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DIETHYL BIS(2-CYANOETHYL)MALONATE is a versatile chemical compound that serves as a building block in organic synthesis. It is a diethyl ester derivative of malonic acid, featuring two cyanoethyl groups. DIETHYL BIS(2-CYANOETHYL)MALONATE is known for its potential to participate in a range of chemical reactions, such as nucleophilic substitution and addition reactions, which makes it a valuable intermediate in the field of organic chemistry. Its unique chemical structure also positions it as a precursor for the synthesis of biologically active compounds and specialty polymers.

1444-05-9

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1444-05-9 Usage

Uses

Used in Pharmaceutical Industry:
DIETHYL BIS(2-CYANOETHYL)MALONATE is used as a reagent for the preparation of various organic molecules, specifically in the synthesis of pharmaceuticals. Its ability to engage in multiple chemical reactions facilitates the creation of a wide array of medicinal compounds.
Used in Agrochemical Industry:
In the agrochemical sector, DIETHYL BIS(2-CYANOETHYL)MALONATE is utilized as a key component in the development of agrochemicals. Its role in organic synthesis allows for the production of compounds that can be applied in agricultural settings to enhance crop protection and productivity.
Used in Specialty Chemicals:
DIETHYL BIS(2-CYANOETHYL)MALONATE is employed as an intermediate in the synthesis of specialty chemicals. Its versatility in chemical reactions contributes to the production of unique chemical entities that serve specific industrial needs.
Used as a Precursor for Biologically Active Compounds:
Due to its unique structure, DIETHYL BIS(2-CYANOETHYL)MALONATE is used as a precursor in the synthesis of biologically active compounds. This application takes advantage of its capacity to be modified through various chemical reactions to yield molecules with specific biological activities.
Used in the Synthesis of Specialty Polymers:
DIETHYL BIS(2-CYANOETHYL)MALONATE is also utilized in the creation of specialty polymers. Its role as a precursor allows for the development of polymers with tailored properties for use in specialized applications across different industries.

Check Digit Verification of cas no

The CAS Registry Mumber 1444-05-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,4,4 and 4 respectively; the second part has 2 digits, 0 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 1444-05:
(6*1)+(5*4)+(4*4)+(3*4)+(2*0)+(1*5)=59
59 % 10 = 9
So 1444-05-9 is a valid CAS Registry Number.
InChI:InChI=1/C13H18N2O4/c1-3-18-11(16)13(7-5-9-14,8-6-10-15)12(17)19-4-2/h3-8H2,1-2H3

1444-05-9 Well-known Company Product Price

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  • Alfa Aesar

  • (B23277)  Diethyl bis(2-cyanoethyl)malonate, 98+%   

  • 1444-05-9

  • 5g

  • 207.0CNY

  • Detail
  • Alfa Aesar

  • (B23277)  Diethyl bis(2-cyanoethyl)malonate, 98+%   

  • 1444-05-9

  • 25g

  • 697.0CNY

  • Detail
  • Alfa Aesar

  • (B23277)  Diethyl bis(2-cyanoethyl)malonate, 98+%   

  • 1444-05-9

  • 100g

  • 1917.0CNY

  • Detail

1444-05-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name Diethyl 2,2-bis(2-cyanoethyl)malonate

1.2 Other means of identification

Product number -
Other names diethyl 2,2-bis(2-cyanoethyl)propanedioate

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:1444-05-9 SDS

1444-05-9Relevant academic research and scientific papers

A route to a tetrabenzothiazole from Michael bis-addition compounds

Wang, Guowei,Zhuang, Linghua,Wang, Jintang

, p. 212 - 213 (2009)

An efficient and practical synthesis of a tetrabenzothiazole has been developed by condensation of Michael bisadducts with 2-aminothiophenol.

Synthesis and conformation studies of a dodecaazanonacyclotetratetracontane

Suissa, M. Rachel,Romming, Christian,Dale, Johannes

, p. 3055 - 3065 (1999)

Compound 3 was prepared by self-assembly of 1,3,5-pentanetriamine and aqueous formaldehyde in quantitative yield (Figure 1). This molecule can exist in four well-defined diamond-lattice conformations of symmetries D(2d), S4, C(2v) and D(2d). Low-temperature 13C NMR spectroscopy indicates the existence of three main conformers; their relative populations depend on the solvent used. An extra set of low- intensity lines is also observed. A conformation interconversion scheme is proposed; it involves two additional less populated quasi-diamond-lattice intermediates derived from a helix compressed along its axis. One of these is trapped as a 1:2 clathrate with 1,4-dioxane; its crystal structure is reported.

