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769195-26-8

Basic Information
CAS No.: 769195-26-8
Name: 3-OXO-4-(2,4,5-TRIFLUORO-PHENYL)-BUTYRIC ACID METHYL ESTER
Article Data: 10
Molecular Structure:
Molecular Structure of 769195-26-8 (3-OXO-4-(2,4,5-TRIFLUORO-PHENYL)-BUTYRIC ACID METHYL ESTER)
Formula: C11H9F3O3
Molecular Weight: 246.186
Synonyms: methyl 3-oxo-4-(2,4,5-trifluorophenyl)butanoate
EINECS: 1308068-626-2
Density: 1.331 g/cm3
Melting Point: 40-41 °C
Boiling Point: 273.265 °C at 760 mmHg
Flash Point: 115.458 °C
PSA: 43.37000
LogP: 1.77860
Synthetic route
1176895-65-0

2-(2,4,5-trifluorophenyl)acetyl chloride

96-32-2

bromoacetic acid methyl ester

769195-26-8

4-(2,4,5-trifluoro-phenyl)-3-oxo-butyric acid methyl ester

Conditions
ConditionsYield
Stage #1: bromoacetic acid methyl ester With iodine; magnesium In tetrahydrofuran at 45 - 50℃; Inert atmosphere;
Stage #2: 2-(2,4,5-trifluorophenyl)acetyl chloride With copper(l) iodide In tetrahydrofuran at -20 - 5℃; Grignard Reaction; Inert atmosphere;
91%
67-56-1

methanol

764667-64-3

5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

769195-26-8

4-(2,4,5-trifluoro-phenyl)-3-oxo-butyric acid methyl ester

Conditions
ConditionsYield
In toluene for 3h; Heating;88.7%
at 60 - 63℃;
764667-64-3

5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

769195-26-8

4-(2,4,5-trifluoro-phenyl)-3-oxo-butyric acid methyl ester

Conditions
ConditionsYield
With methanol at 60 - 63℃;85%
In methanol Reflux;
38330-80-2

monomethyl monopotassium malonate

209995-38-0

(2,4,5-trifluorophenyl)acetic acid

769195-26-8

4-(2,4,5-trifluoro-phenyl)-3-oxo-butyric acid methyl ester

Conditions
ConditionsYield
Stage #1: (2,4,5-trifluorophenyl)acetic acid With 1,1'-carbonyldiimidazole In acetonitrile for 3.5h;
Stage #2: monomethyl monopotassium malonate With triethylamine; magnesium chloride In acetonitrile at 50℃; for 8h;
Stage #3: In acetonitrile at 30℃; for 26h;
84%
Stage #1: monomethyl monopotassium malonate With triethylamine In acetonitrile at 30 - 50℃; for 8.3h;
Stage #2: (2,4,5-trifluorophenyl)acetic acid With 1,1'-carbonyldiimidazole In acetonitrile at 30℃; for 3.5h;
83%
Stage #1: monomethyl monopotassium malonate With triethylamine; magnesium chloride In acetonitrile at 30 - 50℃; Inert atmosphere;
Stage #2: (2,4,5-trifluorophenyl)acetic acid With 1,1'-carbonyldiimidazole In acetonitrile at 30℃; for 5.5h; Inert atmosphere;
83%

magnesium monomethyl malonate

209995-38-0

(2,4,5-trifluorophenyl)acetic acid

769195-26-8

4-(2,4,5-trifluoro-phenyl)-3-oxo-butyric acid methyl ester

Conditions
ConditionsYield
Stage #1: (2,4,5-trifluorophenyl)acetic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 0 - 20℃;
Stage #2: magnesium monomethyl malonate In tetrahydrofuran at 20℃; for 24h;
77.3%
38330-80-2

monomethyl monopotassium malonate

209995-38-0

(2,4,5-trifluorophenyl)acetic acid

A

769195-26-8

4-(2,4,5-trifluoro-phenyl)-3-oxo-butyric acid methyl ester

B

1,3-bis-(2,4,5-trifluoro-phenyl)-propan-2-one

Conditions
ConditionsYield
Stage #1: (2,4,5-trifluorophenyl)acetic acid With 1,1'-carbonyldiimidazole In acetonitrile for 3.5h;
Stage #2: monomethyl monopotassium malonate With triethylamine; magnesium chloride In acetonitrile at 50℃; for 8h;
Stage #3: In acetonitrile at 30℃; for 26h;
209995-38-0

