Diethyl 2-ethyl-2-phenylmalonate supplier

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

Conditions	Yield
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

Conditions	Yield
at 200 - 230℃; under 0.1 Torr; pyrolytic sublimation;	78%

: 119-43-7
ethyl 2-phenylbutanoate

: 76-67-5
diethyl ethyl(phenyl)malonate

Conditions

Conditions	Yield
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

Conditions	Yield
at 225℃;

...Expand

: 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

Conditions	Yield
at 225℃;

...Expand

: 83-13-6
diethyl 2-phenylmalonate

: 76-67-5
diethyl ethyl(phenyl)malonate

Conditions

Conditions	Yield
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

Conditions	Yield
(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

Conditions	Yield
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

Conditions	Yield
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.

...Expand

: 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

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

...Expand

: 451-40-1
phenyl benzyl ketone

: 105-58-8
Diethyl carbonate

A: 93-89-0
benzoic acid ethyl ester

B: 119-43-7
ethyl 2-phenylbutanoate

C: 101-97-3
Ethyl 2-phenylethanoate

D: 76-67-5
diethyl ethyl(phenyl)malonate

Conditions

Conditions	Yield
With potassium carbonate at 210℃; for 5.1h; Further byproducts given. Title compound not separated from byproducts;	A 99 % Chromat. B 4.2 % Chromat. C 61 % Chromat. D 20 % Chromat.

...Expand

: 105-58-8
Diethyl carbonate

: 2001-28-7
2-phenyl-1-p-tolyl-ethanone

A: 94-08-6
4-methylbenzoic acid ethyl ester

B: 101-97-3
Ethyl 2-phenylethanoate

C: 83-13-6
diethyl 2-phenylmalonate

D: 76-67-5
diethyl ethyl(phenyl)malonate

Conditions

Conditions	Yield
With potassium carbonate at 210℃; for 7.5h; Title compound not separated from byproducts;	A 95 % Chromat. B 88 % Chromat. C 2.6 % Chromat. D 2.2 % Chromat.

...Expand

: 74-96-4
ethyl bromide

sodium phenylmalonic acid diethyl ester: sodium phenylmalonic acid diethyl ester

: 76-67-5
diethyl ethyl(phenyl)malonate

: 75-03-6
ethyl iodide

sodium phenylmalonic acid diethyl ester: sodium phenylmalonic acid diethyl ester

: 76-67-5
diethyl ethyl(phenyl)malonate

: 60-29-7
diethyl ether

: 119-43-7
ethyl 2-phenylbutanoate

: sodium amide

: 76-67-5
diethyl ethyl(phenyl)malonate

Conditions

Conditions	Yield
anschliessendes Erwaermen mit Kohlensaeure-diaethylester;

...Expand

: 17356-08-0
thiourea

: 76-67-5
diethyl ethyl(phenyl)malonate

: 2753-74-4
5-ethyl-5-phenyl-2-thiobarbituric acid

Conditions

Conditions	Yield
Stage #1: thiourea With sodium methylate In methanol at 28 - 52℃; for 0.416667h; Stage #2: diethyl ethyl(phenyl)malonate In methanol at 52 - 55℃; for 2h; Stage #3: With hydrogenchloride In methanol; water at 23 - 28℃; for 1h; pH=5.4; Product distribution / selectivity;	81%
Stage #1: thiourea With sodium methylate In acetonitrile at 28℃; for 0.333333h; Stage #2: diethyl ethyl(phenyl)malonate In acetonitrile at 28 - 76℃; for 2h; Stage #3: With hydrogenchloride In water; acetonitrile at 18℃; pH=7.2; Product distribution / selectivity;	71.35%

: 76-67-5
diethyl ethyl(phenyl)malonate

: 24765-56-8
2-ethyl-2-phenylpropane-1,3-diol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In diethyl ether at 0 - 20℃; for 18.25h; Inert atmosphere;	46%
With lithium aluminium tetrahydride; diethyl ether

: 76-67-5
diethyl ethyl(phenyl)malonate

: 1636-25-5
(ethyl)phenylmalonic acid

Conditions

Conditions	Yield
With sodium hydroxide for 18h; Heating;	44%

: 76-67-5
diethyl ethyl(phenyl)malonate

: 73183-34-3
bis(pinacol)diborane

A: C21H31BO6

B: C21H31BO6

Conditions

Conditions	Yield
With (6,6’-dimethoxy-[1,1 ‘-biphenyl]-2,2’-diyl)bis(bis(3 ,5-dimethyl-phenyl)phosphine); [(1,5-cyclooctadiene)(OH)iridium(I)]2 In hexane at 85℃; Inert atmosphere; Glovebox; Sealed tube; Overall yield = 64 %; Overall yield = 134 mg; regioselective reaction;	A 43% B n/a

...Expand

: 691-60-1
N-isopropylurea

: 76-67-5
diethyl ethyl(phenyl)malonate

: 85432-36-6
5-ethyl-5-phenyl-1-isopropyl-pyrimidinetrione

Conditions

Conditions	Yield
With sodium ethanolate In ethanol for 15h; Heating;	35%

: 57-13-6
urea

: 76-67-5
diethyl ethyl(phenyl)malonate

: 50-06-6
phenobarbital

Conditions

Conditions	Yield
With tetraethylammonium perchlorate In N,N-dimethyl-formamide Ambient temperature; electrolysis;	14%
With sodium ethanolate

