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Cas Database |
| Name |
2-Phenylimidazole |
EINECS | 211-581-7 |
| CAS No. | 670-96-2 | Density | 1.141 g/cm3 |
| PSA | 28.68000 | LogP | 2.07670 |
| Solubility | N/A | Melting Point |
142-148 °C(lit.) |
| Formula | C9H8N2 | Boiling Point | 340 °C at 760 mmHg |
| Molecular Weight | 144.176 | Flash Point | 180.4 °C |
| Transport Information | N/A | Appearance | colorless to beige chunks or granular powder |
| Safety | 26-36-36/37 | Risk Codes | 36/37/38-21/22 |
| Molecular Structure |
|
Hazard Symbols |
 Xi,  Xn
|
| Synonyms |
2-phenylimidazole isocyanuric acid adduct;1H-Imidazole, 2-phenyl-;Imidazole, 2-phenyl-;Curezol 2PZ;2-Phenyl-1H-imidazole; |
Article Data | 96 |
2-Phenylimidazole Synthetic route
- 670-96-2
2-Phenylimidazole
| Conditions | Yield |
|---|---|
| With caesium carbonate In tetrahydrofuran; methanol at 22℃; for 0.5h; | 100% |
| With lithium hydroxide; mercaptoacetic acid In N,N-dimethyl-formamide at 20℃; for 2.5h; | 88% |
| With mercaptoacetic acid; lithium hydroxide In N,N-dimethyl-formamide at 20℃; Inert atmosphere; | 88% |
| With formic acid; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 24h; Inert atmosphere; Sealed tube; Irradiation; | 80% |
| With cetyltrimethylammonim bromide; potassium hydroxide In tetrahydrofuran; water for 7h; Reflux; Green chemistry; |
- 670-96-2
2-Phenylimidazole
| Conditions | Yield |
|---|---|
| With dimethylamine borane; potassium carbonate; triphenylphosphine; bis(triphenylphosphine)nickel(II) chloride In acetonitrile at 40℃; for 7h; Product distribution; Further Variations:; Catalysts; reaction times; | 97% |
| Conditions | Yield |
|---|---|
| With barium permanganate In dichloromethane for 24h; Heating; | 96% |
| With potassium permanganate; montmorillonite K-10 In acetonitrile at 20℃; for 1h; | 95% |
| With 1 wt percent Rh0 photodeposited TiO2 nanoparticles In isopropyl alcohol at 20℃; for 48h; Irradiation; Inert atmosphere; Sealed tube; | 94% |
- 670-96-2
2-Phenylimidazole
| Conditions | Yield |
|---|---|
| With dimethylamine borane; caesium carbonate; triphenylphosphine; bis(triphenylphosphine)nickel(II) chloride In acetonitrile at 40℃; | 96% |
- 37734-89-7
1-benzyl-2-phenyl-1H-imidazole
- 670-96-2
2-Phenylimidazole
| Conditions | Yield |
|---|---|
| With potassium tert-butylate; oxygen; dimethyl sulfoxide at 25℃; for 0.25h; | 94% |
| With triethylsilane; palladium 10% on activated carbon In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; | 45% |
| Conditions | Yield |
|---|---|
| With tetrabutylammomium bromide; potassium carbonate In water at 60℃; for 8h; Suzuki coupling; | 92% |
| With potassium carbonate In ethanol; water at 50℃; for 4h; Suzuki-Miyaura coupling reaction; Inert atmosphere; | 90% |
| With tetrabutylammomium bromide; potassium carbonate In water at 60℃; for 6h; Suzuki coupling; | 90% |
| With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 60℃; for 3h; | 68% |
| Conditions | Yield |
|---|---|
| With H6[PMo9V3O40] In acetonitrile at 90℃; for 2h; | 90% |
| Conditions | Yield |
|---|---|
| With tribromide-modified silica-coated magnetic nanoparticles (Fe3O4/SiO2/(CH2)3N+Me3Br3) In neat (no solvent) at 80℃; for 0.25h; Green chemistry; | 90% |
| Conditions | Yield |
|---|---|
| With copper(l) iodide; palladium diacetate In N,N-dimethyl-formamide at 140℃; for 48h; | 89% |
| With copper(l) iodide; magnesium oxide; triphenylphosphine; palladium diacetate In 1,4-dioxane at 150℃; for 12h; | 83% |
| With copper(l) iodide; magnesium oxide; triphenylphosphine; palladium diacetate In 1,4-dioxane at 150℃; for 12h; | 83% |
| Conditions | Yield |
|---|---|
| With palladium diacetate; potassium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In tert-butyl methyl ether at 60℃; for 6h; Suzuki Coupling; | 83% |
2-Phenylimidazole Specification
The IUPAC name of 2-Phenylimidazole is 2-phenyl-1H-imidazole. With the CAS registry number 670-96-2 and EINECS 211-581-7, it is also named as 1H-Imidazole, 2-phenyl-. The product's categories are Industrial / Fine Chemicals; Imidazoles; Imidaxoles; Building Blocks; Heterocyclic Building Blocks. It is colorless to beige chunks or granular powder which should be sealed in the container and stored in the cool and dry place which must be away from oxidant.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.88; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.29; (4)ACD/LogD (pH 7.4): 1.69; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 10.23; (7)ACD/KOC (pH 5.5): 6.41; (8)ACD/KOC (pH 7.4): 162.43; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 17.82 Å2; (13)Index of Refraction: 1.602; (14)Molar Refractivity: 43.36 cm3; (15)Molar Volume: 126.2 cm3; (16)Polarizability: 17.19×10-24 cm3; (17)Surface Tension: 49.1 dyne/cm; (18)Density: 1.141 g/cm3; (19)Flash Point: 180.4 °C; (20)Enthalpy of Vaporization: 56.04 kJ/mol; (21)Boiling Point: 340 °C at 760 mmHg; (22)Vapour Pressure: 0.000174 mmHg at 25°C.
Preparation of 2-Phenylimidazole: It can be obtained by benzene and 2-diazo-2H-imidazole. This reaction needs irradiation. The yield is 65%.
Uses of 2-Phenylimidazole: It can be used as curing agent of epoxy, polyurethane and as intermediate of pharmaceutical, pesticide and dye. What's more, it can react with bromoethane to get 1-ethyl-2-phenyl-1H-imidazole. This reaction needs reagent NaOC2H5 and solvent ethanol by heating. The reaction time is 4 hours. The yield is 66%.
When you are using this chemical, please be cautious about it as the following:
It is not only harmful in contact with skin and if swallowed, but also irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing and gloves.
People can use the following data to convert to the molecule structure.
1. SMILES:n1ccnc1c2ccccc2
2. InChI:InChI=1/C9H8N2/c1-2-4-8(5-3-1)9-10-6-7-11-9/h1-7H,(H,10,11)
3. InChIKey:ZCUJYXPAKHMBAZ-UHFFFAOYAE
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