Isopropyl isocyanide

Base Information

• Chemical Name: Isopropyl isocyanide
• CAS No.: 598-45-8
• Molecular Formula: C4H7N
• Molecular Weight: 69.1063
• European Community (EC) Number: 633-124-4
• DSSTox Substance ID: DTXSID30208532
• Nikkaji Number: J6.791A
• Wikidata: Q83082647
• ChEMBL ID: CHEMBL4061178
• Mol file: 598-45-8.mol

Synonyms:isopropyl isocyanide

Chemical Property of Isopropyl isocyanide

Chemical Property:

• Appearance/Colour: COLORLESS LIQUID
• Refractive Index: n20/D 1.371(lit.)
• Boiling Point: 75 °C(lit.)
• Flash Point: 69 °F
• PSA: 0.00000
• Density: 0.733 g/mL at 25 °C(lit.)
• LogP: 0.54480
• Storage Temp.: 2-8°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 69.057849228
• Heavy Atom Count: 5
• Complexity: 55.3

Purity/Quality:

98%,99%, ^*data from raw suppliers

i-Propylisocyanide, min. 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T; F
• Hazard Codes: F,T
• Statements: 11-23/24/25
• Safety Statements: 16-23-26-33-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)[N+]#[C-]
• 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

Technology Process of Isopropyl isocyanide

There total 3 articles about Isopropyl isocyanide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 14.0%

1,3-diisopropylurea (4128-37-4) → i-propyl isocyanide (598-45-8) + Isopropylisocyanid-dichlorid (29119-58-2) + diisopropyl-carbodiimide (693-13-0)

Guidance literature:

With sodium hydroxide; triethylamine; In chloroform; for 4h; Heating;

Reference yield:

2-benzoyl-N-isopropyl-2-methylpropanimine (105361-42-0) → phenyl benzyl ketone (451-40-1) + i-propyl isocyanide (598-45-8) + 1,1'-(1,2-ethanediyl)bisbenzene (103-29-7) + phenyl isopropyl ketone (611-70-1)

Guidance literature:

In tert-butyl alcohol; Title compound not separated from byproducts; Irradiation;

DOI:10.1039/P19860000091

Reference yield:

2-benzoyl-N-isopropyl-2-methylpropanimine (105361-42-0) → isobutylidenebenzylamine (22483-21-2) + i-propyl isocyanide (598-45-8) + 1,1'-(1,2-ethanediyl)bisbenzene (103-29-7) + phenyl isopropyl ketone (611-70-1)

Guidance literature:

In tert-butyl alcohol; Title compound not separated from byproducts; Irradiation;

DOI:10.1039/P19860000091

upstream raw materials:

1,3-diisopropylurea

2-benzoyl-N-isopropyl-2-methylpropanimine

Downstream raw materials:

C₁₃H₁₈ClNS

Triphenylbor-isopropylisocyanid-1.1-Addukt

diethyl-thioborinic acid phenyl ester; compound with 2-isocyano-propane (1:1)

Isobutyronitrile

Refernces

• 1、 Schroth, W.,Kluge, H.,Frach, R.,Hodek, W.,Schaedler, H. D.. "The Dehydration of Ureas by Two-Phase Dichlorocarbene Reaction, a Synthetic Access to Substituted Cyanamides". . p. 787 - 802. Retrieved 2007/10/02.