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10565-13-6

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10565-13-6 Usage

Description

DIETHYL 4-NITROPHENYL MALONATE is a yellow to orange crystalline compound that serves as an intermediate in the synthesis of pharmaceuticals and organic compounds. It is a malonic acid derivative characterized by the presence of two ethyl groups, a 4-nitrophenyl group, and a carboxylate group. DIETHYL 4-NITROPHENYL MALONATE is also utilized as a reagent in organic chemical reactions, particularly the Claisen condensation, to form diverse carbon-carbon bonds. It holds potential in the development of agrochemicals and as a precursor for synthesizing dyes and pigments. However, due to its toxic nature upon ingestion or inhalation, and its potential to cause skin and eye irritation, it requires careful handling.

Uses

Used in Pharmaceutical Synthesis:
DIETHYL 4-NITROPHENYL MALONATE is used as an intermediate for the synthesis of various pharmaceuticals, contributing to the development of new drugs and medicinal compounds.
Used in Organic Chemical Reactions:
It is used as a reagent in organic chemical reactions, particularly the Claisen condensation, to facilitate the formation of a wide range of carbon-carbon bonds, which are essential in creating complex organic molecules.
Used in Agrochemical Development:
DIETHYL 4-NITROPHENYL MALONATE is utilized in the development of agrochemicals, playing a role in the creation of substances that can enhance crop protection and agricultural productivity.
Used as a Precursor in Dyes and Pigments Synthesis:
DIETHYL 4-NITROPHENYL MALONATE is used as a precursor in the synthesis of dyes and pigments, contributing to the production of colorants for various industrial applications.
Used in Research and Development:
DIETHYL 4-NITROPHENYL MALONATE is employed in research and development settings to explore its potential applications and to understand its chemical properties and reactions, further expanding its utility in various industries.

Check Digit Verification of cas no

The CAS Registry Mumber 10565-13-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,0,5,6 and 5 respectively; the second part has 2 digits, 1 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 10565-13:
(7*1)+(6*0)+(5*5)+(4*6)+(3*5)+(2*1)+(1*3)=76
76 % 10 = 6
So 10565-13-6 is a valid CAS Registry Number.

10565-13-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name diethyl 2-(4-nitrophenyl)propanedioate

1.2 Other means of identification

Product number -
Other names TE1015

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:10565-13-6 SDS

10565-13-6Relevant articles and documents

Copper(I) Iodide-Catalyzed (Het)arylation of Diethyl Malonate with (Het)aryl Bromides by Using 1,3-Benzoxazole as a Ligand

Zeng, Yu,Zheng, Hao-Liang,Yang, Zhao,Liu, Cheng-Kou,Fang, Zheng,Guo, Kai

, p. 79 - 84 (2018)

An efficient Ullmann-type coupling of aryl bromides with diethyl malonate in the presence of copper(I) iodide and 1,3-benzoxazole is presented. This method has a broad substrate scope (heterocyclic and phenyl bromides) and good functional-group tolerance (OMe, Me, Ac, CN, NO 2, F, and Cl). Moreover, less time is needed to reach full conversion (3-9 hours).

First heterogeneously palladium catalysed α-arylation of diethyl malonate

Djakovitch, Laurent,K?hler, Klaus

, p. 101 - 107 (2000)

Pd exchanged NaY zeolites ([Pd(0)]-, [Pd(II)]- and entrapped [Pd(NH3)4]) exhibit a good activity towards the α-arylation of carbonyl compounds using different para-substituted aryl bromides. Low Pd-concentrations (only 2 mol%) are required to observe interesting activity. The catalysts can easily be separated from the reaction mixture and reused without any loss in activity. For large-scale applications the alternative use of an insoluble base as K2CO3 seems to be promising. The electronic nature of the aryl halides plays a limited role concerning the rate of the reaction.

Nucleophilic Reactivities of 2-Substituted Malonates

Puente, ángel,He, Shanshan,Corral-Bautista, Francisco,Ofial, Armin R.,Mayr, Herbert

, p. 1841 - 1848 (2016)

Kinetics of the reactions of 2-substituted malonate anions and 5-substituted Meldrum's acid anions with benzhydrylium ions and structurally related quinone methides have been monitored in dimethyl sulfoxide solution at 20 °C. The resulting second-order rate constants followed the correlation lg k(20 °C) = sN(E + N), which allowed the nucleophile-specific parameters N and sN to be calculated for these highly stabilized carbanions and to integrate them in our comprehensive nucleophilicity scale. Given that the reactions of the benzhydrylium ions with the anions derived from 5-aryl-substituted Meldrum's acids did not proceed to completion, the corresponding equilibrium constants could be determined. In combination with available data for pyridines and benzoate ions, these equilibrium constants provide a direct comparison of the strengths of C-, N-, and O-centered Lewis bases with respect to C-centered Lewis acids.

Enantioselective Desymmetrization of 2-Aryl-1,3-propanediols by Direct O-Alkylation with a Rationally Designed Chiral Hemiboronic Acid Catalyst That Mitigates Substrate Conformational Poisoning

Estrada, Carl D.,Ang, Hwee Ting,Vetter, Kim-Marie,Ponich, Ashley A.,Hall, Dennis G.

supporting information, (2021/04/07)

Enantioselective desymmetrization by direct monofunctionalization of prochiral diols is a powerful strategy to prepare valuable synthetic intermediates in high optical purity. Boron acids can activate diols toward nucleophilic additions; however, the design of stable chiral catalysts remains a challenge and highlights the need to identify new chemotypes for this purpose. Herein, the discovery and optimization of a bench-stable chiral 9-hydroxy-9,10-boroxarophenanthrene catalyst is described and applied in the highly enantioselective desymmetrization of 2-aryl-1,3-diols using benzylic electrophiles under operationally simple, ambient conditions. Nucleophilic activation and discrimination of the enantiotopic hydroxy groups on the diol substrate occurs via a defined chairlike six-membered anionic complex with the hemiboronic heterocycle. The optimal binaphthyl-based catalyst 1g features a large aryloxytrityl group to effectively shield one of the two prochiral hydroxy groups on the diol complex, whereas a strategically placed "methyl blocker"on the boroxarophenanthrene unit mitigates the deleterious effect of a competing conformation of the complexed diol that compromised the overall efficiency of the desymmetrization process. This methodology affords monoalkylated products in enantiomeric ratios equal or over 95:5 for a wide range of 1,3-propanediols with various 2-aryl/heteroaryl groups.

Method for immobilizing CuI to catalyze active methylene compound arylation by adopting fixed bed microchannel reaction device

-

Paragraph 0046; 0047, (2017/08/29)

The invention discloses a method for immobilizing CuI to catalyze active methylene compound arylation by adopting a fixed bed microchannel reaction device. The method comprises the steps of (1) dissolving aryl halide ArX into a first organic solvent; (2) dissolving an active methylene compound, a nitrogen-oxygen polydentate ligand and organic alkali into a second organic solvent; (3) adding a solid catalyst copper iodide to a fixed bed microstructure reactor in the fixed bed microchannel reaction device; and (4) mixing the solution obtained in the step (1) and the solution obtained in the step (2) in a mixer of the microchannel reaction device, pumping the mixed solution into the fixed bed microstructure reactor obtained in the step (3), and collecting an outflow liquid after reaction. The used catalyst and ligand are low in price and easily available. Compared with the same type of reaction in the prior art, the method is short in reaction time and mild in reaction condition and has good application prospect.

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