2-Phenylbenzimidazole-5-sulfonic acid CAS#: 27503-81-7; ChemWhat Code: 50456
Identification
| Product Name | 2-Phenylbenzimidazole-5-sulfonic acid |
| IUPAC Name | 2-phenyl-3H-benzimidazole-5-sulfonic acid |
| Molecular Structure |  |
| CAS Registry Number | 27503-81-7 |
| EINECS Number | No data available |
| MDL Number | MFCD00053007 |
| Beilstein Registry Number | No data available |
| Synonyms | 2-phenyl-1H-benzimidazole-5-sulfonic acid2-Phenylbenzimidazole-5-sulfonic acidensulizole |
| Molecular Formula | C13H10N2O3S |
| Molecular Weight | 274.295 |
| InChI | InChI=1S/C13H10N2O3S/c16-19(17,18)10-6-7-11-12(8-10)15-13(14-11)9-4-2-1-3-5-9/h1-8H,(H,14,15)(H,16,17,18) |
| InChI Key | UVCJGUGAGLDPAA-UHFFFAOYSA-N |
| Canonical SMILES | c1ccc(cc1)c2[nH]c3cc(ccc3n2)S(=O)(=O)O |
| Patent Information | ||
| Patent ID | Title | Publication Date |
| US2015/64224 | Use of Certain Water-Insoluble Porous Polymeric Particles in Spherical Form as SPF Boosters | 2015 |
| US2003/129152 | STABLE/IMPROVEDLY SELF-TANNING COMPOSITIONS COMPRISING AMINO-SUBSTITUTED 2-HYDROXYBENZOPHENONE COMPOUNDS | 2003 |
Physical Data
| Appearance | White powder |
| Solubility | No data available |
| Flash Point | No data available |
| Refractive index | No data available |
| Sensitivity | No data available |
| Melting Point, °C |
| 410 |
| Boiling Point, °C |
| 251 |
| 250 – 252 |
| Density, g·cm-3 | Type (Density) |
| 22.84 | crystallographic |
Spectra
| Description (NMR Spectroscopy) | Nucleus (NMR Spectroscopy) | Solvents (NMR Spectroscopy) |
| Chemical shifts | 1H | dimethylsulfoxide-d6 |
| Chemical shifts | 13C | dimethylsulfoxide-d6 |
| Description (IR Spectroscopy) | Solvent (IR Spectroscopy) |
| Bands, Spectrum | potassium bromide |
| Bands, Spectrum | |
| Mid IR (MIR), Bands | potassium bromide |
| Description (Mass Spectrometry) |
| high resolution mass spectrometry (HRMS), liquid chromatography mass spectrometry (LCMS), spectrum |
| Spectrum |
| Description (UV/VIS Spectroscopy) | Solvent (UV/VIS Spectroscopy) | Absorption Maxima (UV/VIS), nm | Ext./Abs. Coefficient, l·mol-1cm-1 |
| Spectrum | ethanol | ||
| Spectrum | methanol, dimethyl sulfoxide | ||
| Spectrum | neat (no solvent, solid phase) | ||
| Spectrum | 302 | 25000 | |
| aq. phosphate buffer | 302.5 |
Route of Synthesis (ROS)
| Conditions | Yield |
| With sulfuric acid at 40 – 85℃; Reagent/catalyst; Temperature; | 98.7% |
| With chlorosulfonic acid; sulfuric acid In 1,2-dichloro-ethane at 76℃; for 6h; Concentration; Temperature; Solvent; | 88% |
| With chlorosulfonic acid; sulfuric acid In 1,2-dichloro-ethane at 76℃; for 6h; Temperature; | 88% |
Safety and Hazards
| Pictogram(s) |  |
| Signal | Warning |
| GHS Hazard Statements | H315 (14%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (14%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] Information may vary between notifications depending on impurities, additives, and other factors. |
| Precautionary Statement Codes | P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (The corresponding statement to each P-code can be found at the GHS Classification page.) |
Other Data
| Transportation | NONH for all modes of transport |
| Under the room temperature and away from light | |
| HS Code | No data available |
| Storage | Under the room temperature and away from light |
| Shelf Life | 2 years |
| Market Price | USD |
| Druglikeness | |
| Lipinski rules component | |
| Molecular Weight | 274.3 |
| logP | 1.864 |
| HBA | 5 |
| HBD | 2 |
| Matching Lipinski Rules | 4 |
| Veber rules component | |
| Polar Surface Area (PSA) | 91.43 |
| Rotatable Bond (RotB) | 2 |
| Matching Veber Rules | 2 |
| Use Pattern |
| 2-Phenylbenzimidazole-5-sulfonic acid(Tinosorb S) is a water-soluble sunscreen ingredient, a sulfonated UV absorber, which is characterized by strong UVB absorption and partial UVA absorption. As a water-soluble UV-B absorber, adding to the water phase can increase the SPF value. |
| Cosmetics/dental/toilet |
| preventing decreased refatting by sebaceous glands |
| preventing development of wrinkles |
| preventing inflammatory skin conditions |
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Approved Manufacturers | |
| Warshel Chemical Ltd | http://www.warshel.com/ |
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Other Suppliers | |
| Watson International Limited | Visit Watson Official Website |
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