Undecane-1,11-diyl diisocyanate

Base Information

• Chemical Name: Undecane-1,11-diyl diisocyanate
• CAS No.: 78980-33-3
• Molecular Formula: C13H22N2O2
• Molecular Weight: 238.33
• European Community (EC) Number: 279-028-2
• UNII: AC2WTF5FMY
• DSSTox Substance ID: DTXSID00229476
• Nikkaji Number: J319.204K
• Mol file: 78980-33-3.mol

Synonyms:Undecane-1,11-diyl diisocyanate;78980-33-3;EINECS 279-028-2;1,11-diisocyanatoundecane;Undecane, 1,11-diisocyanato-;AC2WTF5FMY;1,11-diisocyanato-undecane;SCHEMBL355229;DTXSID00229476;NS00038019

Chemical Property of Undecane-1,11-diyl diisocyanate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.483
• Boiling Point: 332.741 °C at 760 mmHg
• Flash Point: 136.522 °C
• PSA: 58.86000
• Density: 0.969 g/cm³
• LogP: 3.16890
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 12
• Exact Mass: 238.168127949
• Heavy Atom Count: 17
• Complexity: 228

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCCCCN=C=O)CCCCCN=C=O

Technology Process of Undecane-1,11-diyl diisocyanate

There total 11 articles about Undecane-1,11-diyl diisocyanate 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: 73.0%

tridecanedioyl dichloride (35691-43-1) → 1,11-diisocyanatoundecane (78980-33-3)

Guidance literature:

tridecanedioyl dichloride; With sodium azide; In acetone; at 0 - 20 ℃; for 4h;

In acetone; toluene; at 65 ℃;

DOI:10.1002/chem.200401012

Reference yield: 15.0%

1,3-diazacyclotetradecan-2-one-1-carbonyl chloride (79568-39-1) → 1,11-diisocyanatoundecane (78980-33-3) + 1,13-diazabicyclo<11.1.1>pentadecane-14,15-dione (79568-33-5)

Guidance literature:

With triethylamine; In chloroform; for 96h; Yield given; Ambient temperature;

DOI:10.1021/jo00338a038

Reference yield:

brassylic acid (505-52-2) → 1,11-diisocyanatoundecane (78980-33-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 90 percent / thionyl chloride / CH₂Cl₂ / Heating

2.1: NaN₃ / acetone / 4 h / 0 - 20 °C

2.2: 73 percent / acetone; toluene / 65 °C

With thionyl chloride; sodium azide; In dichloromethane; acetone;

DOI:10.1002/chem.200401012

upstream raw materials:

tridecanedioic acid dihydrazide

1,3-diazacyclotetradecan-2-one-1-carbonyl chloride

phosgene

tridecanedioyl dichloride

Refernces

• 1、 Richter, R.,Tucker, B.,Ulrich, H.. "1,13-Diazabicyclopentadecane-14,15-dione and 1,12-Diazabicyclotetradecane-13,14-dione. Two Novel Aliphatic Diisocyanate Dimers". . p. 5226 - 5228. Retrieved 2007/10/02.