Di-p-tolylcarbodiimide

Base Information

• Chemical Name: Di-p-tolylcarbodiimide
• CAS No.: 726-42-1
• Molecular Formula: C15H14 N2
• Molecular Weight: 222.29
• European Community (EC) Number: 211-971-7
• NSC Number: 20627
• UNII: MD5LUY8H5B
• DSSTox Substance ID: DTXSID60222923
• Nikkaji Number: J193.097D
• Wikidata: Q27123960
• Metabolomics Workbench ID: 58544
• Mol file: 726-42-1.mol

Synonyms:1,3-Di-p-tolylcarbodiimide;Di-p-tolylcarbodiimide;726-42-1;Bis(p-tolyl)carbodiimide;N,N'-di-p-Tolylcarbodiimide;1,3-di(p-tolyl)carbodiimide;Bis(4-methylphenyl)carbodiimide;Carbodiimide, di-p-tolyl-;N,N'-Bis(p-tolyl)carbodiimide;EINECS 211-971-7;MD5LUY8H5B;N,N'-Bis(4-methylphenyl)carbodiimide;CHEBI:53093;Benzenamine, N,N'-methanetetraylbis[4-methyl-;bis(4-methylphenyl)methanediimine;NSC-20627;Benzenamine, N,N'-methanetetraylbis(4-methyl-;NSC20627;NSC 20627;bis-p-tolyl-carbodiimide;UNII-MD5LUY8H5B;Epitope ID:114069;1,3 di-p-tolylcarbodiimide;N.N/'-Di-p-tolylcarbodimide;SCHEMBL159755;BIS(4-TOLYL)CARBODIIMIDE;DTXSID60222923;1,3-Di-p-tolylcarbodiimide, 96%;1,3-DI-O-TOLYL CARBODIIMIDE;AKOS015913479;N,N'-Bis(4-methylphenyl)carbodiimide #;N,N/'-bis(4-methylphenyl)methanediimine;BS-50722;Benzenamine,N'-methanetetraylbis[4-methyl-;N,N'-methanediylidenebis(4-methylaniline);LS-182233;CS-0197391;FT-0632880;E73987;AR-360/42760188;N,N'-METHANETETRAYLBIS(4-METHYLBENZENAMINE);Q27123960;N,N'-Methanetetraylbis[4-methyl]benzenamine, Bis(4-methylphenyl)carbodiimide, NSC 20627

Chemical Property of Di-p-tolylcarbodiimide

Chemical Property:

• Vapor Pressure: 4.28E-05mmHg at 25°C
• Melting Point: 56-58 °C(lit.)
• Refractive Index: 1.5000 (estimate)
• Boiling Point: 221-223 °C20 mm Hg(lit.)
• Flash Point: 173.8°C
• Density: 0.98g/cm³
• Storage Temp.: 2-8°C
• 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: 244

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,3-Di-p-tolylcarbodiimide 96% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)N=C=NC2=CC=C(C=C2)C
• Uses: Reactant for synthesis of:Cyclic guanidinesFive membered heterometallacycloallenesBenzimidazoles or quinazolines via nucleophilic addition and intramolecular C-C bond formationBenzoxazole and benzimidazole derivatives via cross-coupling reactionsGem-difluorodihydrouracil derivatives via addition reactionsReactant for ketene cycloadditions

Technology Process of Di-p-tolylcarbodiimide

There total 34 articles about Di-p-tolylcarbodiimide 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: 93.0%

N,N'-Bis(p-tolyl)thiourea (621-01-2) → di-p-tolylcarbodiimide (726-42-1)

Guidance literature:

With iodine; triethylamine; In ethyl acetate; at 0 - 5 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2009.12.017

Reference yield: 85.0%

1,3-di-p-tolylurea (621-00-1) → di-p-tolylcarbodiimide (726-42-1)

Guidance literature:

With iodine; triethylamine; triphenylphosphine; In dichloromethane; for 0.166667h; Sonication;

DOI:10.1007/s00706-016-1761-3

Reference yield: 85.0%

p-Tolylisocyanate (622-58-2,374675-64-6) → di-p-tolylcarbodiimide (726-42-1)

Guidance literature:

With oxo(phthalocyaninato)titanium(IV); at 190 ℃; for 144h; Inert atmosphere; Neat (no solvent);

DOI:10.1039/c0dt00867b

upstream raw materials:

3-p-tolyl-4-p-tolylimino-[1,3]thiazetidinone

S-methyl-N,N'-di-p-tolyl-isothiourea

N,N-di-p-tolyl-thiourea

S-ethyl-N,N'-di-p-tolyl-isothiourea

Downstream raw materials:

p-tolyl-(3-p-tolyl-3H-[1,2,3]triazol-4-yl)-amine

N-benzoyl-N,N'-di-p-tolyl-urea

N,N’-di-p-tolyl-O-methylisourea

diphosphoric acid-1,2-dimethyl ester-1,2-bis-(4-nitro-phenyl ester)

Refernces

• 1、 Wu, He,Sun, Yan-Fang,Zhang, Chen,Miao, Chun-Bao,Yang, Hai-Tao. "A facile method for the preparation of carbodiimides from thioureas and (Boc)2O". supporting information. p. 739 - 742. Retrieved 2018/01/27.
• 2、 -. "CERAMIDE GALACTOSYLTRANSFERASE INHIBITORS FOR THE TREATMENT OF DISEASE". Paragraph 000703; 000705; 000858; 000859. . Retrieved 2018/01/17.