1663-67-8

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
Malonyl chloride is used as an intermediate for the production of pharmaceutical and agrochemical products due to its versatile reactivity and ability to form a wide range of compounds.
Used in Synthesis of Alkaloids:
Malonyl chloride is used as a reactant for the synthesis of alkaloids with tetracyclic cores, such as cyclopiamide A and speradine E. These alkaloids have potential applications in the pharmaceutical industry due to their diverse biological activities.
Used in Synthesis of 6-tetrathiafulvalene (TTF)-polymer:
Malonyl chloride is employed in the condensation polymerization with TTF-based dihydroxy monomers to produce 6-tetrathiafulvalene (TTF)-polymers. These polymers have potential applications in the field of organic electronics and materials science.
Used in Synthesis of N-doped TiO2 Films:
Malonyl chloride is utilized in the molecular layer deposition process to create N-doped TiO2 films. These films have potential applications in photocatalysis, solar energy conversion, and other areas of materials science.
Used in Synthesis of Alkyne-substituted 1,3-oxazines:
Malonyl chloride is used in the reaction with arylpropynamides to synthesize alkyne-substituted 1,3-oxazines. These compounds have potential applications in the development of new pharmaceuticals and agrochemicals.
Used as a Coupling Agent in Block Copolymers:
Malonyl chloride serves as a coupling agent in the synthesis of block copolymers by anionic polymerization. This application is significant in the field of polymer science, where block copolymers have a wide range of uses, including in the production of plastics, elastomers, and other materials with tailored properties.

InChI:InChI=1/C3H2Cl2O2/c4-2(6)1-3(5)7/h1H2

Upstream product

• 504-64-3 carbon suboxide 
• 141-82-2 malonic acid 
• 75-09-2 dichloromethane 
• 7647-01-0 hydrogenchloride 
• 7719-09-7 thionyl chloride 
• 10026-13-8 phosphorus pentachloride 

Downstream Products

• 22288-66-0 2H,3H,4H-pyrido[1,2-a]pyrimidine-2,4-dione 
• 30409-99-5 1,3-diseleno-malonic acid Se,Se'-diphenyl ester 
• 5469-94-3 N,N'-bis(4-methylphenyl)malonamide 
• 16854-72-1 Dithiomalonsaeure-S,S'-diphenylester 
• 106993-46-8 N⁽¹⁾,N⁽¹⁾,N⁽³⁾,N⁽³⁾-tetraphenylmalonamide 
• 109516-02-1 3,5-dioxo-2-phenyl-pyrazolidine-1-carbothioic acid anilide 
• 96750-71-9 7-chloro-2-methyl-2-phenyl-pyrano[4,3-d][1,3]dioxin-4,5-dione 
• 4599-42-2 malonic acid bis-(N'-phenyl-hydrazide) 
• 108-73-6 3,5-dihydroxyphenol 
• 3594-36-3 1,3-bis(p-methylphenyl)-1,3-propanedione 
• 49754-15-6 malonyldiurethane 
• 98860-70-9 malonic acid bis-(2,6-dimethyl-anilide) 
• 122680-16-4 malonic acid bis-(4-trimethylammonio-benzyl ester); diiodide 
• 2652-77-9 1,2-diphenylpyrazolidine-3,5-dione 

Related news

On the conformations of the Malonyl chloride (cas 1663-67-8) methyl and ethyl esters, ClC(O)CH2C(O)OCH3 and ClC(O)CH2C(O)OC2H5: Vibrational analyses, 1H NMR spectra and ab initio calculations09/27/2019

Fourier transform infrared spectra and Raman spectra of malonyl chloride methyl and ethyl esters, ClC(O)CH2C(O)OCH3 and ClC(O)CH2C(O)OC2H5, in the liquid phase were analysed. These spectra reveal the existence of diketo conformers. The theoretical calculations for ClC(O)CH2C(O)OCH3 at the HF3–2...detailed

Relevant academic research and scientific papers

4-Aminoquinolone piperidine amides: Noncovalent inhibitors of DprE1 with long residence time and potent antimycobacterial activity

4-Aminoquinolone piperidine amides (AQs) were identified as a novel scaffold starting from a whole cell screen, with potent cidality on Mycobacterium tuberculosis (Mtb). Evaluation of the minimum inhibitory concentrations, followed by whole genome sequencing of mutants raised against AQs, identified decaprenylphosphoryl-β-d-ribose 2′-epimerase (DprE1) as the primary target responsible for the antitubercular activity. Mass spectrometry and enzyme kinetic studies indicated that AQs are noncovalent, reversible inhibitors of DprE1 with slow on rates and long residence times of ～100 min on the enzyme. In general, AQs have excellent leadlike properties and good in vitro secondary pharmacology profile. Although the scaffold started off as a single active compound with moderate potency from the whole cell screen, structure-activity relationship optimization of the scaffold led to compounds with potent DprE1 inhibition (IC50 10 nM) along with potent cellular activity (MIC = 60 nM) against Mtb.

