1572-52-7

Basic information

• Product Name: 2-Methyleneglutaronitrile
• Synonyms: 2-METHYLENEGLUTARONITRILE 95%;acrylonitrile dimer;3-Butene-1,3-dicarbonitrile;Methyleneglutarodinitrile (MGN);2,4-Dicyanobutene-1;2-Methyleneglutarodinitrile;2-methylene-pentanedinitril;alpha-Methyleneglutarodinitrile
• CAS NO: 1572-52-7
• Molecular Formula: C6H6N2
• Molecular Weight: 106.13
• EINECS: 216-391-8
• Product Categories: C6 to C7;Cyanides/Nitriles;Nitrogen Compounds
• Mol File: 1572-52-7.mol
• Article Data: 15

Chemical Properties

• Melting Point: −9.6 °C(lit.)
• Boiling Point: 254 °C(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 0.976 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00439mmHg at 25°C
• Refractive Index: n20/D 1.456(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 2-Methyleneglutaronitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyleneglutaronitrile(1572-52-7)
• EPA Substance Registry System: 2-Methyleneglutaronitrile(1572-52-7)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36
• RIDADR: UN 3276 6.1/PG 3
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 1572-52-7(Hazardous Substances Data)

Usage

Chemical Properties

Colorless liquid.Slightly soluble in water; insoluble in aliphatic andalicyclic hydrocarbons, soluble in aromatic hydro-carbons and polar organic solvents.

Uses

Vinyl monomer for polymerization and copoly-merization, intermediate in making fibers and phar-maceuticals.

Synthesis Reference(s)

Tetrahedron Letters, 28, p. 4591, 1987 DOI: 10.1016/S0040-4039(00)96573-0

InChI:InChI=1/C6H6N2/c1-6(5-8)3-2-4-7/h1-3H2

Upstream product

• 3621-64-5 4-Hydroxyiminomithyl-pent-4-ennitril 
• 107-13-1 acrylonitrile 
• 35691-65-7 1,2-Dibromo-2,4-dicyanobutane 
• 3907-06-0 3,3-Dimethylcyclopropen 
• 74-90-8 hydrogen cyanide 
• 4635-87-4 3-pentenenitrile 

Downstream Products

• 35691-65-7 1,2-Dibromo-2,4-dicyanobutane 
• 112177-19-2 1-(3-Trifluoromethylphenyl)-2-chloro-2,4-dicyanobutane 
• 112177-13-6 1-(3,4-Dichlorophenyl)-2-chloro-2,4-dicyanobutane 
• 112177-20-5 1-(p-Fluorophenyl)-2-chloro-2,4-dicyanobutane 
• 4379-04-8 γ-Cyanopimelonitrile 
• 112170-55-5 3-Chloro-3-(5'-nitro-2'-trifluoromethylbenzyl)-2,6-piperidinedione 
• 112170-44-2 3-(2,6-Dichloropyridyl)-2'-trifluoromethyl-5'-nitrophenylmethane 
• 112170-54-4 3-Chloro-3-(4'-chloro-3'-nitrobenzyl)-2,6-piperidinedione 
• 112176-93-9 3-Chloro-3-(2'-methyl-4'-nitrobenzyl)-2,6-piperidinedione 
• 112176-99-5 3-Chloro-3-(3'-trifluoromethylbenzyl)-2,6-piperidinedione 
• 112170-45-3 3-(2,6-Dichloropyridyl)-2'-methyl-4'-nitrophenylmethane 
• 112176-98-4 3-Chloro-3-(4'-nitrobenzyl)-2,6-piperidinedione 
• 112176-96-2 3-Chloro-3-(4'-carboxymethylbenzyl)-2,6-piperidinedione 
• 112176-97-3 3-Chloro-3-(2'-carboxymethylbenzyl)-2,6-piperidinedione 

Relevant articles and documents

DIMERIZATION OF METHYL VINYL KETONE CATALYZED BY Rh(I) COMPLEXES

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ELECTROCHEMISTRY AND REVERSE PULSE POLAROGRAPHIC DETERMINATION OF 1,2-DIBROMO-2,4-DICYANOBUTANE.

The electrochemical reduction of the antibacterial agent 1,2-dibromo-2,4-dicyanobutane (DBDCB, Tektamar) at mercury electrodes in actonitrile is investigated by a variety of techniques. Reverse pulse voltammetry shows that the stoichiometry of this two-electron reduction requires the liberation of two bromide ions and an organic product of composition C//6N//2H//6 per molecule of reactant. An electroanalytical method for the determination of DBDCB based on reverse pulse polarography is described and used to determine the solubility of DBDCB in water. The solubility of DBDCB in water calculated from five analyses is 0. 164% (standard deviation 0. 010%) for a 5-ms pulse time or 0. 158% (standard deviation 0. 004%) for a 50-ms pulse time.

Me3P-catalyzed addition of hydrogen phosphoryl compounds P(O)H to electron-deficient alkenes: 1 to 1 vs 1 to 2 adducts

Trimethyl phosphine was used as an efficient catalyst for the addition of P(O)-H compounds to electron-deficient alkenes. The addition reactions were generally conducted using a catalytic amount of Me3P under mild reaction conditions. Both 1 to 1 and 1 to 2 adducts were obtained.

Hydrocyanation method for ethylenically unsaturated organic compounds

The invention concerns a method for hydrocyanation of ethylenically unsaturated organic compounds into compounds comprising at least a nitrile function. More particularly, it concerns a method for hydrocyanation of organic compounds comprising at least a ethylenical bond by reacting hydrogen cyanide, in the presence of a catalytic system comprising a transition metal and an organophosphorus ligand. The organophosphorus ligand is a compound with monophosphanorbornadiene structure. The invention concerns in particular hydrocyanation of butadiene into adiponitrile.