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

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

Uses

Used in Pharmaceutical and Agrochemical Industries:
Diethyl dichloromalonate is used as a key intermediate in the synthesis of various pharmaceuticals and agrochemicals, contributing to the development of new drugs and pesticides.
Used in Organic Synthesis:
Diethyl dichloromalonate is utilized as a reagent in organic synthesis to introduce the dichloroacetyl functional group into organic molecules, enabling the creation of a wide range of chemical compounds.
Storage and Handling:
Due to its reactivity, diethyl dichloromalonate should be stored in a cool, dry place away from sources of ignition and incompatible materials to ensure safety and stability.

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 
• 116-15-4 perfluoropropylene 
• 421-83-0 trifluoromethane sulfonyl chloride 

Downstream Products

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

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.

Base-mediated reactions of diethyl malonates derivatives with perfluorinated olefins: Novel synthetic routes to multifunctional ionomer precursors

A novel synthetic method for the preparation of per- and polyfluorinated unsaturated 2-substituted malonates is presented involving the deprotonation of the starting diethyl malonate by a strong base, followed by in situ addition of the C-nucleophile to the terminal double bond of the perfluorinated olefin. Subsequent elimination of the corresponding leaving groups and restoring of the double bond leads to the target bifunctional perfluorinated olefins. In the case of unsubstituted diethyl malonate, the elimination is accompanied by a prototropic rearrangement with a double bond migration and the addition of a second equivalent of the C-nucleophile forming the tetrafunctional internal olefins. The reaction conditions, factors affecting the reactivity and regioselectivity of the process, the choice of reagent as well as the course of competitive reactions are also discussed.

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.

Solvent-free preparation of α,α-dichloroketones with sulfuryl chloride

An efficient and facile method is reported for the synthesis of a series of α,α-dichloroketones. The direct dichlorination of methyl ketones and 1,3-dicarbonyls using an excess amount of sulfuryl chloride affords the corresponding gem-dichloro compounds in moderate to excellent yields. Moreover, the protocol features high yields, broad substrate scope, and simple reaction conditions without using any catalysts and solvents.

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.

Production method of ketomalonic acid compound

Provided is a method for producing an industrially useful ketomalonic acid diesters or other ketomalonic acid compound, 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 Rs indicate an alkyl group, a cycloalkyl group, etc.) with chlorine dioxide to produce a ketomalonic acid compound represented by the general expression (2) (in the formula, R has the same meaning as above), or a hydrate thereof.

Preparation method of 2,2-dihalo-1,3-dicarbonyl derivatives

The invention discloses a method for preparing 2,2-dihalo-1,3-dicarbonyl derivatives. The method is widely applicable to 1,3-dicarbonyl derivatives. The raw materials are easily available, and types are multiple. Types of products obtained by the method are multiple, and the products can be directly used or used in other further reactions. The method has advantages of mild reaction condition, simple reaction operation and post-processing, short reaction time, high yield and little pollution, and is suitable for industrial production.

Mild and efficient α-chlorination of carbonyl compounds using ammonium chloride and oxone (2KHSO5·KHSO4· K2SO4)

A simple protocol for the α-monochlorination of ketones and 1,3-dicarbonyl compounds utilizing NH4Cl as a source of chlorine and Oxone as an oxidant in methanol without catalyst is presented. The reaction proceeds at ambient temperature in yields ranging from moderate to excellent.

Process For Preparing Chlorinated Carbonyl Compounds In Jet Loop Reactors

The present invention relates to a process for preparing chlorinated or partly chlorinated carbonyl compounds, which comprises reacting unchlorinated or partly chlorinated carbonyl compounds with a chlorinating agent in a jet loop reactor.