16529-56-9

Basic information

• Product Name: 2-METHYL-3-BUTENENITRILE
• Synonyms: 2-methyl-3-butenenitril;3-cyanobut-1-ene;ai3-30534;2-METHYL-3-BUTENENITRILE;1-METHYL-2-PROPENYL CYANIDE;3-CYANO-1-BUTENE;2-METHYL-3-BUTENENITRILE 70+%;2-Methyl-3-butenitrile, tech-95
• CAS NO: 16529-56-9
• Molecular Formula: C₅H₇N
• Molecular Weight: 81.12
• EINECS: 240-596-1
• Mol File: 16529-56-9.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 124 °C
• Flash Point: 15°C
• Appearance: Clear to yellow liquid
• Density: 0,82 g/cm3
• Vapor Pressure: 17.5mmHg at 25°C
• Refractive Index: 1.4070 to 1.4110
• Water Solubility: Slightly soluble in water
• CAS DataBase Reference: 2-METHYL-3-BUTENENITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-3-BUTENENITRILE(16529-56-9)
• EPA Substance Registry System: 2-METHYL-3-BUTENENITRILE(16529-56-9)

Safety Data

• Statements: 11-20/21/22
• Safety Statements: 16-26-36/37/39
• RIDADR: 3275
• HazardClass: 3.1
• PackingGroup: I
• Hazardous Substances Data: 16529-56-9(Hazardous Substances Data)

Usage

General Description

Clear yellow liquid.

Air & Water Reactions

Highly flammable. Soluble in water.

Reactivity Profile

Nitriles, such as 2-METHYL-3-BUTENENITRILE, may polymerize in the presence of metals and some metal compounds. They are incompatible with acids; mixing nitriles with strong oxidizing acids can lead to extremely violent reactions. Nitriles are generally incompatible with other oxidizing agents such as peroxides and epoxides. The combination of bases and nitriles can produce hydrogen cyanide. Nitriles are hydrolyzed in both aqueous acid and base to give carboxylic acids (or salts of carboxylic acids). These reactions generate heat. Peroxides convert nitriles to amides. Nitriles can react vigorously with reducing agents. Acetonitrile and propionitrile are soluble in water, but nitriles higher than propionitrile have low aqueous solubility. They are also insoluble in aqueous acids.

Fire Hazard

2-METHYL-3-BUTENENITRILE is flammable.

InChI:InChI=1/C5H7N/c1-3-5(2)4-6/h3,5H,1H2,2H3

Upstream product

• 74-90-8 hydrogen cyanide 
• 106-99-0 buta-1,3-diene 
• 71-43-2 benzene 
• 188290-36-0 thiophene 
• 590-18-1 (Z)-2-Butene 
• 111-69-3 hexanedinitrile 
• 4553-62-2 2-methylglutaronitrile 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 22037-73-6 3-bromo-1-butene 
• 563-52-0 2-chloro-3-butene 
• 4894-61-5 trans-but-2-enyl chloride 
• 109-75-1 but-3-enenitrile 
• 74-88-4 methyl iodide 
• 544-16-1 n-Butyl nitrite 

Downstream Products

• 4403-61-6 2-methyl-2-butene nitrile 
• 4635-87-4 3-pentenenitrile 
• 592-51-8 4-Pentenenitrile 
• 16529-66-1 3-Pentenenitrile 
• 20068-02-4 (Z)-2-methyl-2-butenenitrile 
• 25899-50-7 cis-2-pentenenitrile 
• 26294-98-4 2-pentenenitrile 
• 13284-42-9 2-pentenenitrile 
• 30574-97-1 tiglonitrile 
• 1380225-18-2 (R,E)-5-cyclohexyl-5-hydroxy-2-methylpent-2-enenitrile 
• 1380225-21-7 (S,E)-10-phenylmethoxy-5-hydroxy-2-methyldec-2-enenitrile 
• 1380225-15-9 C₁₄H₁₇NO 
• 1380225-05-7 C₁₉H₂₁N₃O₆ 
• 1380225-03-5 (E,R)-7-cyano-2,2-dimethyloct-6-en-4-yl 3,5-dinitrobenzoate 

Related news

The catalytic isomerization reactions of 2-METHYL-3-BUTENENITRILE (cas 16529-56-9) into 3-pentenenitrile in ionic liquids08/09/2019

The catalytic isomerization reaction of 2-methyl-3-butenenitrile (2M3BN) into 3-pentenenitrile (3PN) has been performed in the presence of Ni(0) and phosphine complexes and in biphasic ionic liquid/organic solvent. Several neutral and ionic phosphines and ionic liquids have been tested, the best...detailed

Theoretical and experimental study of the nickel-catalyzed isomerization of 2-METHYL-3-BUTENENITRILE (cas 16529-56-9) and the effect of a Lewis acid08/08/2019

A combined experimental and theoretical study was conducted to investigate the isomerization of 2-methyl-3-butenenitrile (2M3BN) to 3-pentenenitrile (3PN) and to 2-methyl-2-butenenitrile (2M2BN) catalyzed by nickel diphosphine complexes. Ni(1,4-bis(diphenylphosphino)butane) (dppb) was identified...detailed

Relevant articles and documents

-

-

PROCESS FOR MAKING NITRILES

Adiponitrile is made by reacting 3-pentenenitrile with hydrogen cyanide. The 3- pentenenitrile is made by reacting 1,3-butadiene with hydrogen cyanide. The catalyst for the reaction of 1,3-butadiene with hydrogen cyanide to make 3-pentenenitrile is recycled. At least a portion of the recycled catalyst is purified by an extraction process, which separates catalyst degradation products and reaction byproduct from the catalyst.

PROCESS FOR MAKING AND REFINING 3-PENTENENITRILE, AND FOR REFINING 2-METHYL-3-BUTENENITRILE

The invention provides an integrated, continuous process for the production of 3-pentenenitrile, the refining of 3-pentenenitrile, and the refining of 2-methyl-3-butenenitrile, the process comprising: (a) contacting, in a reaction zone, a hydrogen cyanide-containing feed, a butadiene-containing feed, and a catalyst composition, wherein the catalyst composition comprises a zero-valent nickel and at least one bidentate phosphorus-containing ligand selected from the group consisting of a phosphite, a phosphonite, a phosphinite, a phosphine, a mixed phosphorus-containing ligand, and combination thereof; (b) maintaining a residence time in the reaction zone sufficient to convert about 95% or more of the hydrogen cyanide and to produce a reaction mixture comprising 3-pentenenitrile and 2-methyl-3-butenenitrile, wherein the 2-methyl-3-butenenitrile concentration is maintained below about 15 weight percent of the total mass of the reaction mixture; (c) distilling the reaction mixture to obtain a first stream comprising 1,3-butadiene, a second stream comprising 3-pentenenitrile, 2-methyl-3-butenenitrile, (Z)-2-methyl-2-butenenitrile, and optionally 1,3-butadiene, and a third stream comprising the catalyst composition; (d) distilling the second stream to obtain a fourth stream comprising 1,3-butadiene, a fifth stream comprising 2-methyl-3-butenenitrile, (Z)-2-methyl-2-butenenitrile, and optionally 1,3-butadiene, and a sixth stream comprising 3-pentenenitrile; and (e) distilling the fifth stream to obtain a seventh stream comprising 1,3-butadiene, an eighth stream comprising (Z)-2-methyl-2-butenenitrile, and a ninth stream comprising 2-methyl-3-butenenitrile.