542-54-1

Basic information

• Product Name: ISOCAPRONITRILE
• Synonyms: 4-METHYLVALERONITRILE;4-METHYL-N-VALERONITRILE;4-Methyl pentanenitrile;ISOAMYL CYANIDE;ISOCAPRONITRILE;4-methyl-pentanenitril;4-Methylpentanonitrile;4-Methylvaleronitril
• CAS NO: 542-54-1
• Molecular Formula: C₆H₁₁N
• Molecular Weight: 97.16
• EINECS: 208-817-6
• Mol File: 542-54-1.mol
• Article Data: 12

Chemical Properties

• Melting Point: -51°
• Boiling Point: 155 °C
• Flash Point: 45°C
• Appearance: /
• Density: 0,8 g/cm3
• Vapor Pressure: 3.25mmHg at 25°C
• Refractive Index: 1.4050-1.4070
• Water Solubility: Insoluble in water
• Merck: 14,5117
• CAS DataBase Reference: ISOCAPRONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: ISOCAPRONITRILE(542-54-1)
• EPA Substance Registry System: ISOCAPRONITRILE(542-54-1)

Safety Data

• Statements: 10-23/24/25
• Safety Statements: 16-26-36/37/39
• RIDADR: 1992
• RTECS: YV8588000
• HazardClass: 3.2
• PackingGroup: III
• Hazardous Substances Data: 542-54-1(Hazardous Substances Data)

Usage

General Description

Isocapronitrile, also known as 5-Methylbutanenitrile or Valeronitrile, is an organic compound with a molecular formula of C6H11N. It typically appears as a colorless to pale yellow liquid and has a mild, pleasant aroma. ISOCAPRONITRILE is frequently utilized in the production of pharmaceuticals and as a precursor to various organic compounds. It is considered hazardous due to its propensity to emit toxic fumes when heated to decomposition, and direct contact with it can result in skin and eye irritation. Therefore, it requires careful handling and storage.

InChI:InChI=1/C6H11N/c1-6(2)4-3-5-7/h6H,3-4H2,1-2H3

Upstream product

• 6140-61-0 4,4-dimethyl-5-oxopentanenitrile 
• 10285-87-7 N-isopentyl-formamide 
• 127-09-3 sodium acetate 
• 108-24-7 acetic anhydride 
• 107-85-7 1-amino-3-methylbutane 
• 67-66-3 chloroform 
• 75-30-9 2-iodo-propane 
• 107-13-1 acrylonitrile 
• 1539-32-8 4-isopropyl-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester 
• 563-45-1 3-Methyl-1-butene 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 78-84-2 isobutyraldehyde 
• 105-34-0 methyl 2-cyanoacetate 
• 123-51-3 i-Amyl alcohol 

Downstream Products

• 2999-14-6 4-methyl-1-(2,4,6-trihydroxy-phenyl)-pentan-1-one 
• 75-28-5 Isobutane 
• 78-78-4 methylbutane 
• 28118-37-8 4,4-dimethylheptanedinitrile 
• 1039808-77-9 1-(2,4-dimethylphenyl)-4-methylpentan-1-amine 
• 1422166-89-9 C₂₉H₃₄N₂O₃ 
• 1362691-03-9 C₁₃H₁₈⁽¹⁸⁾O₂ 
• 188719-92-8 N-hydroxy-4-methylpentanamidine 
• 16525-32-9 Thio-isocaproamid 
• 4810-79-1 4-isobutylpyridine 
• 5344-20-7 4-methyl pentanamine 
• 107-83-5 2-Methylpentane 
• 54775-00-7 bis(4-methylpentyl)amine 
• 7664-41-7 ammonia 

Relevant articles and documents

Electrochemical radical reactions of alkyl iodides: a highly efficient, clean, green alternative to tin reagents

An electrochemical ‘redox-relay’ system has been developed which allows the generation of C-centered radicals. Intermolecular ‘tin-like’ radical reactions can subsequently be conducted under the most benign of conditions. The yields and efficiency of the processes are competitive and even superior in most cases to comparable conditions with tributyltin hydride. The use of air and electricity as the promotor (instead of a tin or other reagent) combined with the aqueous reaction media make this a clean and ‘green’ alternative to these classic C-C bond forming processes.

Formal reductive addition of acetonitrile to aldehydes and ketones

An efficient and highly productive rhodium-catalyzed method for the synthesis of nitriles employing aldehydes or ketones, methyl cyanoacetate, water and carbon monoxide as starting materials has been developed. Simple rhodium chloride without any ligands can be used. The fine tuning of the substrate can lead to the activity higher than 5000 TON.

Reductive Transformations of Carbonyl Compounds Catalyzed by Rhodium Supported on a Carbon Matrix by using Carbon Monoxide as a Deoxygenative Agent

An efficient method for the rhodium on carbon matrix catalyzed preparation of secondary and tertiary amines, cyanoesters, and nitriles through the reductive amination/alkylation of carbonyl compounds was developed, including a convenient procedure for the tandem formal reductive addition of acetonitrile to aldehydes. The catalyst could be reused, and at least three consecutive reaction cycles were performed with comparable efficiency. The method was shown to be compatible with functional groups prone to reduction by hydrogen and complex hydrides. Beyond the matrix: An efficient method for the rhodium on carbon matrix catalyzed preparation of secondary and tertiary amines, cyanoesters, and nitriles through the reductive amination/alkylation of carbonyl compounds is developed, including a convenient procedure for the tandem formal reductive addition of acetonitrile to aldehydes. TON=turnover number.