Isobutyl isocyanate

Base Information

• Chemical Name: Isobutyl isocyanate
• CAS No.: 1873-29-6
• Molecular Formula: C5H9NO
• Molecular Weight: 99.1326
• Hs Code.: 2929109000
• European Community (EC) Number: 217-495-6
• UN Number: 2486
• UNII: 69A68W7YAE
• DSSTox Substance ID: DTXSID4075293
• Nikkaji Number: J68.771E
• Mol file: 1873-29-6.mol

Synonyms:1-Isocyanato-2-methylpropane;Isobutyl isocyanate;1873-29-6;Propane, 1-isocyanato-2-methyl-;2-Methylpropyl isocyanate;Isocyanic acid, isobutyl ester;69A68W7YAE;EINECS 217-495-6;MFCD00036022;UN2486;Propane,1-isocyanato-2-methyl-;isobutylisocyanate;Isobutyl-isocyanat;2-Methylpropane isocyanate;UNII-69A68W7YAE;1-isocyanato-2-methyl-propane;1-Isocyanato-2-methylpropane #;DTXSID4075293;Propano, 1-isocianato-2-metil-;ISOCYANATO-2-METHYLPROPANE;NA2486;STK504616;AKOS000183124;UN 2486;BB 0259372;FT-0679343;EN300-40018;Isobutyl isocyanate [UN2486] [Flammable liquid];J-012059;F0001-0671

Chemical Property of Isobutyl isocyanate

Chemical Property:

• Appearance/Colour: Appearance
• Vapor Pressure: 30.4mmHg at 25°C
• Melting Point: 85.5°C (estimate)
• Refractive Index: 1.429
• Boiling Point: 104.7 °C at 760 mmHg
• Flash Point: 17.1 °C
• PSA: 29.43000
• Density: 0.87 g/cm³
• LogP: 0.97820
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 99.068413911
• Heavy Atom Count: 7
• Complexity: 82.1
• Transport DOT Label: Poison Inhalation Hazard Flammable Liquid

Purity/Quality:

98% ^*data from raw suppliers

IsobutylIsocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Monoisocyanates
• Canonical SMILES: CC(C)CN=C=O
• Uses: Isobutyl Isocyanate, is an building block that cna be used for the synthesis of Boceprevir (B674500), a novel, potent, selective, orally bioavailable NS3 protease inhibitor used for the treatment of Hepatitis C virus (HCV) infection.

Technology Process of Isobutyl isocyanate

There total 27 articles about Isobutyl isocyanate 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: 92.0%

N-hydroxy-3-methylbutanamide (35310-35-1) → isobutyl isocyanate (1873-29-6)

Guidance literature:

With Phenyltrichlorosilane; at 20 - 35 ℃; for 1h;

Reference yield: 91.9%

N,O-bis(trimethylsilyl) derivative of isovalerohydroxamic acid → isobutyl isocyanate (1873-29-6)

Guidance literature:

With Phenyltrichlorosilane; In decane; Heating;

Reference yield: 79.0%

N-isobutyloxamic acid (75235-38-0) → isobutyl isocyanate (1873-29-6)

Guidance literature:

With ammonium peroxydisulfate; copper diacetate; silver nitrate; In dichloromethane; water; at 40 ℃; for 3h;

DOI:10.1021/jo00122a020

upstream raw materials:

phosgene

isobutylamine hydrochloride

Isobutyl iodide

silver cyanate

Downstream raw materials:

4-(4-nitrophenyl)-1-piperazinecarbothioic acid isobutylamide

N-isobutyl-benzamide

N-isobutyl-3-phenylpropionamide

1-(2-{2-[(3E)-4-(4-{[3-(beta-D-glucopyranosyloxy)-5-(propan-2-yl)-1H-pyrazol-4-yl]methyl}-3-methylphenyl)but-3-en-1-yl]-2,9-diazaspiro[5.5]undec-9-yl}-2-oxoethyl)-3-(2-methylpropyl)urea

Refernces

• 1、 -. "ALIPHATIC PROLINAMIDE DERIVATIVES". Paragraph 0367; 0368. . Retrieved 2018/04/11.
• 2、 Lebedev,Lebedeva,Sheludyakov,Ovcharuk,Kovaleva,Ustinova. "Organosilicon synthesis of isocyanates: II. Synthesis of aliphatic, carbocyclic, and fatty-aromatic isocyanates". . p. 469 - 477. Retrieved 2008/02/07.