2141-58-4

Basic information

• Product Name: 2-Hexenedinitrile, (2Z)-
• Synonyms: UNII-U41X19Q2XV;2-Hexenedinitrile,Z;cis-1,4-dicyano-1-butene;hex-2c-enedinitrile;cis-1,4-dicyanobut-1-ene;cis 1,4-dicyanobutene-1;cis-Dicyano-1-butene;Hex-2c-endinitril
• CAS NO: 2141-58-4
• Molecular Formula: C6H6N2
• Molecular Weight: 106.127
• Mol File: 2141-58-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: -24.15°C
• Boiling Point: 189.03°C (rough estimate)
• Density: 1.0620
• Refractive Index: 1.4665
• CAS DataBase Reference: 2-Hexenedinitrile, (2Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Hexenedinitrile, (2Z)-(2141-58-4)
• EPA Substance Registry System: 2-Hexenedinitrile, (2Z)-(2141-58-4)

Safety Data

• Hazardous Substances Data: 2141-58-4(Hazardous Substances Data)

Upstream product

• 107-13-1 acrylonitrile 
• 930-22-3 epoxybutene 
• 74-90-8 hydrogen cyanide 
• 1615-70-9 penta-2,4-dienenitrile 

Downstream Products

• 111-69-3 hexanedinitrile 

Relevant articles and documents

Method of producing hexamethylene diamine from butadiene

The invention relates to the production of hexamethylene diamine from butadiene. The method comprises the successively performed stages of: (i) a catalytic epoxidation of butadiene to 1,2-epoxy-3-butene; (ii) a basically catalyzed addition of hydrogen cyanide to butadiene monoxide to form a reaction mixture containing 3-hydroxy-4-pentene nitrile (3HPN) and 2-hydroxymethyl-3-butene nitrile (2HMBN); (iii) an acidically catalyzed dehydration of the cyanohydrines 3HPN and 2HMBN of stage (ii) to cis/trans-pentadiene nitrile (PDN); (iv) a basically catalyzed addition of the products of stage (iii) to form cis/trans-1,4-dicyanobutene-1 and -2 (DCB); and (v) a catalytic hydrogenation of the isomeric cis/trans-1,4-dicyanobutene of stage (iv) to hexamethylene diamine.

The kinetics and mechanism of the phosphorus-catalysed dimerisation of acrylonitrile

Isopropyl diarylphosphinites (Ar2POPri) catalyse the dimerisation of acrylonitrile (AN) to a mixture of cis- and trans-1,4-dicyanobut-1-ene (cis,trans-DCB-1), trans-1,4-dicyanobut-2-ene (DCB-2) and 2,4-dicyanobut-1-ene (MGN). The kinetics and mechanism of the reaction, which is a potential source of hexamethylenediamine, are reported in detail and the factors which govern rate and selectivity to DCB-1 and DCB-2 rather than MGN are elaborated.