20165-81-5

Basic information

• Product Name: diethyl dichloromalonate
• Synonyms: diethyl dichloromalonate;2,2-Dichloromalonic acid diethyl ester;Dichloromalonic acid diethyl ester
• CAS NO: 20165-81-5
• Molecular Formula: C₇H₁₀Cl₂O₄
• Molecular Weight: 229.0579
• EINECS: 243-550-9
• Mol File: 20165-81-5.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 230°Cat760mmHg
• Flash Point: 85°C
• Appearance: /
• Density: 1.317g/cm³
• Vapor Pressure: 0.0673mmHg at 25°C
• Refractive Index: 1.46
• CAS DataBase Reference: diethyl dichloromalonate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl dichloromalonate(20165-81-5)
• EPA Substance Registry System: diethyl dichloromalonate(20165-81-5)

Safety Data

• Hazardous Substances Data: 20165-81-5(Hazardous Substances Data)

Usage

General Description

Diethyl dichloromalonate is a chemical compound with the molecular formula C7H10Cl2O4. It is a colorless liquid with a fruity odor, and is primarily used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It is also used in organic synthesis to introduce the dichloroacetyl functional group into organic molecules. Diethyl dichloromalonate is a highly reactive compound due to the presence of two electrophilic chlorine atoms, and it should be handled with caution as it can cause irritation to the skin, eyes, and respiratory system. Additionally, it should be stored in a cool, dry place away from sources of ignition and incompatible materials.

InChI:InChI=1/C7H10Cl2O4/c1-3-12-5(10)7(8,9)6(11)13-4-2/h3-4H2,1-2H3

Upstream product

• 14064-10-9 diethyl 2-chloromalonate 
• 64-17-5 ethanol 
• 56857-23-9 dichloromalonic acid 
• 105-53-3 diethyl malonate 
• 20165-80-4 Phosphorsaeure-dimethyl-(1.2.2-trichlor-1-ethoxy-2-ethoxycarbonyl-ethyl)-ester 
• 515-84-4 Ethyl trichloroacetate 
• 81289-78-3 diethyl chlorobromomalonate 
• 7782-50-5 chlorine 
• 98880-55-8 O.O-Dimethyl-O-<1-athoxy-2-chlor-2-athoxycarbonyl-vinyl>-phosphat 
• 421-83-0 trifluoromethane sulfonyl chloride 
• 116-15-4 perfluoropropylene 

Downstream Products

• 42760-94-1 bis-(4-nitro-phenoxy)-malonic acid diethyl ester 
• 683-72-7 dichloroacetamide 
• 30989-14-1 dichloro-malonic acid diamide 
• 14064-10-9 diethyl 2-chloromalonate 
• 6174-95-4 1,1,2,2-tetracarboethoxy-ethylene 
• 29263-83-0 diethyl 2-chloro-2-ethylmalonate 
• 63959-94-4 (2-methoxycarbonyl-2-chloroethyl)chloromalonic ester 
• 75911-83-0 1-ethyl 2-methyl 1-(2-methoxyacetyl)cyclopropane-1,2-dicarboxylate 
• 130029-34-4 diethyl 2-benzoyl-2-chloromalonate 
• 1087-97-4 diethyl benzoylmalonate 
• 3092-20-4 diethyl 2-phenylcyclopropane-1,1-dicarboxylate 

Relevant articles and documents

Trihaloisocyanuric acids as convenient reagents for regioselective halogenation of β-dicarbonyl compounds

The reaction of β-dicarbonyl compounds (β-ketoesters and β-diketones) with 0.34 mol equiv of trichloro- and tribromoisocyanuric acids produced regioselectively the corresponding α-monohalo β-dicarbonyl compound. On the other hand, utilization of 0.68 mol equiv of the trihaloisocyanuric acid produced the α,α-dihalo β-dicarbonyl compound.

Preparation and refining method of high-purity diethyl malonate

The invention relates to a preparation and refining method of high-purity diethyl malonate, and belongs to the technical field of chemical preparation. The preparation method can obtain high-purity chloropropionic acid diethyl ester by taking diethyl malonate as the starting material, carrying out the reaction with sodium sulfite instead of reacting with sodium sulfite, and carrying out rectification and purification. Compared with the prior art, the method has the advantages of cheap and easily available raw materials and reduced production cost. The purity of the product after rectification purification is up to 99%. The reaction time is short, and the production cycle is shortened. No complicated post-treatment operation is needed in the reaction, and the operation is simple. The compound I rectified by the reaction can be recycled, and the atom economy of the reaction is good. The reaction does not generate a large amount of waste liquid and is more environment-friendly.

PRODUCTION METHOD OF KETOMALONIC ACID COMPOUND

Provided is a method for producing an industrially useful ketomalonic acid compound such as ketomalinic acid diesters, or a hydrate thereof, by a method more favorable from an economic and environmental standpoint and from a safety standpoint. The present invention relates to a method involving reacting a malonic acid compound represented by general formula (1) (in the formula, The each Rs indicate an alkyl group, a cycloalkyl group, etc.) with chlorine dioxide to produce a ketomalonic acid compound represented by the general formula (2) (in the formula, R has the same meaning as above), or a hydrate thereof.