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

Description

(E)-hex-3-enedinitrile, also known as 3-cyano-2-hexene, is a chemical compound characterized by the molecular formula C6H6N2. It presents as a clear, colorless to pale yellow liquid with a distinct pungent odor. (E)-hex-3-enedinitrile is recognized for its role as an intermediate in the synthesis of a variety of chemical products, including pharmaceuticals, agrochemicals, and perfumes. Additionally, it contributes to the production of polymers and serves as a valuable chemical intermediate in organic synthesis. Due to its strong irritant properties to the skin, eyes, and respiratory system, careful handling and usage are imperative.

Uses

Used in Pharmaceutical Industry:
(E)-hex-3-enedinitrile is utilized as a key intermediate in the synthesis of pharmaceuticals, playing a crucial role in the development of new drugs and medicinal compounds. Its unique chemical structure allows for versatile reactions and modifications, facilitating the creation of a wide range of therapeutic agents.
Used in Agrochemical Industry:
In the agrochemical sector, (E)-hex-3-enedinitrile serves as an intermediate for the production of various agrochemicals. Its involvement in the synthesis of these compounds contributes to the development of effective solutions for pest control and crop protection, thereby supporting agricultural productivity.
Used in Perfume Industry:
(E)-hex-3-enedinitrile is employed as a chemical intermediate in the perfume industry, where it is used in the creation of unique and complex fragrances. Its ability to undergo various chemical reactions enables the production of a diverse array of scent compounds, enriching the palette of available perfume ingredients.
Used in Polymer Production:
(E)-hex-3-enedinitrile contributes to the field of polymer science as a component in the synthesis of certain polymers. Its integration into polymer formulations can influence the properties of the resulting materials, such as their strength, flexibility, or chemical resistance, depending on the specific application requirements.
Used in Organic Synthesis:
As a chemical intermediate in organic synthesis, (E)-hex-3-enedinitrile is instrumental in the preparation of a multitude of organic compounds. Its reactivity and functional groups make it a valuable building block for the synthesis of various target molecules across different chemical domains.

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

Upstream product

• 74-90-8 hydrogen cyanide 
• 1615-70-9 penta-2,4-dienenitrile 
• 590-12-5 (E)-1,2-dibromoethene 
• 18293-53-3 2-trimethylsilylacetonitrile 
• 930-22-3 epoxybutene 
• 310447-99-5 3,4-dichlorobut-1-ene 
• 143-33-9 sodium cyanide 
• 7732-18-5 water 
• 106-99-0 buta-1,3-diene 
• 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 

Downstream Products

• 57042-08-7 Diethyl trans-hex-3-enedioate 
• 100142-28-7 3-phenoxy-adiponitrile 
• 41520-38-1 (E)-2,5-bis((Z)-4-(dimethylamino)benzylidene)hex-3-enedinitrile 
• 1031379-06-2 N-((1E,5E)-4,7-dicyano-1-phenylhepta-1,5-dien-3-yl)-4-methylbenzenesulfonamide 
• 1031379-05-1 (E)-N-(2,5-dicyano-1-phenylpent-3-enyl)-4-methylbenzenesulfonamide 
• 55-97-0 hexamethonium bromide 
• 71655-17-9 (E)-3-hexen-1,6-diol 
• 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 
• 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 
• 60307-25-7 (1-methyl-5-oxo-pyrrolidin-2-yl)-acetic acid 

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.