2,4,5-Triphenylimidazole

Base Information

• Chemical Name: 2,4,5-Triphenylimidazole
• CAS No.: 484-47-9
• Molecular Formula: C21H16 N2
• Molecular Weight: 296.371
• Hs Code.: 29349990
• European Community (EC) Number: 207-606-6
• NSC Number: 95931,62790
• UNII: Q6K46G80ZD
• DSSTox Substance ID: DTXSID3022039
• Nikkaji Number: J1.549K
• Wikidata: Q11762376
• ChEMBL ID: CHEMBL34173
• Mol file: 484-47-9.mol

Synonyms:2,4,5-triphenylimidazole;lophine

Chemical Property of 2,4,5-Triphenylimidazole

Chemical Property:

• Appearance/Colour: OFF-WHITE TO PALE YELLOW POWDER
• Vapor Pressure: 5.83E-10mmHg at 25°C
• Melting Point: 274-278 ºC(lit.)
• Refractive Index: 1.8000 (estimate)
• Boiling Point: 508.6 ºC
• PKA: 11.66±0.10(Predicted)
• Flash Point: 272.6 ºC
• PSA: 28.68000
• Density: 1.153 g/cm3
• LogP: 5.41070
• Storage Temp.: -20°C
• Water Solubility.: Soluble in methanol. Insoluble in water.
• XLogP3: 5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 296.131348519
• Heavy Atom Count: 23
• Complexity: 351

Purity/Quality:

99% ^*data from raw suppliers

2,4,5-Triphenyl-1H-imidazole ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=C(N=C(N2)C3=CC=CC=C3)C4=CC=CC=C4
• Uses: 2,4,5-Triphenylimidazole is used in the synthesis of fluorescent diarylethenes and nanowires of 2,4,5-triphenylimidazole, which finds application as single wire active optical waveguides and optically driven ultraviolet lasers.

Technology Process of 2,4,5-Triphenylimidazole

There total 214 articles about 2,4,5-Triphenylimidazole 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: 42.0%

tetrahydrofuran (109-99-9,24979-97-3,77392-70-2) + neodymium(II) diiodide + water (7732-18-5) + benzonitrile (100-47-0) → tris(tetrahydrofurane)triiodidoneodymium(III) (113316-94-2) + NdI(OH)2(H2O)5 + lophine (484-47-9) + 2,4,6-triphenyl-1,3,5-triazine (493-77-6) + 2,3,5,6-tetraphenylpyrazine (642-04-6)

Guidance literature:

In tetrahydrofuran; conventional Schlenk technique; PhCN added with stirring to NdI2; 5 min;PhCN removed in vac.; THF added; pptd. for 1 h; decanted; solvent remov ed from mother liquor; MeOH added; pptd. (20°C, 20 h); MeOH removed from soln.; pptd. by adding H2O; ppt. after decantation washed with cold THF, dried in vac. (NdI3(thf)3);ppt. after H2O addition sepd. by centrifuging, dried (NdI(OH)2(H2O)5); elem. anal.;

DOI:10.1023/B:RUCB.0000037850.09936.95

Reference yield: 37.0%

1,3-Diphenyl-2-azaallyl-lithium (37019-83-3) + benzonitrile (100-47-0) → lophine (484-47-9) + 2,4,6-triphenyl-1,3,5-triazine (493-77-6)

Guidance literature:

In tetrahydrofuran; 1) -65 deg C, 2 h, 2) r.t., 12 h;

Reference yield: 34.0%

benzonitrile (100-47-0) → lophine (484-47-9) + 2,4,6-triphenyl-1,3,5-triazine (493-77-6)

Guidance literature:

With sodium hydride; In tetrahydrofuran; for 7h; Heating;

DOI:10.1080/00397919708005919

upstream raw materials:

deoxybenzoin oxime

benzoin E-oxime

benzylidenamine

benzoin oxime

Downstream raw materials:

benzoic acid

benzyl alcohol

4-[4-(2,4,5-Triphenylimidazol-1-yl)butyloxy]benzoic acid

1-(7-ethoxycarbonylheptyl)-2,4,5-triphenylimidazole

Refernces

• 1、 Lavabre, D.,Levy, G.,Laplante, J. P.,Micheau, J. C.. "Bistability in an Isothermal Photochemical System. The Triphenylimidazolyl Radical Dimer in a CSTR". . p. 16 - 18. Retrieved 1988.
• 2、 Mori,Ohashi,Maeda. "Crystal structure and photochemical behavior of 2,2,4,6-tetraphenyldihydro-1,3,5-triazine and its inclusion compounds". . p. 3171 - 3176. Retrieved 1989.
• 3、 Snape,Brooke. "-". . p. 208. Retrieved 1899.
• 4、 Testa. "Laser flash photolysis study of triphenylimidazole". . p. 901 - 904. Retrieved 2000.
• 5、 Indalkar, Krishna,Malge, Sanjay S.,Mali, Anil S.,Chaturbhuj, Ganesh U.. "Expeditious and Highly Efficient One-Pot Synthesis of Functionalized Imidazoles Catalyzed by Sulfated Polyborate". . p. 387 - 396. Retrieved 2021/07/26.
• 6、 Bhanage, Bhalchandra M.,Chaurasia, Shivkumar,Gajengi, Aravind L.,Monflier, Eric,Ponchel, Anne,Ternel, Jeremy. "Ultrasound-assisted synthesis of NiO nanoparticles and their catalytic application for the synthesis of trisubstituted imidazoles under solvent free conditions". . . Retrieved 2021/11/12.