: 625-52-5
N-Ethylurea

: 76-67-5
diethyl ethyl(phenyl)malonate

: 101938-79-8
N-ethylphenobarbitone

Conditions

Conditions	Yield
With methanol; sodium Heating;	12%

: 2078-71-9
(2-hydroxyethyl)urea

: 76-67-5
diethyl ethyl(phenyl)malonate

: 80022-83-9
1-(2-Hydroxyaethyl)-5-phenyl-5-aethylbarbitursaeure

Conditions

Conditions	Yield
With sodium ethanolate In ethanol for 11h; Heating;	10%

: 113-00-8
guanidine nitrate

: 76-67-5
diethyl ethyl(phenyl)malonate

: 130690-55-0
5-ethyl-2-amino-5-phenyl-1H-pyrimidine-4,6-dione

: 141-52-6
sodium ethanolate

: 598-52-7
1-(methyl)-thiourea

: 76-67-5
diethyl ethyl(phenyl)malonate

A: 104169-72-4
5-ethyl-1-methyl-5-phenyl-2-thioxo-1,2-dihydropyrimidine-4,6(3H,5H)-dione

B: 2-ethyl-N-methylthiocarbamoyl-2-phenyl-malonamic acid

...Expand

: 598-52-7
1-(methyl)-thiourea

: 76-67-5
diethyl ethyl(phenyl)malonate

: 2-ethyl-N-methylthiocarbamoyl-2-phenyl-malonamic acid

Conditions

Conditions	Yield
With ethanol; sodium ethanolate

: 127099-85-8, 780722-26-1
N-Cyanoguanidine

: 76-67-5
diethyl ethyl(phenyl)malonate

: 6622-50-0
5-ethyl-2-amino-4,6-dioxo-5-phenyl-5,6-dihydro-4H-pyrimidine-1-carbonitrile

: 64-17-5
ethanol

: 141-52-6
sodium ethanolate

: 57-13-6
urea

: 76-67-5
diethyl ethyl(phenyl)malonate

: 50-06-6
phenobarbital

...Expand

: 67-56-1
methanol

: 3599-89-1
propionamidine hydrochloride

: 76-67-5
diethyl ethyl(phenyl)malonate

: 668998-56-9
2,5-diethyl-2-methoxy-5-phenyl-dihydro-pyrimidine-4,6-dione

Conditions

Conditions	Yield
With sodium methylate

...Expand

: 630-10-4
selenourea

: 76-67-5
diethyl ethyl(phenyl)malonate

: 108651-25-8
5-ethyl-5-phenyl-2-seleno-barbituric acid

Conditions

Conditions	Yield
With sodium methylate

: 471-29-4
1-methylguanidine

: 76-67-5
diethyl ethyl(phenyl)malonate

: 5-ethyl-2-methylamino-5-phenyl-1H-pyrimidine-4,6-dione

: 557-11-9
allylurea

: 76-67-5
diethyl ethyl(phenyl)malonate

: 14167-72-7
N-monoallylphenobarbital

: 64-10-8
phenyl carbamate

: 76-67-5
diethyl ethyl(phenyl)malonate

: 30453-95-3, 113960-36-4, 113960-37-5
5-ethyl-3,5-diphenylpyrimidine-2,4,6(1H,3H,5H)-trione

: 141-52-6
sodium ethanolate

: 76-67-5
diethyl ethyl(phenyl)malonate

: 119-43-7
ethyl 2-phenylbutanoate

Conditions

Conditions	Yield
at 200℃;

: 141-52-6
sodium ethanolate

: 76-67-5
diethyl ethyl(phenyl)malonate

A: 119-43-7
ethyl 2-phenylbutanoate

B: 105-58-8
Diethyl carbonate

Conditions

Conditions	Yield
at 120 - 200℃; under 24 Torr;

...Expand

: 76-67-5
diethyl ethyl(phenyl)malonate

: 100-46-9
benzylamine

: ethyl-phenyl-malonic acid bis-benzylamide

Conditions

Conditions	Yield
With ammonium chloride

: 76-67-5
diethyl ethyl(phenyl)malonate

: 598-50-5
N-Methylurea

: 115-38-8
mephobarbital

: 76-67-5
diethyl ethyl(phenyl)malonate

: 26485-76-7
4-ethyl-4-phenyl-pyrazolidine-3,5-dione

Conditions

Conditions	Yield
With hydrazine hydrate
With hydrazine hydrochloride; sodium ethanolate

: 76-67-5
diethyl ethyl(phenyl)malonate

: 106842-98-2
ethyl-phenyl-malonic acid monoethyl ester

Conditions

Conditions	Yield
With potassium hydroxide at 20℃;
With sodium hydroxide at 20℃;

Diethyl 2-ethyl-2-phenylmalonate 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

Product Name

Diethyl 2-ethyl-2-phenylmalonate

Synthetic route

Diethyl 2-ethyl-2-phenylmalonate Specification

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