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What is the use value of Diethyl (phenylacetyl) malonate?

Diethyl (phenylacetyl) malonate (CAS 20320-59-6)is a compound formed by replacing all the hydroxyl groups in the two carboxyl groups with ethoxy groups. The molecular formula is CH2(COOC2H5)2. Diethyl malonate is a colorless aromatic liquid; melting point -50°C, boiling point 199.3°C; relative density is 1.0551 (20/4°C); insoluble in water, soluble in alcohol, ether and other organic solvents.


  • What is the use value of Diethyl (phenylacetyl) malonate?

  • What is the alkylation of Diethyl (phenylacetyl) malonate?

  • What are the physical properties of Diethyl (phenylacetyl) malonate?


What is the use value of Diethyl (phenylacetyl) malonate(CAS 20320-59-6)?


1. Diethyl (phenylacetyl) malonate is an intermediate in organic synthesis for the preparation of 2-amino-4,6-dimethoxypyrimidine. Also used as a plasticizer for nitrocellulose;

2. Diethyl (phenylacetyl) malonate is widely used in the production of dyes, fragrances, sulfonylurea herbicides, etc. Mainly used for the production of ethoxymethylene, barbituric acid, diethyl alkylmalonate, and then synthetic medicines such as norfloxacin, romefloxacin, chloroquine, phenylbutazone, etc. and synthetic dyes and pigments such as benzimidazolones organic pigments;

3. Diethyl (phenylacetyl) malonate is used as the intermediate of pharmaceutical chloroquine, phenylbutazone, sulfonamide and barbiturate;

4. GB2760-2014 specifies the permitted edible spices. Mainly used for the preparation of pear, apple, grape, cherry and other fruit flavors;

5. Malonate is a very useful reagent in organic synthesis. It can undergo hydrolysis and decarboxylation reactions. At the same time, methylene groups are more likely to form carbanions and undergo acylation, alkylation, and aldol reactions.


What is the alkylation of diethyl (phenylacetyl) malonate(CAS 20320-59-6)?


Alkylation reaction: Under the action of alkali (such as NaOH, etc.), the methylene group of diethyl (phenylacetyl) malonate is easier to form carbanion, and then alkylation and other reactions can occur;

In addition, the methylene group of diethyl (phenylacetyl) malonate can also undergo chlorination;

Reaction with aldehydes, etc. In the reaction with aldehydes or ketones, diethyl (phenylacetyl) malonate often undergoes a cyclic condensation reaction. For example, under the catalysis of copper (II), trioxymethylene and diethyl malonate undergo cyclization to form a six-membered ring compound.


What are the physical properties of diethyl (phenylacetyl) malonate(CAS 20320-59-6)?


1. Properties: Colorless liquid with sweet ether smell.

2. Relative density (25℃, 4℃): 1.0490.

3. Relative density (20℃, 4℃): 1.0551.

4. Melting point (ºC): -50.

5. Boiling point (ºC, normal pressure): 199.

6. Viscosity (mPa·s, 20ºC): 2.15.

7. Refractive index (20ºC): 1.4135.

8. Flash point (ºC): 100.

9. Liquid phase standard hot melt (J·mol-1·K-1): 290.3.

10. Vapor pressure (mmHg, 20ºC): Not determined.

11. Saturated vapor pressure (kPa, °C): not determined.

12. Heat of evaporation (KJ/mol, b.p.): 54.8.

13. Specific heat capacity (KJ/(kg·K), 10.8ºC, constant pressure): 1.88.

14. Electrical conductivity (S/m, 25ºC): 1.2×10-8.

15. Solubility (%, 20ºC, water): 2.7.


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