIXSLPEABAEHP-UHFFFAOYAN