Butyl isocyanate

Base Information

• Chemical Name: Butyl isocyanate
• CAS No.: 111-36-4
• Molecular Formula: C5H9NO
• Molecular Weight: 99.1326
• Hs Code.: 29291090
• European Community (EC) Number: 203-862-8
• ICSC Number: 1642
• UN Number: 2485
• UNII: XM89T89J3W
• DSSTox Substance ID: DTXSID6026872
• Nikkaji Number: J36.974H
• Wikidata: Q15632798
• Metabolomics Workbench ID: 66900
• ChEMBL ID: CHEMBL27104
• Mol file: 111-36-4.mol

Synonyms:butyl isocyanate;N-butyl isocyanate;n-butylisocyanate

Chemical Property of Butyl isocyanate

Chemical Property:

• Appearance/Colour: Colorless to faintly yellow liquid
• Vapor Pressure: 10.6 mm Hg ( 20 °C)
• Melting Point: 85.5 °C
• Refractive Index: n20/D 1.406(lit.)
• Boiling Point: 115 °C at 760 mmHg
• Flash Point: 17.8 °C
• PSA: 29.43000
• Density: 0.87 g/cm³
• LogP: 1.12230
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 99.068413911
• Heavy Atom Count: 7
• Complexity: 74.1
• Transport DOT Label: Poison Inhalation Hazard Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

Butyl isocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,T+
• Hazard Codes: F,T+
• Statements: 11-21/22-26-34-37-42/43
• Safety Statements: 23-26-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Monoisocyanates
• Canonical SMILES: CCCCN=C=O
• Recent ClinicalTrials: Study to Evaluate the Safety and Efficacy of Lenacapavir in Combination With Other Antiretroviral Agents in People Living With HIV
• Inhalation Risk: A harmful contamination of the air will be reached quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is corrosive to the eyes, skin and respiratory tract. Inhalation may cause lung oedema.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization.
• Uses: n-Butyl isocyanate is used as an acylatingagent in the Friedel–Crafts reaction to produce amide. Reagent in organic synthesis.

Technology Process of Butyl isocyanate

There total 42 articles about 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: 95.0%

N-butylcarbamoyl chloride (41891-17-2) → n-butyl isocyanide (111-36-4)

Guidance literature:

With triethylamine; In toluene; for 10h; Solvent; Reagent/catalyst; Reflux;

Reference yield: 88.9%

N-(ethoxycarbonyl)butylamine (591-62-8) → n-butyl isocyanide (111-36-4)

Guidance literature:

With Phenyltrichlorosilane; at 120 - 165 ℃; for 0.5h;

Reference yield: 83.0%

2-(n-butylamino)-2-oxoacetic acid (29262-59-7) → n-butyl isocyanide (111-36-4)

Guidance literature:

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

DOI:10.1039/c39940000679

upstream raw materials:

phosgene

n-butylamine hydrochloride

potassium cyanate

phosphoric acid tributyl ester

Downstream raw materials:

butyl-carbamic acid-(1-phenyl-2-pyrrolidino-ethyl ester)

1-butyl-3-(4-hydroxyphenyl)urea

N-butyl-N’-(4-methylphenyl)urea

butyl-carbamic acid-(1-ethynyl-cyclohexyl ester)

Refernces

Complexation-induced unfolding of heterocyclic ureas. Simple foldamers equilibrate with multiply hydrogen-bonded sheetlike structures

10.1021/ja010638q

The research aimed to study the conformational behavior and hydrogen-bonding interactions of heterocyclic ureas. The purpose was to understand the folding and unfolding processes of these molecules, which could mimic the helix-to-sheet transition seen in peptides and potentially in hypothetical naphthyridinylurea oligomers. The study involved the synthesis of various heterocyclic ureas (1-7) and their hydrogen-bonding complements, using chemicals such as 2-aminopyridine, aminonaphthyridine, triphosgene, 4-(dimethylamino)pyridine (DMAP), and butyl isocyanate. The conclusions revealed that these ureas can form intramolecular hydrogen bonds, leading to folded structures, but can also unfold and form multiply hydrogen-bonded complexes under certain conditions, such as high concentrations or in the presence of complementary molecules.