Octadecyl isocyanate

Base Information

• Chemical Name: Octadecyl isocyanate
• CAS No.: 112-96-9
• Deprecated CAS: 156520-08-0
• Molecular Formula: C19H37NO
• Molecular Weight: 295.509
• Hs Code.: 29291090
• European Community (EC) Number: 204-019-7
• NSC Number: 66466
• UNII: QQ297B5H72
• DSSTox Substance ID: DTXSID3038727
• Nikkaji Number: J49.699E
• Mol file: 112-96-9.mol

Synonyms:Isocyanicacid, octadecyl ester (6CI,7CI,8CI);1-Isocyanatooctadecane;1-Octadecylisocyanate;Baykanol OI;Millionate O;Mondur O;NSC 66466;ODI;Stearyl isocyanate;n-Octadecyl isocyanate;

Chemical Property of Octadecyl isocyanate

Chemical Property:

• Appearance/Colour: Colorless and slightly turbid liquid
• Vapor Pressure: 1 mm Hg ( 154 °C)
• Melting Point: 15-16 °C(lit.)
• Refractive Index: n20/D 1.45(lit.)
• Boiling Point: 317.7 °C at 760 mmHg
• Flash Point: 144.9 °C
• PSA: 29.43000
• Density: 0.87g/cm³
• LogP: 6.58370
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: soluble in Benzene,Toluene
• XLogP3: 9.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 17
• Exact Mass: 295.287514804
• Heavy Atom Count: 21
• Complexity: 234

Purity/Quality:

99% ^*data from raw suppliers

Octadecyl isocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-43
• Safety Statements: 26-36/37-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCCCN=C=O
• Uses: Octadecyl Isocyanate is a useful reagent for the surface modification of poly(Me methacrylate) (PMMA) to form PMMA surfaces terminated with well-ordered and highly crystalline octadecane chains. Octadecyl isocyanate can be used as a modifier:For cellulose nanocrystals in the synthesis of poly(butylene adipate-co-terephthalate) (PBAT) based nanocomposites with improved mechanical and rheological properties.For lignin to effectively incorporate the lignin fillers in polyurethane matrix to prepare composites.It can be reacted with various amines to synthesize variety of unsymmetrical urea derivatives. Octadecyl isocyanate (n-octadecyl isocyanate) was employed for chemical modification of:surface of cellulose nanocrystals to promote interfacial filler/matrix interactionspoly (2-hydroxyethyl methacrylate) (pHEMA) films, to investigate in vitro hemocompatibility assay using freshly drawn human whole bloodcellulose nanocrystals (or whiskers) and microfibrillated cellulose (MFC)

Technology Process of Octadecyl isocyanate

There total 10 articles about Octadecyl 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: 60.0%

bis(trichloromethyl) carbonate (32315-10-9) + 1-aminooctadecane (124-30-1) → octadecyl isocyanate (112-96-9)

Guidance literature:

With sodium carbonate; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/j.bmcl.2005.04.010

Reference yield: 29.0%

carbon disulfide (75-15-0,12122-00-8) + 1-aminooctadecane (124-30-1) → octadecyl isocyanate (112-96-9)

Guidance literature:

With dihydrogen peroxide; diethylamine; In tetrahydrofuran;

DOI:10.1016/S0040-4020(01)85430-2

Reference yield:

phosgene (75-44-5) + 1-aminooctadecane (124-30-1) → octadecyl isocyanate (112-96-9)

Guidance literature:

With toluene; at 340 ℃;

upstream raw materials:

phosgene

octadecylamine hydrochloride

toluene

1-aminooctadecane

Downstream raw materials:

2-methyl-aziridine-1-carboxylic acid octadecylamide

octadecylurea

N-(octadecanoyl)octadecylamide

N,N’-dioctadecyl urea

Refernces

• 1、 Liu, Dongliang,Hu, Jianjun,Qiao, Weihong,Li, Zongshi,Zhang, Shubiao,Cheng, Lvbo. "Synthesis of carbamate-linked lipids for gene delivery". . p. 3147 - 3150. Retrieved 2005.
• 2、 Deindoerfer, Pia,Geiger, Thomas,Schollmeyer, Dieter,Ye, Jian Hui,Zentel, Rudolf. "Semicarbazides as gel forming agents for common solvents and liquid crystals". . p. 351 - 358. Retrieved 2007/10/03.