Recovery of palladium from concentrated nitrate solutions with N,N 2-dimethyl-N,N 2-dioctyltetradecy lmalonamide as new extractant

The new unsymmetrical malonamide namely; N,N2-dimethyl-N,N 2-dioctyltetradecyl-malonamide (DMDOT DMA) was prepared and evaluated as agent for the extraction and separation of Pd (II) from nitrate media was studied. N,N 2-dimethyl-N,N 2-dioctylmalonamide (DMDO MA) was synthesized and used for comparison purpose. The effect of various parameters had been studied in details to explain the extraction properties of pd(II) by using DMDOTDMA in mixed diluents (75 vol.% n-dodecane-25 vol.% n-octanol) from nitrate media. The extraction equilibrium of Pd(II) with the investigated maloamides was reached within 10 minutes. Pd(II) showed remarkable extractability by DMDOTDMA and the maximum extraction percentage of Pd(II) is nearly reached at ~ 5 M HNO3. Under similar extraction conditions Zn(II), Ni(II), Mn(II) Cu(II) and Pb(II) were found poorly extracted. The dominate extracted species of Pd(II) is Pd(NO3)2(MA)2. The separation of Pd(II) from other studied metal ions was found to be effective in the range of nitric acid solution used. The stripping of Pd(II) was successfully carried out by single contact with 0.1M thiourea solution.

High-yield synthesis of 1,3-dimesityl-propane-1,3-dione: Isolation of its aluminum complex as a stable intermediate

1,3-Dimesityl-propane-1,3-dione was synthesized in high yield, via a stable intermediate (its aluminum complex) from malonyl dichloride and mesitylene by Friedel-Crafts reaction using anhydrous aluminum chloride as catalyst. The intermediate aluminum complex was isolated and characterized by X-ray diffraction analysis, which decomposed upon reflux in concentrate hydrochloric acid to give the title compound. Copyright Taylor & Francis Group, LLC.

Electrochemical and nonelectrochemical analyses of cardo polyesters at the metal/0.5?M H2SO4 interface for corrosion protection

With the aim of decreasing the corrosion of metal specimens, two polyesters, namely 4-(1-(4-methoxyphenyl)cyclohexyl)phenyl 3-oxobutanoate (MPOB) and 4-(1-(4-methoxyphenyl)cyclohexyl)phenyl 10-oxoundecanoate (MPOU), were synthesized and utilized as corrosion inhibitors. The synthesized polyesters were characterized by Fourier-transform infrared (FT-IR) and nuclear magnetic resonance spectral analyses, followed by thermogravimetric and differential scanning calorimetry analyses. The protective effect of the polyesters on mild-steel specimens in 0.5?M H2SO4 medium was evaluated by nonelectrochemical and electrochemical methods. Gravimetric measurements revealed a decreased corrosion rate with increasing concentration of the inhibitors, reaching a maximum inhibition efficiency of 79.88% for MPOB and 92.98% for MPOU at 1000?ppm concentration at room temperature. The obtained experimental data were best fit by the Langmuir adsorption isotherm, suggesting monolayer adsorption. Thermodynamic parameters supported a physisorption mechanism. Electrochemical impedance spectroscopy showed increased charge-transfer resistance (Rct), in turn decreasing the double-layer capacitance and thereby favoring good inhibition of corrosion of mild steel. Mixed-type inhibition was revealed by potentiodynamic polarization analysis, suppressing anodic metal dissolution and cathodic hydrogen evolution. The mode of adsorption of the inhibitors on the mild-steel surface was additionally evaluated by morphological study using FT-IR and atomic force microscopy (AFM) analyses.

Quick synthesis method of crown ethers

The invention discloses a quick synthesis method of crown ethers. Oxalyl chloride, propandioic acid, polyethylene glycol and toluene are subjected to heating reaction and then are subjected to subsequent processing to obtain a finished product. The method comprises the following steps: 1) enabling the oxalyl chloride and the propandioic acid to be subjected to reaction, and performing stirring atnormal temperature to prepare malonyl dichloride; 2) mixing the malonyl dichloride, the polyethylene glycol and the toluene at normal temperature in a container; 3) enabling the mixture to flow through a jacketed pipeline, heating a jacket with vapor, controlling the retention time of the reactant in the pipeline, and collecting the outflow reaction liquid; and 4) performing distillation, extraction, re-crystallization and the like on the outflow reaction liquid to obtain white acicular crystal. The synthesis method disclosed by the invention is simple in process and very short in reaction time, improves the yield, and can be used for obtaining different crown ethers by taking different polyethylene glycols as reactants.

