N,N'-bis(3-methylphenyl)methanediimine

Base Information

• Chemical Name: N,N'-bis(3-methylphenyl)methanediimine
• CAS No.: 726-28-3
• Molecular Formula: C15H14N2
• Molecular Weight: 222.29
• DSSTox Substance ID: DTXSID40993462
• Nikkaji Number: J364.242I
• Mol file: 726-28-3.mol

Synonyms:Antibiotic 31-1;K-1 [Russian];N,N'-bis(3-methylphenyl)methanediimine;2,4-Diacetylphloroglucilmethane;2,2'-Methylenebis(4,6-diacetylphloroglucinol);Phloroglucinol, 2,2'-methylenebis(4,6-diacetyl-;726-28-3;N,N'-Di-m-tolylcarbodiimide;SCHEMBL6275073;DTXSID40993462;LS-105908;A838384

Chemical Property of N,N'-bis(3-methylphenyl)methanediimine

Chemical Property:

• Boiling Point: 387.8°Cat760mmHg
• Flash Point: 180.7°C
• PSA: 24.72000
• Density: 0.98g/cm³
• LogP: 4.44050
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 222.115698455
• Heavy Atom Count: 17
• Complexity: 260

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)N=C=NC2=CC=CC(=C2)C

Technology Process of N,N'-bis(3-methylphenyl)methanediimine

There total 6 articles about N,N'-bis(3-methylphenyl)methanediimine 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: 91.0%

carbon disulfide (75-15-0,12122-00-8) + N-triphenylphosphoranylidene-m-toluidine (35843-75-5) → N,N'-bis(m-methylphenyl)carbodiimide (726-28-3)

Guidance literature:

In benzene; for 2h; Heating;

Reference yield: 90.0%

N,N'-di(3-methylphenyl)thiourea (620-51-9) → N,N'-bis(m-methylphenyl)carbodiimide (726-28-3)

Guidance literature:

With triethylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dichloromethane; at 0 ℃; for 0.166667h;

DOI:10.1055/s-0030-1259072

Reference yield:

3-tolyl isocyanate (621-29-4) → N,N'-bis(m-methylphenyl)carbodiimide (726-28-3)

Guidance literature:

With 1-ethyl-3-methyl-2,5-dihydro-1H-phosphole oxide;

DOI:10.1021/ja00878a015

upstream raw materials:

N,N'-di(3-methylphenyl)thiourea

3-tolyl isocyanate

carbon disulfide

N-triphenylphosphoranylidene-m-toluidine

Downstream raw materials:

Cp₂Zr(N(t-Bu)C=N(m-Tol)N(m-Tol))

C₂₃H₁₉N₅O₂

C₂₃H₁₉N₅O₂

5-methyl-1-m-tolyl-2-(piperidin-1-yl)-1H-benzo[d]imidazole

Refernces

• 1、 Chaudhari, Pramod S.,Dangate, Prasad S.,Akamanchi, Krishnacharya G.. "O-Iodoxybenzoic acid mediated oxidative desulfurization of 1,3-disubstituted thioureas to carbodiimides". supporting information; experimental part. p. 3065 - 3067. Retrieved 2011/02/25.
• 2、 Molina, P.,Alajarin, M.,Arques, A.,Saez, J.. "A MILD AND EFFICIENT SYNTHESIS OF SYMMETRICAL DIARYL CARBODIIMIDES". . p. 573 - 578. Retrieved 2007/10/02.