1,3,5-Triphenyl-1,3,5-triazinane-2,4,6-trione

Base Information

• Chemical Name: 1,3,5-Triphenyl-1,3,5-triazinane-2,4,6-trione
• CAS No.: 1785-02-0
• Molecular Formula: C21H15N3O3
• Molecular Weight: 357.368
• Hs Code.: 2933699090
• NSC Number: 105886,82068
• DSSTox Substance ID: DTXSID50170489
• Nikkaji Number: J49.150K
• Wikidata: Q63396135
• Mol file: 1785-02-0.mol

Synonyms:1785-02-0;1,3,5-TRIPHENYLISOCYANURATE;Phenyl isocyanurate;1,3,5-Triphenyl-1,3,5-triazinane-2,4,6-trione;Triphenyl isocyanurate;Phenyl isocyanate trimer;1,3,5-Triphenyl isocyanurate;N,N',N''-Triphenyl isocyanurate;NSC 82068;NSC 105886;s-Triazine-2,4,6(1H,3H,5H)-trione, 1,3,5-triphenyl-;1,3,5-Triphenyl-s-triazine-2,4,6(1H,3H,5H)-trione;1,3,5-Triazine-2,4,6(1H,3H,5H)-trione, 1,3,5-triphenyl-;BRN 0333502;1,3,5-Triphenyl-1,3,5-perhydro-triazine-2,4,6-trione;NSC105886;1,5-Triphenyl isocyanurate;N,N''-Triphenyl isocyanurate;WLN: T6NVNVNVJ AR& CR& ER;1,5-Triphenyl-s-triazine-2,4,6(1H,3H,5H)-trione;1,5-Triphenyl-1,3,5-perhydro-triazine-2,4,6-trione;s-Triazine-2,6(1H,3H,5H)-trione, 1,3,5-triphenyl-;1,5-Triazine-2,4,6(1H,3H,5H)-trione, 1,3,5-triphenyl-;NCIOpen2_009245;Oprea1_016799;Phenyl isocyanate cyclic trimer;SCHEMBL1722780;DTXSID50170489;1,3,5-TRIPHENYL-[1,3,5]TRIAZINANE-2,4,6-TRIONE;Triazintrione, 1,3,5-triphenyl-;N,N'-TRIPHENYL ISOCYANURATE;PHENYLISOCYANATE-CYCLICTRIMER;BAA78502;N,N''-TRIPHENYL ISOCYNURATE;NSC82068;MFCD00367460;NSC-82068;STK366530;AKOS005443080;NSC-105886;SB73356;1,3,5-Triphenyl-2,4,6-triazinetrione;AS-38560;LS-155589;1,3,5-Triphenyl-s-triazine-2,4,6-trione;CS-0171400;1,3,5-Triphenyl-1,3,5-triazine-2,4,6-trione;A919925;s-Triazine-2,4,6(1H,3H,5H)-trione, triphenyl-;1,3,5-Triphenyl-1,3,5-triazinane-2,4,6-trione #;Q63396135;1,3,5-Triphenyl-perhydro-1,3,5-triazine-2,4,6-trione;1,3,5-Triphenyl-1,3,5-triazine-2,4,6(1H,3H,5H)-trione

Chemical Property of 1,3,5-Triphenyl-1,3,5-triazinane-2,4,6-trione

Chemical Property:

• Vapor Pressure: 1.02E-10mmHg at 25°C
• Melting Point: 275 °C
• Refractive Index: 1.6300 (estimate)
• Boiling Point: 515°Cat760mmHg
• PKA: -0.67±0.20(Predicted)
• Flash Point: 229.1°C
• PSA: 66.00000
• Density: 1.365g/cm³
• LogP: 2.13930
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 357.11134135
• Heavy Atom Count: 27
• Complexity: 470

Purity/Quality:

99%min ^*data from raw suppliers

1,3,5-Triphenyl-1,3,5-triazinane-2,4,6-trione 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N2C(=O)N(C(=O)N(C2=O)C3=CC=CC=C3)C4=CC=CC=C4

Technology Process of 1,3,5-Triphenyl-1,3,5-triazinane-2,4,6-trione

There total 61 articles about 1,3,5-Triphenyl-1,3,5-triazinane-2,4,6-trione 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: 100.0%

phenyl isocyanate (103-71-9) → triphenyl isocyanurate (1785-02-0)

