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76-67-5

Basic Information
CAS No.: 76-67-5
Name: Diethyl 2-ethyl-2-phenylmalonate
Molecular Structure:
Molecular Structure of 76-67-5 (Diethyl 2-ethyl-2-phenylmalonate)
Formula: C15H20O4
Molecular Weight: 264.321
Synonyms: Malonicacid, ethylphenyl-, diethyl ester (6CI,7CI,8CI);Propanedioic acid,ethylphenyl-, diethyl ester (9CI);Diethylethylphenylmalonate;NSC 5631;Ethylphenylmalonic acid diethyl ester;
EINECS: 200-978-0
Density: 1.076 g/cm3
Melting Point: -7 °C
Boiling Point: 332 °C at 760 mmHg
Flash Point: 156.1 °C
Appearance: colorless or pale yellow transparent oily liquid
Risk Codes: 36/37/38
Safety: 24/25
PSA: 52.60000
LogP: 2.46060
Synthetic route
cyclopentadienyliron hexafluorophosphate of diethyl ethylphenylmalonate

cyclopentadienyliron hexafluorophosphate of diethyl ethylphenylmalonate

76-67-5

diethyl ethyl(phenyl)malonate

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 3h; electrolysis;92%
(η-cyclopentadienyl)<η-diethyl ethyl(phenyl)malonate>iron(II) hexafluorophosphate

(η-cyclopentadienyl)<η-diethyl ethyl(phenyl)malonate>iron(II) hexafluorophosphate

76-67-5

diethyl ethyl(phenyl)malonate

Conditions
ConditionsYield
at 200 - 230℃; under 0.1 Torr; pyrolytic sublimation;78%
119-43-7

ethyl 2-phenylbutanoate

76-67-5

diethyl ethyl(phenyl)malonate

Conditions
ConditionsYield
With diethyl ether; ammonia; sodium amide Erwaermen des vom Ammoniak befreiten Reaktionsgemisches mit Diaethylcarbonat;
141-52-6

sodium ethanolate

83-13-6

diethyl 2-phenylmalonate

105-58-8

Diethyl carbonate

A

119-43-7

ethyl 2-phenylbutanoate

B

76-67-5

diethyl ethyl(phenyl)malonate

Conditions
ConditionsYield
at 225℃;
83-13-6

diethyl 2-phenylmalonate

105-58-8

Diethyl carbonate

A

119-43-7

ethyl 2-phenylbutanoate

B

76-67-5

diethyl ethyl(phenyl)malonate

Conditions
ConditionsYield
at 225℃;
83-13-6

diethyl 2-phenylmalonate

76-67-5

diethyl ethyl(phenyl)malonate

Conditions
ConditionsYield
With sodium ethanolate; Diethyl carbonate Erhitzen des vom Aethanol befreiten Reaktionsgemisches mit Aethylbromid auf 100-105grad;
75-03-6

ethyl iodide

83-13-6

diethyl 2-phenylmalonate

76-67-5

diethyl ethyl(phenyl)malonate

Conditions
ConditionsYield
(i) F, DMF, (ii) /BRN= 505934/; Multistep reaction;
1483-72-3

diphenyliodonium chloride

133-13-1

ethyl diethyl malonate

76-67-5

diethyl ethyl(phenyl)malonate

Conditions
ConditionsYield
With potassium tert-butylate In tert-butyl alcohol Heating;
101-97-3

Ethyl 2-phenylethanoate

105-58-8

Diethyl carbonate

A

119-43-7

ethyl 2-phenylbutanoate

B

83-13-6

diethyl 2-phenylmalonate

C

76-67-5

diethyl ethyl(phenyl)malonate

Conditions
ConditionsYield
With potassium carbonate at 220℃; for 14.3h; Product distribution;A 12 % Chromat.
B 2 % Chromat.
C 18 % Chromat.
With potassium carbonate at 220℃; for 14.3h;A 12 % Chromat.
B 2 % Chromat.
C 18 % Chromat.
83-13-6

diethyl 2-phenylmalonate

105-58-8

Diethyl carbonate

A

119-43-7

ethyl 2-phenylbutanoate

B

101-97-3

Ethyl 2-phenylethanoate

C

76-67-5

diethyl ethyl(phenyl)malonate

Conditions
ConditionsYield
With potassium carbonate at 200℃; for 25h; Product distribution;A 18 % Chromat.
B 43 % Chromat.
C 37 % Chromat.
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Specification

The IUPAC name of Diethyl ethylphenylmalonate is diethyl 2-ethyl-2-phenylpropanedioate. With the CAS registry number 76-67-5, it is also named as Ethylphenylmalonic acid diethyl ester. The product's categories are Pharmaceutical Intermediates; API Intermediates; C12 to C63; Carbonyl Compounds; Esters. Besides, it is colorless or pale yellow transparent oily liquid, which should be stored in a sealed and ventilated place at room temperature. In addition, its molecular formula is C15H20O4 and molecular weight is 264.32.

The other characteristics of this product can be summarized as: (1)EINECS: 200-978-0; (2)ACD/LogP: 3.59; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 3.59; (5)ACD/LogD (pH 7.4): 3.59; (6)ACD/BCF (pH 5.5): 313.11; (7)ACD/BCF (pH 7.4): 313.11; (8)ACD/KOC (pH 5.5): 2128.26; (9)ACD/KOC (pH 7.4): 2128.26; (10)#H bond acceptors: 4; (11)#H bond donors: 0; (12)#Freely Rotating Bonds: 8; (13)Index of Refraction: 1.492; (14)Molar Refractivity: 71.35 cm3; (15)Molar Volume: 245.6 cm3; (16)Surface Tension: 36.4 dyne/cm; (17)Density: 1.076 g/cm3; (18)Flash Point: 156.1 °C; (19)Melting Point: -7 °C; (20)Enthalpy of Vaporization: 57.47 kJ/mol; (21)Boiling Point: 332 °C at 760 mmHg; (22)Vapour Pressure: 0.00015 mmHg at 25 °C.

Preparation of Diethyl ethylphenylmalonate: this chemical can be prepared by Benzyl cyanide.




Uses of Diethyl ethylphenylmalonate: this chemical is a material used in organic synthesis. It is also used as a pharmaceutical intermediate of phenobarbital and primidone. Similarly, it can react with Isopropyl-urea to get 5-Ethyl-1-isopropyl-5-phenyl-pyrimidine-2,4,6-trione.



This reaction needs NaOEt and Ethanol by heating for 15 hours. The yield is 35 %.

When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. You should avoid contact with skin and eyes.

People can use the following data to convert to the molecule structure.
(1)SMILES: O=C(OCC)C(C(=O)OCC)(c1ccccc1)CC
(2)InChI: InChI=1/C15H20O4/c1-4-15(13(16)18-5-2,14(17)19-6-3)12-10-8-7-9-11-12/h7-11H,4-6H2,1-3H3
(3)InChIKey: PKRVDBARWFJWEB-UHFFFAOYAI