1,3-Bis(3-isocyanato-4-methylphenyl)-1,3-diazetidine-2,4-dione

Base Information

• Chemical Name: 1,3-Bis(3-isocyanato-4-methylphenyl)-1,3-diazetidine-2,4-dione
• CAS No.: 3320-33-0
• Deprecated CAS: 51019-08-0,9019-84-5
• Molecular Formula: C18H12N4O4
• Molecular Weight: 348.318
• European Community (EC) Number: 247-953-0
• UNII: PZP0846SQD
• DSSTox Substance ID: DTXSID20865315
• Nikkaji Number: J781.095D
• Mol file: 3320-33-0.mol

Synonyms:1,3-bis(3-isocyanato-4-methylphenyl)-1,3-diazetidine-2,4-dione;3320-33-0;PZP0846SQD;2,4-Toluene diisocyanate dimer;26747-90-0;2,4-Dioxo-1,3-diazetidine-1,3-bis(methyl-m-phenylene) diisocyanate;TDIC;Toluene diisocyanate dimer;UNII-PZP0846SQD;THANECURE T9 SUPERFINE;SCHEMBL1987759;DTXSID20865315;EINECS 247-953-0;2,4-TOLUENEDIISOCYANATE DIMER;ISOCYANIC ACID, (2,4-DIOXO-1,3-URETIDINEDIYL)BIS(METHYL-M-PHENYLENE) ESTER

Chemical Property of 1,3-Bis(3-isocyanato-4-methylphenyl)-1,3-diazetidine-2,4-dione

Chemical Property:

• XLogP3: 5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 348.08585488
• Heavy Atom Count: 26
• Complexity: 609

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1)N2C(=O)N(C2=O)C3=CC(=C(C=C3)C)N=C=O)N=C=O

Technology Process of 1,3-Bis(3-isocyanato-4-methylphenyl)-1,3-diazetidine-2,4-dione

There total 3 articles about 1,3-Bis(3-isocyanato-4-methylphenyl)-1,3-diazetidine-2,4-dione 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: 53.0%

2,4-Toluene diisocyanate (584-84-9,6144-18-9,26006-20-2) → 1,3-bis-(3-isocyanato-4-methylphenyl)-[1,3]diazetidine-2,4-dione (3320-33-0)

Guidance literature:

With tributylphosphine; In toluene; at 0 ℃; for 1h;

DOI:10.1002/(sici)1521-3897(199910)341:7<616::aid-prac616>3.0.co;2-8

Reference yield:

4-methylbenzene-1,3-diamine (95-80-7,71111-07-4) → 1,3-bis-(3-isocyanato-4-methylphenyl)-[1,3]diazetidine-2,4-dione (3320-33-0)

Guidance literature:

Multi-step reaction with 2 steps

2: pyridine

With pyridine;

Reference yield:

→ 1,3-bis-(3-isocyanato-4-methylphenyl)-[1,3]diazetidine-2,4-dione (3320-33-0)

Guidance literature:

From the isocyanate;

DOI:10.1002/macp.1963.020660119

upstream raw materials:

2,4-Toluene diisocyanate

4-methylbenzene-1,3-diamine

Downstream raw materials:

C₁₃H₁₈N₂O₄

C₁₂H₁₆N₂O₄

C₁₂H₁₆N₂O₄

C₁₉H₂₂N₂O₄

Refernces

• 1、 Saunders,Hardy. "-". . p. 5439. Retrieved 1953.
• 2、 Zhao, Chao,Yang, Peng Fei,Ping Wang, Shun,Li, Jun Ying,Li, Tian Duo. "Synthesis and characterization of asymmetric substituted dicarbamates". experimental part. p. 1167 - 1170. Retrieved 2012/01/06.