Guidance literature:

With triethylamine; In dichloromethane; at 70 ℃; for 20h; under 6000480 Torr;

DOI:10.1246/bcsj.63.3486

Reference yield: 92.0%

dimesityl-di(t-butylimido)molybdenum(VI) (116881-11-9) + phenyl isocyanate (103-71-9) → t-butyl-mesitylamine + 2,4,6-trimethyl-N-phenylbenzamide (5215-40-7) + triphenyl isocyanurate (1785-02-0)

Guidance literature:

In not given; under oxygen-free N2, cooling at -30°C, PhNCO added, warmed slowly to room temperature, stirred 5 h;

DOI:10.1016/S0277-5387(00)80213-2

Reference yield: 90.0%

3,5-bis(N,N-dimethylaminopropyl)-1,3,5-tetrahydro-oxadiazine + phenyl isocyanate (103-71-9) + 1,3,5-tris(N,N-dimethylaminopropyl)-hexahydro-s-triazine (15875-13-5) → triphenyl isocyanurate (1785-02-0)

Guidance literature:

In 1,2-dichloro-benzene;

upstream raw materials:

4-methyl-morpholine

ethanol

phenyl isocyanate

diethyl ether

Downstream raw materials:

5-phenoxymethyl-3-phenyloxazolidin-2-one

1,3,5-tris(4-nitrophenyl)-1,3,5-triazinane-2,4,6-trione

aniline

mer-trichlorotris(trimethylphosphine)technetium(III)*triphenyl isocyanurate

Refernces

• 1、 Yilmaz, ülkü,Kü?ükbay, Hasan. "The catalytic effects of in situ prepared N-heterocyclic carbenes from benzimidazole salts in Suzuki–Miyaura cross-coupling reaction and uses in catalytic preparation of 1,3,5-triphenyl-1,3,5-triazinane-2,4,6-trione from phenyl isocyanate". . p. 1706 - 1719. Retrieved 2018.
• 2、 Barman, Milan Kr,Baishya, Ashim,Peddarao, Thota,Nembenna, Sharanappa. "Guanidinate stabilized germanium(II) and tin(II) amide complexes and their catalytic activity for aryl isocyanate cyclization". . p. 265 - 270. Retrieved 2014.
• 3、 Mariyatra, M. Baby,Panchanatheswaran, Krishnaswamy,Low, John N.,Glidewell, Christopher. "Orthorhombic and monoclinic polymorphs of 1,3,5-triphenylperhydro-1,3,5-triazine-2,4,6-trione at 120 K: Chains and sheets formed by c - h...π(arene) hydrogen bonds". . p. o682-o685. Retrieved 2004.
• 4、 Wakeshima et al.. "-". . p. 1069. Retrieved 1975.
• 5、 Bailey,Mc Pherson. "-". . p. 1338. Retrieved 1917.
• 6、 Ito, Takashi,Tokunaga, Tadayuki,Minato, Makoto,Nakamura, Takashi. "Preparation, Characterization, and X-Ray Structure Studies of Tertiary Phosphine Coordinated Molybdenocene". . p. 1893 - 1896. Retrieved 1991.
• 7、 Mehrotra et al.. "-". . p. 1887. Retrieved 1974.
• 8、 Bai, Yuna,Chan, Yi-Chen,Chen, Hsing-Yin,Chen, Hsuan-Ying,Chen, Wen-Ching,Li, Chen-Yu,Ong, Tiow-Gan,Tseng, Mei-Chun,Wu, Ying-Yann,Yap, Glenn P. A.,Zhao, Lili. "Synergistic Catalysis by Br?nsted Acid/Carbodicarbene Mimicking Frustrated Lewis Pair-Like Reactivity". supporting information. p. 19949 - 19956. Retrieved 2021/08/03.
• 9、 Bahili, Mohammed A.,Stokes, Emily C.,Amesbury, Robert C.,Ould, Darren M. C.,Christo, Bashar,Horne, Rhian J.,Kariuki, Benson M.,Stewart, Jack A.,Taylor, Rebekah L.,Williams, P. Andrew,Jones, Matthew D.,Harris, Kenneth D. M.,Ward, Benjamin D.. "Aluminium-catalysed isocyanate trimerization, enhanced by exploiting a dynamic coordination sphere". supporting information. p. 7679 - 7682. Retrieved 2019/07/08.