(2,4,5-trifluorophenyl)acetic acid

769195-26-8

4-(2,4,5-trifluoro-phenyl)-3-oxo-butyric acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95 percent / N,N-dimethylaminopyridine; N,N-diisopropylethylamine; trimethylacetylchloride / acetonitrile / 3 h / 45 °C
2: 88.7 percent / toluene / 3 h / Heating
View Scheme
Multi-step reaction with 2 steps
1.1: oxalic acid / dichloromethane; N,N-dimethyl-formamide / 25 - 30 °C
1.2: -5 °C
2.1: methanol / Reflux
View Scheme
Multi-step reaction with 2 steps
1.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 25 - 30 °C
1.2: 6 h / 50 - 55 °C
2.1: 60 - 63 °C
View Scheme
Multi-step reaction with 2 steps
1.1: thionyl chloride / chloroform / 2 h / 0 - 30 °C
2.1: magnesium; iodine / tetrahydrofuran / 45 - 50 °C / Inert atmosphere
2.2: -20 - 5 °C / Inert atmosphere
View Scheme
67-56-1

methanol

1253055-91-2

sodium 1-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)-2-(2,4,5-trifluorophenyl)ethanolate

769195-26-8

4-(2,4,5-trifluoro-phenyl)-3-oxo-butyric acid methyl ester

Conditions
ConditionsYield
With methanesulfonic acid Reflux;
1253056-13-1

methyl 3-hydroxy-4-(2,4,5-trifluorophenyl)butanoate

769195-26-8

4-(2,4,5-trifluoro-phenyl)-3-oxo-butyric acid methyl ester

Conditions
ConditionsYield
With potassium dichromate; sulfuric acid; acetic acid at 25 - 30℃; for 24h;
769195-26-8

4-(2,4,5-trifluoro-phenyl)-3-oxo-butyric acid methyl ester

3886-69-9

(R)-1-phenyl-ethyl-amine

(Z)-3-(((R)-1-phenylethyl)amino)-4-(2,3,5-trifluorophenyl)-2-butenoic acid methyl ester

Conditions
ConditionsYield
With acetic acid In methanol Reflux; Large scale;98.5%
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    Product name: Methyl 3-oxo-4-(2,4,5-Trifluorophenyl)butanoate CAS No.: 769195-26-8 Molecule Formula:C11H9F3O3 Molecule Weight:246.18 Purity: 99.0% Package: 25kg/drum Description:White powder Manufacture Standards:Enterprise Standard

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Specification

The Methyl 3-oxo-4-(2,4,5-trifluorophenyl)butanoate, with the CAS registry number 769195-26-8, has the molecular formula C11H9F3O3. In addition, this chemical's molecular weight is 246.18. Its systematic name is called methyl 3-oxo-4-(2,4,5-trifluorophenyl)butanoate.

Physical properties of Methyl 3-oxo-4-(2,4,5-trifluorophenyl)butanoate: (1)ACD/LogP: 1.68; (2)ACD/LogD (pH 5.5): 1.678; (3)ACD/LogD (pH 7.4): 1.676; (4)ACD/BCF (pH 5.5): 11.092; (5)ACD/BCF (pH 7.4): 11.061; (6)ACD/KOC (pH 5.5): 194.819; (7)ACD/KOC (pH 7.4): 194.28; (8)#H bond acceptors: 3; (9)#Freely Rotating Bonds: 5; (10)Index of Refraction: 1.469; (11)Molar Refractivity: 51.487 cm3; (12)Molar Volume: 185.002 cm3; (13)Surface Tension: 36.393 dyne/cm; (14)Density: 1.331 g/cm3; (15)Flash Point: 115.458 °C; (16)Enthalpy of Vaporization: 51.16 kJ/mol; (17)Boiling Point: 273.265 °C at 760 mmHg; (18)Vapour Pressure: 0.006 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: COC(=O)CC(=O)Cc1cc(c(cc1F)F)F
(2)InChI: InChI=1/C11H9F3O3/c1-17-11(16)4-7(15)2-6-3-9(13)10(14)5-8(6)12/h3,5H,2,4H2,1H3
(3)InChIKey: XDQLWVSUKUDAEO-UHFFFAOYAS