DIASTEREOMERIC LINKING REAGENTS FOR NUCLEOTIDE PROBES

-

Paragraph 94-97; 110-113, (2021/04/02)

A versatile reagent with a non-nucleotide monomeric unit comprising an enantiomeric center and having a ligand, and first and second coupling groups that are linked to the non-nucleotide monomeric unit. Such a reagent permits preparation of versatile nucleotide/non-nucleotide polymers, having any desired sequence of nucleotide and non-nucleotide monomeric units, each of the latter of which bear a desired ligand. These polymers can, for example, be used as probes which can exhibit enhanced sensitivity and/or which are capable of detecting a genus of nucleotides each species of which has a common target nucleotide sequence of interest bridged by different sequences not of interest.

A simple, efficient and green procedure for Michael addition catalyzed by [C4dabco]OH ionic liquid

Keithellakpam, Sanjoy,Laitonjam, Warjeet S.

, p. 767 - 770 (2014/06/09)

A dabco-based basic ionic liquid, 1-butyl-4-aza-1-azaniabicyclo[2.2.2] octane hydroxide, has been developed as a catalyst for a convenient and rapid method for the Michael addition of active methylene compounds to α,β-unsaturated carboxylic esters and nitriles. The method is very simple, and the yields are very high. The catalyst can be recycled several times without much loss of activity.

Enviornmentally benign michael and claisen schmidt reaction of aromatic carbonyl compounds by alkaline polyionic resin

Jaitak, Vikas,Kaul,Das, Pralay

, p. 1137 - 1145 (2013/09/24)

A regioselective Michael reaction between aryl methyl ketones and α,β-unsaturated compounds has been carried out using basic polyionic resin as a reusable reagent. Results indicate that the reaction proceeds in consecutive manner as double Michael (27-65%) and triple Michael (40-45%) products with overall yields of 55-80%. Moreover, A-2XMP resin has also been applied on Claisen Schmidt condensations of aromatic aldehydes and ketones (acyclic as well as cyclic) under different reaction conditions yielding dehydrated products in 82-94% yield. The reactions give an opportunity for easy separation, reusability of polyionic resin and easy purification of products in continuous or multiple processing of organic compounds.

NOVEL NITRILE AND AMIDOXIME COMPOUNDS AND METHODS OF PREPARATION

-

, (2009/05/28)

The present application relates to semiconductor processing compositions comprising at least one compound containing at least one amidoxime functional group and to methods of using these compositions in semiconductor processing. The present application also describes the preparation of amidoximes for a semiconductor processing composition by (a) mixing a cyanoethylation catalyst, a nucleophile and an alpha-unsaturated nitrile to produce a cyanoethylation product; and (b) converting a cyano group in the cyanoethylation product into an amidoxime functional group.

Remarkable catalytic activity of silica nanoparticle in the bis-Michael addition of active methylene compounds to conjugated alkenes

Banerjee, Subhash,Santra, Swadeshmukul

experimental part, p. 2037 - 2040 (2009/09/05)

We have demonstrated the remarkable catalytic activity of silica nanoparticles (NPs) in the unusual bis-Michael addition of active methylene compounds to conjugated alkenes at room temperature. The catalyst silica NPs were reused up to seven runs without appreciable loss of catalytic activity.

STABILIZATION OF HYDROXYLAMINE CONTAINING SOLUTIONS AND METHOD FOR THEIR PREPARATION

-

Page/Page column 15, (2009/05/28)

The invention relates to the use of amidoximes for prevention of or stabilization of hydroxylamine compounds against undesired decomposition.

Branched polycyclic tetrazole systems. 1. Synthesis and structure of 2-(5-tetrazolyl)ethyl derivatives of some CH-, OH-, and NH-acids

Zubarev,Gurskaya,Zavodnik,Ostrovskii

, p. 1292 - 1298 (2007/10/03)

The cycloaddition of dimethylammonium azide to the nitrile groups of 2-cyanoethyl derivatives of CH-, OH-, and NH-acids leads to open-chain branched structures containing terminal NH-tetrazolyl groups. An x-ray diffraction structural analysis of tris[2-(5-tetrazolyl)ethyl]nitromethane revealed steric access of the equivalent NH-tetrazolyl rings of the branched system. In going from the branched nitrile substrates to the corresponding tetrazoles, the PMR spectra show a breakdown in the resolution of the multiplet components, which had not been observed previously for monocyclic 5-substituted tetrazoles. A dependence was found for the 13C NMR chemical shifts on the pKa values, reflecting the NH-addity of the branched polycyclic tetrazoles in water.

Novel acyclic ligands. Part 1. Synthesis of some dicarboxamide derivatives

Elsworth, John F.,Msimang, Lorenzo N.,Jackson, Graham E.

, p. 31 - 34 (2007/10/03)

The synthesis of three novel acyclic bis(amino-substituted amides), 3, 4 and 5, each of which possesses a bridging carbon atom carrying a suitable amino-bearing functionality, is described. These compounds may serve as contrast agents in magnetic resonance imaging.

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