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2-Methylpentanedioic acid dimethyl ester

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Name

2-Methylpentanedioic acid dimethyl ester

EINECS 251-552-6
CAS No. 14035-94-0 Density 1.037 g/cm3
PSA 52.60000 LogP 0.74870
Solubility N/A Melting Point N/A
Formula C8H14O4 Boiling Point 204.4 °C at 760 mmHg
Molecular Weight 174.197 Flash Point 90.8 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 14035-94-0 (2-Methylpentanedioic acid dimethyl ester) Hazard Symbols N/A
Synonyms

Dimethyl 2-methylpentanedioate;Pentanedioic acid, 2-methyl-, dimethyl ester;Dimethyl 2-Methylglutarate;Rhodiasolv IRIS;

Article Data 21

2-Methylpentanedioic acid dimethyl ester Synthetic route

67-56-1

methanol

18069-17-5

2-methylglutaric acid

C6H11NO3

14035-94-0

dimethyl 2-methylglutarate

Conditions
ConditionsYield
With sulfuric acid In water at 60℃; for 3h; Temperature; Inert atmosphere;86.1%
6203-89-0

2,6-dimethyl-1-cyclohexen-1-yl acetate

A

14035-94-0

dimethyl 2-methylglutarate

B

79664-96-3

methyl 2-methyl-5-oxopentanoate

C

2570-90-3

6-oxo-2-methyl-heptanoic acid methyl ester

Conditions
ConditionsYield
With lithium perchlorate In methanol; acetic acid at 2 - 3℃; electrolysis; Yield given;A n/a
B n/a
C 72%
67-56-1

methanol

201230-82-2

carbon monoxide

106-99-0

buta-1,3-diene

A

627-93-0

hexanedioic acid dimethyl ester

B

14035-94-0

dimethyl 2-methylglutarate

C

69665-13-0

dimethyl 2-propylmaleate

Conditions
ConditionsYield
2-6-dimethoxybenzoic acid; palladium diacetate In methoxybenzene at 170℃; under 30003 Torr; for 10h; Product distribution / selectivity;A 59%
B 19%
C 13%
67-56-1

methanol

26682-69-9

4-Diethylcarbamoyl-pentanoic acid methyl ester

14035-94-0

dimethyl 2-methylglutarate

Conditions
ConditionsYield
With toluene-4-sulfonic acid
554-12-1

propanoic acid methyl ester

292638-85-8

acrylic acid methyl ester

14035-94-0

dimethyl 2-methylglutarate

Conditions
ConditionsYield
With sodium methylate
108-05-4

vinyl acetate

554-12-1

propanoic acid methyl ester

A

14035-94-0

dimethyl 2-methylglutarate

B

100316-11-8

hexane-1,3,5-tricarboxylic acid trimethyl ester

C

3,5-Bis-methoxycarbonyl-2,3-dimethyl-octanedioic acid dimethyl ester

D

4,6-Bis-methoxycarbonyl-4-methyl-nonanedioic acid dimethyl ester

Conditions
ConditionsYield
With di-tert-butyl peroxide at 135 - 140℃; for 3h; Yield given. Further byproducts given. Yields of byproduct given;
108-05-4

vinyl acetate

554-12-1

propanoic acid methyl ester

A

14035-94-0

dimethyl 2-methylglutarate

B

100316-11-8

hexane-1,3,5-tricarboxylic acid trimethyl ester

C

3,5-Bis-methoxycarbonyl-2,3-dimethyl-octanedioic acid dimethyl ester

D

4,6-Bis-methoxycarbonyl-2-methyl-nonanedioic acid dimethyl ester

Conditions
ConditionsYield
With di-tert-butyl peroxide at 135 - 140℃; for 3h; Yield given. Further byproducts given. Yields of byproduct given;
108-05-4

vinyl acetate

554-12-1

propanoic acid methyl ester

A

14035-94-0

dimethyl 2-methylglutarate

B

100316-11-8

hexane-1,3,5-tricarboxylic acid trimethyl ester

C

4,6-Bis-methoxycarbonyl-4-methyl-nonanedioic acid dimethyl ester

D

4,6-Bis-methoxycarbonyl-2-methyl-nonanedioic acid dimethyl ester

Conditions
ConditionsYield
With di-tert-butyl peroxide at 135 - 140℃; for 3h; Yield given. Further byproducts given. Yields of byproduct given;
6203-89-0

