18715-38-3

Basic information

• Product Name: (E)-hex-3-enedinitrile
• Synonyms: (E)-hex-3-enedinitrile;(E)-3-Hexenedinitrile;Einecs 242-519-7
• CAS NO: 18715-38-3
• Molecular Formula: C₆H₆N₂
• Molecular Weight: 106.12524
• EINECS: 242-519-7
• Mol File: 18715-38-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 289.6°Cat760mmHg
• Flash Point: 146.2°C
• Appearance: /
• Density: 0.983g/cm³
• CAS DataBase Reference: (E)-hex-3-enedinitrile(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-hex-3-enedinitrile(18715-38-3)
• EPA Substance Registry System: (E)-hex-3-enedinitrile(18715-38-3)

Safety Data

• Hazardous Substances Data: 18715-38-3(Hazardous Substances Data)

Usage

General Description

(E)-hex-3-enedinitrile, also known as 3-cyano-2-hexene, is a chemical compound with the molecular formula C6H6N2. It is a clear, colorless to pale yellow liquid with a pungent odor. (E)-hex-3-enedinitrile is primarily used as an intermediate in the synthesis of other chemical compounds, such as pharmaceuticals, agrochemicals, and perfumes. It is also used in the production of polymers and as a chemical intermediate in organic synthesis. (E)-hex-3-enedinitrile is known to be a strong irritant to the skin, eyes, and respiratory system, and should be handled and used with caution.

InChI:InChI=1/C6H6N2/c7-5-3-1-2-4-6-8/h1-2H,3-4H2/b2-1+

Upstream product

• 590-12-5 (E)-1,2-dibromoethene 
• 18293-53-3 2-trimethylsilylacetonitrile 
• 310447-99-5 3,4-dichlorobut-1-ene 
• 143-33-9 sodium cyanide 
• 7732-18-5 water 
• 106-99-0 buta-1,3-diene 
• 74-90-8 hydrogen cyanide 
• 107-13-1 acrylonitrile 
• 821-06-7 (E)-1,4-dibromobutene 
• 4367-08-2 copper(II) cyanide 
• 1476-11-5 Z-1,4-dichlorobutene 
• 151-50-8 potassium cyanide 
• 110-57-6 trans-1,4-dichlorobut-2-ene 
• 764-41-0 1,4-dichloro-2-butene 

Downstream Products

• 6985-24-6 (E)-2,5-Bis-[(2E,4E)-3-methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dien-(Z)-ylidene]-hex-3-enedial 
• 7089-93-2 (E)-2,5-Bis-[(2E,4E)-3-methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dien-(Z)-ylidene]-hex-3-ene-1,6-diol 
• 41520-38-1 (E)-2,5-bis((Z)-4-(dimethylamino)benzylidene)hex-3-enedinitrile 
• 55-97-0 hexamethonium bromide 
• 71655-17-9 (E)-3-hexen-1,6-diol 
• 60307-25-7 (1-methyl-5-oxo-pyrrolidin-2-yl)-acetic acid 
• 88612-68-4 2-(5-oxo-1-phenylpyrrolidin-2-yl)acetic acid 
• 64520-53-2 (5-oxo-pyrrolidin-2-yl)-acetic acid 
• 5263-43-4 (E)-2,5-Bis-[(2E,4E,6E,8E,10E)-5,9-dimethyl-11-(2,6,6-trimethyl-cyclohex-1-enyl)-undeca-2,4,6,8,10-pentaen-(Z)-ylidene]-hex-3-enedinitrile 

Relevant articles and documents

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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.

Process for producing 1,4-dicyano-2-butene and catalyst therefor

2-Butene-1,4-diol and/or 3-butene-1,2-diol are (is) reacted with hydrogen cyanide in the presence of a molten catalyst comprising a cuprous halide and a non-aromatic organic amine hydrohalide.