Tert-butyl isocyanate

Base Information

• Chemical Name: Tert-butyl isocyanate
• CAS No.: 1609-86-5
• Deprecated CAS: 44584-76-1,945715-84-4,945715-84-4
• Molecular Formula: C5H9 N O
• Molecular Weight: 99.1326
• Hs Code.: 29291090
• European Community (EC) Number: 216-544-9
• UN Number: 2484
• UNII: 2RHQ1BS36D
• DSSTox Substance ID: DTXSID6061818
• Nikkaji Number: J68.769C
• Wikidata: Q26840779
• Mol file: 1609-86-5.mol

Synonyms:1,1-dimethylethyl isocyanate;tert-butyl isocyanate

Chemical Property of Tert-butyl isocyanate

Chemical Property:

• Appearance/Colour: clear liquid
• Vapor Pressure: 69.2mmHg at 25°C
• Melting Point: <-25oC
• Refractive Index: 1.386
• Boiling Point: 85 C
• Flash Point: 24 ºF
• PSA: 29.43000
• Density: 0.868
• LogP: 1.12070
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: Chloroform (Soluble), DMSO (Slightly)
• Water Solubility.: 1000g/L at 25℃
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 99.068413911
• Heavy Atom Count: 7
• Complexity: 95.1
• Transport DOT Label: Poison Inhalation Hazard Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl isocyanate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,T+,T
• Statements: 11-14-22-26-34-37-42-36/37/38-23/24/25-10
• Safety Statements: 16-26-36/37/39-45-43-30-7/9

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Monoisocyanates
• Canonical SMILES: CC(C)(C)N=C=O
• Uses: t-Butyl Isocyanate is a useful intermediate in synthesizing SCH 503034, a potential drug in the treatment of Hepatitis C virus. The study discusses with data the drug inhibitive selectivity against the viral enzyme NS3 Protease.

Technology Process of Tert-butyl isocyanate

There total 78 articles about Tert-butyl 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: 97.9%

phosgene (75-44-5) + tert-butylamine (75-64-9) → Tert-butyl isocyanate (1609-86-5)

Guidance literature:

In chlorobenzene; at 335 - 345 ℃; under 0 Torr;

Reference yield: 94.0%

tert-butylaminoformyl chloride → Tert-butyl isocyanate (1609-86-5)

Guidance literature:

With pyridine; N-Methylpyrrole; toluene-4-sulfonic acid; triethylamine; citric acid; In chlorobenzene; at 110 ℃; for 13h; Solvent; Temperature;

Reference yield: 85.0%

2-(tert-butylamino)-2-oxoacetic acid (169772-25-2) → Tert-butyl isocyanate (1609-86-5)

Guidance literature:

With ammonium peroxydisulfate; silver nitrate; copper(II) sulfate; In hexane; water; at 40 ℃; for 3h;

DOI:10.1039/c39940000679

upstream raw materials:

methyl N-tert-butylcarbamate

ethyl N-tert-butylcarbamate

trimethylacetyl azide

2,2-dimethylpropionamide

Downstream raw materials:

N-tert-butylacetamide

1,3-di-tert-butylurea

1-tert-butyl-3-phenylurea

isocyanuric acid

Refernces

Fixation of carbon dioxide and related small molecules by a bifunctional frustrated pyrazolylborane Lewis pair

10.1039/c2dt30448a

The research focuses on the utilization of a bifunctional frustrated Lewis pair (FLP), specifically 1-[bis(pentafluorophenyl)boryl]-3,5-di-tert-butyl-1H-pyrazole (1), for the fixation of carbon dioxide (CO2) and related small molecules. The study explores the reactivity of this FLP with CO2, paraformaldehyde, tert-butyl isocyanate, tert-butyl isothiocyanate, methyl isothiocyanate, benzonitrile, and phenylacetylene, resulting in the formation of zwitterionic, bicyclic boraheterocycles (adducts 3–8) and other complexes (adducts 9 and 10). The experiments involved treating the FLP with these reactants in toluene solutions, followed by stirring, solvent evaporation, and in some cases, washing with pentane to isolate the products. The molecular structures of the products were established using X-ray diffraction analyses, and Density Functional Theory (DFT) calculations at the M06-2X/6-311++G(d,p) level of theory were performed to understand the energetics of the CO2 fixation process. The analyses included NMR (1H, 13C, 11B, and 19F), IR spectroscopy, and elemental analysis to characterize the products and confirm the fixation of the small molecules.