2,6-dimethyl-1-cyclohexen-1-yl acetate

A

14035-94-0

dimethyl 2-methylglutarate

B

79664-96-3

methyl 2-methyl-5-oxopentanoate

C

2570-90-3

6-oxo-2-methyl-heptanoic acid methyl ester

D

40790-56-5

2,6-dimethyl-2-cyclohexen-1-one

E

79664-90-7

2,6-dimethyl-2-methoxycyclohexanone

Conditions
ConditionsYield
With lithium perchlorate In methanol; acetic acid Product distribution; Mechanism; var. electrolysis conditions, other cycloalkanone enol acetates, var. 2-oxocycloalkan-1-ols;
201230-82-2

carbon monoxide

292638-85-8

acrylic acid methyl ester

A

53358-17-1

1,3-bis(methoxycarbonyl)-1-butene

B

554-12-1

propanoic acid methyl ester

C

13865-19-5

4-oxobutanoic acid methyl ester

D

14035-94-0

dimethyl 2-methylglutarate

E

22634-92-0

4-oxo-heptanedioic acid dimethyl ester

Conditions
ConditionsYield
With water; Co(CO)8-diphos at 135℃; under 76000 Torr; for 10h; Product distribution; Mechanism; var. solvents; var. time, pressure and temperature; also acrylonitrile;A 1.3 mmol
B 0.15 mmol
C 0.20 mmol
D 0.20 mmol
E 32.7 mmol

2-Methylpentanedioic acid dimethyl ester Specification

The Pentanedioic acid, 2-methyl-, 1,5-dimethyl ester, with the CAS registry number 14035-94-0, is also known as Dimethyl 2-Methylglutarate. Its EINECS number is 251-552-6. This chemical's molecular formula is C8H14O4 and molecular weight is 174.19. What's more, its systematic name is ethyl 4-chloro-3-oxopentanoate. Its classification codes are: (1)TSCA Flag E [Subject to the Section 5(e) Consent Order of TSCA]; (2)TSCA Flag P [A commenced PMN (Premanufacture Notice) substance].

Physical properties of Pentanedioic acid, 2-methyl-, 1,5-dimethyl ester are: (1)ACD/LogP: 0.97; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.97; (4)ACD/LogD (pH 7.4): 0.97; (5)ACD/BCF (pH 5.5): 3.2; (6)ACD/BCF (pH 7.4): 3.2; (7)ACD/KOC (pH 5.5): 80.02; (8)ACD/KOC (pH 7.4): 80.02; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 52.6 Å2; (13)Index of Refraction: 1.421; (14)Molar Refractivity: 42.62 cm3; (15)Molar Volume: 167.9 cm3; (16)Polarizability: 16.89×10-24cm3; (17)Surface Tension: 31.3 dyne/cm; (18)Density: 1.037 g/cm3; (19)Flash Point: 90.8 °C; (20)Enthalpy of Vaporization: 44.06 kJ/mol; (21)Boiling Point: 204.4 °C at 760 mmHg; (22)Vapour Pressure: 0.264 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OC)CCC(C(=O)OC)C
(2)Std. InChI: InChI=1S/C8H14O4/c1-6(8(10)12-3)4-5-7(9)11-2/h6H,4-5H2,1-3H3
(3)Std. InChIKey: ZWKKRUNHAVNSFW-UHFFFAOYSA-N

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