1,2,3-Triphenylguanidine

Base Information

• Chemical Name: 1,2,3-Triphenylguanidine
• CAS No.: 101-01-9
• Deprecated CAS: 1323-16-6,51096-04-9
• Molecular Formula: C19H17 N3
• Molecular Weight: 287.364
• Hs Code.: 29252900
• European Community (EC) Number: 202-907-9
• NSC Number: 4051
• UNII: I64B170QFG
• DSSTox Substance ID: DTXSID2059223
• Nikkaji Number: J46.822C
• Wikidata: Q27280495
• Mol file: 101-01-9.mol

Synonyms:1,2,3-Triphenylguanidine;101-01-9;N,N',N''-Triphenylguanidine;Guanidine, N,N',N''-triphenyl-;sym-Triphenylguanidine;Guanidine, triphenyl-;Triphenylguanidine;1,2,3-Trifenylguanidin;NSC 4051;GUANIDINE, 1,2,3-TRIPHENYL-;NSC4051;1,2,3-Trifenylguanidin [Czech];NSC-4051;EINECS 202-907-9;BRN 2217588;UNII-I64B170QFG;AI3-00102;I64B170QFG;4-12-00-00866 (Beilstein Handbook Reference);triphenylguanidin;N,N<<,N<<<<-Triphenylguanidine;MFCD00020648;1,3-Triphenylguanidine;Maybridge4_003421;1,2,3-triphenylguanidin;N,N''-Triphenylguanidine;1,2,3-Triphenylquanidine;Guanidine,2,3-triphenyl-;WLN: RNUYMR & MR;N,N'N''-Triphenylguanidine;SCHEMBL78799;CBDivE_001970;Guanidine,N',N''-triphenyl-;DTXSID2059223;HMS1530L11;AKOS000508148;CCG-244481;NCGC00175862-01;AS-60183;LS-73920;FT-0631531;T1316;D95230;A856060;AE-641/02487035;BRD-K50821896-001-01-8;Q27280495

Chemical Property of 1,2,3-Triphenylguanidine

Chemical Property:

• Melting Point: 146-147°C
• Refractive Index: 1.5800 (estimate)
• Boiling Point: 419.66°C (rough estimate)
• PKA: 9.10±0.10(Predicted)
• Flash Point: 216.7oC
• PSA: 36.42000
• Density: 1,16 g/cm3
• LogP: 5.04430
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 287.142247555
• Heavy Atom Count: 22
• Complexity: 313

Purity/Quality:

97% ^*data from raw suppliers

1,2,3-Triphenylguanidine >97.0%(HPLC)(T) ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC(=NC2=CC=CC=C2)NC3=CC=CC=C3
• Uses: It is employed as a intermediate for organic synthesis. Accelerator for vulcanization of rubber.

Technology Process of 1,2,3-Triphenylguanidine

There total 115 articles about 1,2,3-Triphenylguanidine 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: 87.0%

3-phenylimino-3H-benzimidazo<2,1-c><1,2,4>-dithiazole (72885-89-3) + aniline (62-53-3) → 2,3-dihydrobenzimidazol-2-thione (583-39-1,2080-59-3) + N,N',N''-triphenylguanidine (101-01-9)

Guidance literature:

at 90 ℃; for 1h;

Reference yield: 86.5%

→ N,N',N''-triphenylguanidine (101-01-9)

Guidance literature:

With sulfuric acid; In ethanol; toluene; for 36h; Ambient temperature;

DOI:10.1016/S0022-328X(00)89163-9

Reference yield: 81.0%

N,N-diphenylthiourea (102-08-9) + N-phenyltriphenyliminophosphorane (2325-27-1) → N,N',N''-triphenylguanidine (101-01-9)

Guidance literature:

In benzene; for 24h; Ambient temperature;

upstream raw materials:

piperidine

1,1-diphenylthiourea

pyridine

N,N-diphenylthiourea

Downstream raw materials:

(5-anilino-2,4-diphenyl-2,4-dihydro-[1,2,4]triazol-3-ylidene)-phenyl-amine

N¹,N²,N³,N⁴,N⁵-Pentaphenylbiguanide

carbon dioxide

aniline

Refernces

• 1、 Xu, Ling,Wang, Yu-Chen,Ma, Wangyang,Zhang, Wen-Xiong,Xi, Zhenfeng. "Mechanistic insights into N - N bond cleavage in catalytic guanylation reactions between 1,2-diarylhydrazines and carbodiimides". . p. 12004 - 12009. Retrieved 2014.
• 2、 Klyuev, N. A.,Shurukhin, Yu. V.,Konchits, V. A.,Grandberg, I. I.,Rusinov, V. L.,et al.. "INVESTIGATION OF THE THERMOLYSIS OF 5-METHYL-1-PHENYLTETRAZOLE BY COMBINED DERIVATOGRAPHY AND MASS SPECTROMETRY". . p. 202 - 208. Retrieved 1980.
• 3、 Dangate, Prasad S.,Akamanchi, Krishnacharya G.. "O-Iodoxybenzoic acid mediated oxidative condensation: Synthesis of guanidines using 1,-3-disubstituted thiourea precursors". . p. 6765 - 6767. Retrieved 2013/01/15.
• 4、 Kamalov, R. M.,Khailova, N. A.,Al'fonsov, V. A.,Pudovik, M. A.. "Synthesis and some transformations of (dialkoxy)arylimidophosphinoylformamidines". . p. 37 - 42. Retrieved 2007/10/03.