Durene isocyanate

Base Information

• Chemical Name: Durene isocyanate
• CAS No.: 58149-28-3
• Molecular Formula: C11H13NO
• Molecular Weight: 175.227
• DSSTox Substance ID: DTXSID20973722
• Nikkaji Number: J149.297G
• Mol file: 58149-28-3.mol

Synonyms:3-isocyanato-1,2,4,5-tetramethylbenzene;58149-28-3;Durene isocyanate;BRN 2641298;Benzene, 3-isocyanato-1,2,4,5-tetramethyl-;SCHEMBL5427471;DTXSID20973722;AKOS022535851

Chemical Property of Durene isocyanate

Chemical Property:

• Vapor Pressure: 0.00592mmHg at 25°C
• Boiling Point: 272.9°Cat760mmHg
• Flash Point: 99.3°C
• PSA: 29.43000
• Density: 0.97g/cm³
• LogP: 2.88750
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 175.099714038
• Heavy Atom Count: 13
• Complexity: 206

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1C)N=C=O)C)C

Technology Process of Durene isocyanate

There total 4 articles about Durene 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: 58.0%

carbon monoxide (201230-82-2) + 2,3,5,6-tetramethylnitrobenzene (3463-36-3) → 2,3,5,6-tetramethylphenylisocyanate (58149-28-3)

Guidance literature:

bis(tetrahydrofurane)oxovanadium(IV) dichloride; (Bu4N); In 1,2-dichloro-benzene; at 120 ℃; under 750.06 Torr; Kinetics;

Reference yield: 55.0%

2,3,5,6-tetramethylbenzonitrile N-oxide (2904-58-7) → 2,3,5,6-tetramethylphenylisocyanate (58149-28-3)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; for 2h; Heating;

DOI:10.1246/bcsj.54.3863

Reference yield:

5,6,8,9-Tetramethyl-1H-oxazolo[3,4-a]azepin-3-one (85288-18-2) → 2,3,5,6-tetramethylphenylisocyanate (58149-28-3)

Guidance literature:

brief heating in xylene or overnight at room temp.;

DOI:10.1016/S0040-4039(00)85579-3

upstream raw materials:

carbon monoxide

2,3,5,6-tetramethylnitrobenzene

2,3,5,6-tetramethylbenzonitrile N-oxide

5,6,8,9-Tetramethyl-1H-oxazolo[3,4-a]azepin-3-one

Downstream raw materials:

2,3,5,6-tetramethylphenylcarbamate