Synthesis and characterization of ferrocenyl esters: Their anti-oxidant activity and DNA-binding ability

In continuation to our work on biologically active material, some new ferrocenyl esters were prepared by condensation of 4-ferrocenyl phenol (ROH) with ferrocenyl dicarboxylic acid chlorides (DCC) at low temperature. The synthesized compounds (E1-E9) were characterized by analyzing their physical properties, FT-IR, 1H-NMR, UV-visible spectroscopic and cyclic voltammetric studies. The DPPH free radical scavenging assay was performed to explore their potential as antioxidant which showed that the E1 had maximum scavenging ability (77.11%) whereas E3 showed minimum (52%) compared with the standard. Cyclic voltammetric studies indicated that these compounds were electroactive in potential window of 2.0-0.0V. Binding mode found in these esters was an electrostatic interaction which is considered as strongest amongst all. Therefore, these compounds are considered to have DNA-binding capability and are potential DNA binders.

Structure-based virtual screening and optimization of modulators targeting Hsp90-Cdc37 interaction

Identification of novel Hsp90 inhibitors to disrupt Hsp90-Cdc37 protein-protein interaction (PPI) could be an alternative strategy to achieve Hsp90 inhibition. In this paper, a series of small molecules targeting Hsp90-Cdc37 complex are addressed and characterized. The molecules' key characters are determined by utilizing a structure-based virtual screening workflow, derivatives synthesis, and biological evaluation. Structural optimization and structure–activity relationship (SAR) analysis were then carried out on the virtual hit of VS-8 with potent activity, which resulted in the discovery of compound 10 as a more potent regulator of Hsp90-Cdc37 interaction with a promising inhibitory effect (IC50?=?27?μM), a moderate binding capacity (KD?=?40?μM) and a preferable antiproliferative activity against several cancer lines including MCF-7, SKBR3 and A549?cell lines (IC50?=?26?μM, 15?μM and 38?μM respectively). All the data suggest that compound 10 exhibits moderate inhibitory effect on Hsp90-Cdc37 and could be regard as a first evidence of a non-natural compound targeting Hsp90-Cdc37 PPI.

Design of bisquinolinyl malonamides as Zn2+ ion-selective fluoroionophores based on the substituent effect

A series of malonamides possessing two quinoline moieties were synthesized and characterized as fluoroionophores for the Zn2+ ion. We focused on the relationship between the substituents introduced to the C2-position of the malonamides and their Zn2+ ion-selectivity, exploiting the structural effect of the substituents in the design of the fluoroionophores with high selectivity. The substituents introduced to the malonamides were the methyl, benzyl and naphthalenylmethyl groups. In dimethyl sulfoxide solvent, all substituted bisquinolinyl malonamides showed excellent fluorescence sensing for the Zn2+ ion, while unsubstituted bisquinolinyl malonamide 1 displayed ratiometric sensing for the Co2+ ion. N,N′-Bis(8-quinolyl)-2-methyl-2-naphthalenylmethyl malonamide 4 exhibited the highest Zn2+ ion-selectivity against the Cd2+ ion. Although the substituents introduced into the C2-position are spatially distant from the quinoline recognition moiety, this study indicated that they greatly influenced the ion selectivities of the bisquinolinyl malonamides. Furthermore, it was demonstrated that visible fluorescence analyses could be performed on malonamide 4.

Total synthesis of monocyclic pyrimidinium betaines with fatty alkyl chains

Seven betaines were prepared by condensation of N,N'-diphenylamidines with malonic acid derivatives. The amidines were made via a multistep synthesis, starting from their corresponding fatty acids. Malonyl chloride and dipentachlorophenyl phenylmalonate, two derivatives of malonic acid, were obtained from malonic acid and benzyl chloride, respectively. Most of the products were characterized by IR, UV, 1H and 13C NMR. Biological assays of the synthesized betaines revealed their good antibacterial and antifungal activities against the Pseudomonas aeruginosa, Bacillus subtilis and Mucor ramannianus and an activity against Candida albicans.

Synthesis of diverse N, O-bridged calix[1]arene[4]pyridine-C60 dyads and triads and formation of intramolecular self-inclusion complexes

Starting from both the bridging nitrogen atom-functionalized and the upper rim-functionalized N,O-bridged calix[1]arene[4]pyridine reactants, different types of heteracalixaromatics-C60 dyads and triads of varied spacers were expediently synthesized using mainly the click reaction as the key step. By means of various spectroscopic methods, the heteracalixaromatics-C60 dyads and triads obtained have been shown to form intramolecular self-inclusion complexes rather than oligomers or polymers in solution because of a flexible spacer in between the heteracalixaromatic ring and C60 moiety. The current study, coupled with previous investigations, would provide the guideline for the construction of supramolecular fullerene motifs based on molecular design of the dyads and triads.