1444-05-9

Basic information

• Product Name: DIETHYL BIS(2-CYANOETHYL)MALONATE
• Synonyms: 4,4-DICARBETHOXYPIMELODINITRILE;BIS(HYDROXYMETHYL)MALONIC ACID DIETHYL ESTER;DIETHYL BIS(2-CYANOETHYL)MALONATE;LABOTEST-BB LT00068504;Bis(2-cyanoethyl)malonic acid diethyl ester~Bis(4,4-ethoxycarbonyl)pimelonitrile;Bis(2-cyanoethyl)malonic acid diethyl ester;Diethyl bis(2-cyanoethyl)malonate, 98+%;bis(4,4-ethoxycarbonyl)pimelonitrile
• CAS NO: 1444-05-9
• Molecular Formula: C₁₃H₁₈N₂O₄
• Molecular Weight: 266.29
• EINECS: 215-886-6
• Mol File: 1444-05-9.mol
• Article Data: 14

Chemical Properties

• Melting Point: 60-63°C
• Boiling Point: 174-176°C 0,5mm
• Flash Point: 174-176°C/0.5mm
• Appearance: /
• Density: 1.124g/cm³
• Vapor Pressure: 4.84E-08mmHg at 25°C
• Refractive Index: 1.466
• Storage Temp.: 2-8°C
• BRN: 1800053
• CAS DataBase Reference: DIETHYL BIS(2-CYANOETHYL)MALONATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIETHYL BIS(2-CYANOETHYL)MALONATE(1444-05-9)
• EPA Substance Registry System: DIETHYL BIS(2-CYANOETHYL)MALONATE(1444-05-9)

Safety Data

• Statements: 20/21
• Safety Statements: 22-36/37/39
• RIDADR: 3276
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 1444-05-9(Hazardous Substances Data)

Usage

General Description

DIETHYL BIS(2-CYANOETHYL)MALONATE is a chemical compound that is commonly used as a building block in organic synthesis. It is a diethyl ester derivative of malonic acid and contains two cyanoethyl groups. DIETHYL BIS(2-CYANOETHYL)MALONATE is often used as a reagent in the preparation of a variety of organic molecules, including pharmaceuticals, agrochemicals, and specialty chemicals. It has the potential to undergo various chemical reactions, such as nucleophilic substitution and addition reactions, making it a versatile intermediate in organic chemistry. Additionally, it may be used as a precursor for the synthesis of biologically active compounds and specialty polymers due to its unique chemical structure.

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

Upstream product

• 542-76-7 3-Chloropropionitrile 
• 996-82-7 sodium diethylmalonate 
• 107-13-1 acrylonitrile 
• 60-29-7 diethyl ether 
• 141-52-6 sodium ethanolate 
• 105-53-3 diethyl malonate 
• 2141-62-0 3-(ethoxy)propionitrile 
• 996-82-7 sodium diethylmalonate 
• 123-91-1 1,4-dioxane 
• 100-85-6 N-benzyl-trimethylammonium hydroxide 
• 2417-90-5 bromopropionitrile 

Downstream Products

• 84296-41-3 2,9-Diazaspiro<5.5>undecane-1,7-dione 
• 6940-58-5 pentane-1,3,5-tricarboxylic acid 
• 6297-36-5 1,3,3,5-pentanetetracarboxylic acid tetraethyl ester 
• 63579-89-5 triethyl pentane-1,3,5-tricarboxylate 
• 128244-02-0 2,8-bis(diphenylmethyl)-2,8-diazaspiro<5.5>undecane-1,7-dione 
• 143806-81-9 N,N'-bis(p-chloromethylphenylmethyl)-2,8-diazaspiro[5,5]undecane-1,7-dione 
• 143806-83-1 N,N'-Bis(diphenylmethyl)-2,8-diazaspiro[5,5]undecane-1,7-dione 
• 40550-18-3 3-(2,6-dioxotetrahydro-2H-pyran-3-yl)propanoic acid 
• 5464-63-1 1,3,5-pentanetricarboxylic acid trimethyl ester 
• 5408-02-6 3,3,5,5-tetrakis-(2-cyano-ethyl)-4-oxo-cyclohexane-1,1-dicarboxylic acid diethyl ester 

Relevant articles and documents

A route to a tetrabenzothiazole from Michael bis-addition compounds

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

DIASTEREOMERIC LINKING REAGENTS FOR NUCLEOTIDE PROBES

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.

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

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.