598-45-8

Basic information

• Product Name: I-PROPYLISOCYANIDE
• Synonyms: ISOPROPYLISOCYANIDE;I-PROPYLISOCYANIDE;2-isocyanopropane;2-Isocyano-propane;2-Isonitrilopropane;Isopropyl-isonitrile;1-Propylisocyanide;i-Propylisocyanide,99%
• CAS NO: 598-45-8
• Molecular Formula: C₄H₇N
• Molecular Weight: 69.11
• Product Categories: Isocyanides;Nitrogen Compounds;Organic Building Blocks;organic compound
• Mol File: 598-45-8.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 75 °C(lit.)
• Flash Point: 69 °F
• Appearance: colorless/liquid
• Density: 0.733 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.371(lit.)
• Storage Temp.: 2-8°C
• Stability: store cold
• CAS DataBase Reference: I-PROPYLISOCYANIDE(CAS DataBase Reference)
• NIST Chemistry Reference: I-PROPYLISOCYANIDE(598-45-8)
• EPA Substance Registry System: I-PROPYLISOCYANIDE(598-45-8)

Safety Data

• Hazard Codes: F,T
• Statements: 11-23/24/25
• Safety Statements: 16-23-26-33-36/37/39-45
• RIDADR: UN 1992 3/PG 2
• WGK Germany: 3
• Hazardous Substances Data: 598-45-8(Hazardous Substances Data)

Usage

Uses

Isopropyl isocyanide may be used in the preparation of:Ugi ligand A2C11I1, which is employed in the solid-phase Ugi synthesis.Pentafluorophenyl (PFP) functional monomers, via Passerini reaction.Dinuclear copper complex [Cu2(μ-PiPr2bipy)2{μ-CNCH(CH3)2}](PF6)2 [PiPr2bipy = 6-(diisopropylphosphanyl)-2,2′-bipyridine].(3E)-(Imino)thiaisoindoline 1,1-dioxide derivative.N,N′-diisopropylcarbodiimide (DIC) analog via reaction with propan-2-amine.1-t-butyl-2-isopropyldiaziridinone via reaction with 2-methyl-2-nitrosopropaneisopropyl isocyanate via reaction with ozone1-phthalimidoazetidines via [1+3]cycloaddition reaction with 1-pththalimidoaziridines

Preparation

To a flask containing 100 ml (0.85 mole) of distilled quinoline is added with stirring 41 gm (0.214 mole) of /7-toluenesulfonyl chloride (see Note), and the solution is warmed to 75°C. Then 18.4 gm (0.212 mole) of isopropylformamide is added and the pressure of the system is reduced to 70 mm Hg. The isopropylisonitrile as it forms distills into a liquid nitrogencooled receiver. (Dry ice is not as effective but may be used.) The product is redistilled to afford 4.2 gm (30%), b.p. 88-89°C (735 mm Hg).

General Description

Isopropyl isocyanide is an alkyl isocyanide.

InChI:InChI=1/C4H7N/c1-4(2)5-3/h4H,1-2H3

Upstream product

• 4128-37-4 1,3-diisopropylurea 
• 105361-42-0 2-benzoyl-N-isopropyl-2-methylpropanimine 

Downstream Products

• 57182-18-0 C₁₃H₁₈ClNS 
• 138877-81-3 2-(Methylthio)-4-phenyl-1-isopropyl-5-(isopropylamino)imidazole hydrochloride 
• 138877-74-4 3-tert-Butyl-1-isopropyl-5-isopropylamino-2-methylsulfanyl-4-phenyl-3H-imidazol-1-ium; chloride 
• 118515-09-6 {5-[(Z)-Isopropylimino]-4,4-diphenyl-4,5-dihydro-thiazol-2-yl}-methyl-amine 
• 138877-91-5 1,3-Diisopropyl-2-(methylthio)-5-(4-nitrophenyl)-4-(isopropylamino)imidazolium chloride 
• 138877-72-2 1-(2,6-Dimethylphenyl)-2-(methylthio)-5-phenyl-3-isopropyl-4-(isopropylamino)imidazolium chloride 
• 138877-94-8 1,3-Diisopropyl-5-methyl-5-phenyl-4-(isopropylimino)-2-thioxo-1,3-diazolidine 
• 138877-93-7 1,3-Diisopropyl-5,5-diphenyl-4-(isopropylimino)-2-thioxo-1,3-diazolidine 
• 124512-15-8 4,5-dihydro-4,4-diphenyl-2-(phenhylamino)-5-(isopropylimino)thiazole 
• 124512-23-8 4,5-dihydro-2-(dimethylamino)-4,4-diphenyl-5-(isopropylimino)thiazole 
• 124512-25-0 4,4-diphenyl-2-(ethylamino)-1-isopropyl-2-imidazoline-5-thione 
• 124512-12-5 4,5-dihydro-4,4-diphenyl-2-(ethylamino)-5-(isopropylimino)thiazole 
• 124512-17-0 4,5-dihydro-4,4-diphenyl-2-<(4-nitrophenhyl)amino>-5-(isopropylimino)thiazole 
• 124512-22-7 2--4,5-dihydro-4,4-diphenyl-5-(isopropylimino)thiazole 

Relevant articles and documents

Photochemical Reactivity of Aldimines from 2,2-Dimethyl-3-oxo-3-phenylpropanal

The syntheses of some thermally labile aldimines of 2,2-dimethyl-3-oxo-3-phenylpropanal are described.The aldimines (7a-c) are photochemically reactive and undergo fission mainly into isopropyl phenyl ketone.Several other minor products are also formed.On