2,4,5-Triphenylimidazole

HCID 10232CAS 484-47-9

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Basic information

Standard SMILES: c1ccc(-c2nc(-c3ccccc3)c(-c3ccccc3)[nH]2)cc1
InChIKey: RNIPJYFZGXJSDD-UHFFFAOYSA-N
Molecular formula: C21H16N2
Average molar mass: 296.4 g/mol
Monoisotopic mass: 296.13134852

Names & identifiers

Preferred name: 2,4,5-Triphenylimidazole
IUPAC: 2,4,5-triphenyl-1H-imidazole
English name: 2,4,5-Triphenylimidazole
Molecular formula: C21H16N2
Molecular weight: 296.37

Names & synonyms

2,4,5-Triphenylimidazole484-47-9LophineIMIDAZOLE, 2,4,5-TRIPHENYL-Q6K46G80ZDNSC-62790DTXSID3022039RefChem:154070DTXCID702039207-606-62,4,5-Triphenyl-1H-imidazoleLophin

Show more names

Oxaprozin Lophine2,4,5-triphenyl-imidazol2,4,5-triphenyl-1h-imidazol2,4,5-Triphenylimidazole,98%2,4,5-Trisphenyl-1H-imidazole1H-Imidazole,2,4,5-triphenyl-

1H-Imidazole, 2,4,5-triphenyl-2,4,5-Triphenyl-1,3-imidazoleC21H16N2MFCD00005187CHEMBL341732,5-TriphenylimidazoleImidazole,4,5-triphenyl-1H-Imidazole,4,5-triphenyl-

Database identifiers

CAS: 484-47-9
PubChem CID: 10232
DTXSID: DTXSID3022039
ChEMBL: CHEMBL34173
UNII: Q6K46G80ZD
EC Number: 207-606-6
Nikkaji: J1.549K

Properties

Computed structural properties

XLogP: 5
Topological polar surface area: 28.7 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 1
Rotatable bonds: 3
Heavy atoms: 23
Formal charge: 0
Complexity: 351

Physicochemical properties

Melting point: 274 · 274-278 °C (lit.)
Boiling point: 427.96 °C · 427.96°C (rough estimate)
Density: 1.0874 · 1.0874 (rough estimate)
refractive index: 1.8 · 1.8000 (estimate)
storage temp.: Sealed in dry,Room Temperature
pka: 11.66 · 11.66±0.10(Predicted)
form: powder to crystal
color: White to Orange to Green
Water Solubility: Soluble in methanol. Insoluble in water.
λmax: 300 nm · 300nm(EtOH)(lit.)
BRN: 236652 · 236652
InChI: InChI=1S/C21H16N2/c1-4-10-16(11-5-1)19-20(17-12-6-2-7-13-17)23-21(22-19)18-14-8-3-9-15-18/h1-15H,(H,22,23)
InChIKey: RNIPJYFZGXJSDD-UHFFFAOYSA-N
SMILES: C1(C2=CC=CC=C2)NC(C2=CC=CC=C2)=C(C2=CC=CC=C2)N=1
CAS DataBase Reference: 484 · 484-47-9(CAS DataBase Reference)
FDA UNII: 6 K46G80ZD · Q6K46G80ZD
EPA Substance Registry System: 1 H-Imidazole, · 1H-Imidazole, 2,4,5-triphenyl- (484-47-9)
UNSPSC Code: 12352103 · 12352103
Symbol(GHS): 5 · GHS05
Signal word: Danger
Hazard statements: 314 · H314
Precautionary statements: 501 · P501-P260-P264-P280-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P405
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Safety Statements: 22 · 22-24/25
WGK Germany: 3 · 3
RTECS: 8710000 · NI8710000
TSCA: TSCA listed
HS Code: 29349990 · 29349990
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
tsca: TSCA listed
rtecs: NI8710000
hs_code: 29349990
Signal word: Danger
Symbol(GHS): GHS05
safety_code: 22-24/25
Storage Class: 11 - Combustible Solids
Hazard statements: H314
Precautionary statements: P501-P260-P264-P280-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P405

Chemistry & industry

Applications

Uses2,4,5-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.

Preparation methods · 1 item

Preparation2,4,5-triphenylimidazole was synthesized by reaction between ammonia, benzaldehyde and benzoin: Benzoin (1) ( 5 g, 0.023 M) was reacted with benzaldehyde (5 mL, 0.05 mol) (2) in presence of ammonia (3) and refluxed for 4 h and the resulting mixture was cooled, filtered to get 2,4,5-triphenylimidazole (4).Synthesis of 2,4,5-Triphenylimidazoles Novel Mannich Bases as Potential Antiinflammatory and Analgesic AgentsDOI: 10.3923/crc.2012.99.109