Biphenyl-3,3',4,4'-tetrayltetramin
DAB · DIAMINOBENZIDINE · [1,1'-biphenyl]-3,3',4,4'-tetraaMine · TETRAAMINOBIPHENYL · 3,3' · DAB BUFFER · JACS-91-95-2 · TIMTEC-BB SBB008427
Identifikatoren & physikalische Daten
| CAS No. | 91-95-2 |
|---|---|
| Summenformel | C12H14N4 |
| Durchschnittliche Molmasse | 214,27 g/mol |
| Monoisotopische Masse | 214,12184645 g/mol |
| SMILES | Nc1ccc(-c2ccc(N)c(N)c2)cc1N |
| InChIKey | HSTOKWSFWGCZMH-UHFFFAOYSA-N |
| PubChem CID | 7071 |
| ChEMBL | CHEMBL1396955 |
| ChEBI | CHEBI:90994 |
| EC No. | 202-110-6 |
| DTXSID | DTXSID2036827 |
| Lokaler Name | Biphenyl-3,3',4,4'-tetrayltetramin |
Chemische & physikalische Eigenschaften
| XLogP | 0,9 |
|---|---|
| Polarare Oberfläche (TPSA) | 104 |
| H-Brücken-Donoren | 4 |
| H-Brücken-Akzeptoren | 4 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 16 |
| Formalladung | 0 |
| Komplexität | 209 |
| Stoffklassen | Nitrogen Compounds -> Benzidine and Derivatives |
| LogP (Verteilungskoeffizient) | 0.09 |
| Löslichkeit | Solubility in water: very poor0.55g/l0.55 g/L (20 ºC) |
| Flammpunkt | >200 °C12 °C |
| Schmelzpunkt | 176 °C175-177 °C(lit.) |
| Physical Description | Dry PowderRed to brown hygroscopic solid[ICSC]RED-TO-BROWN HYGROSCOPIC SOLID IN VARIOUS FORMS. |
| Selbstentzündungstemperatur | 560 °C |
| Siedepunkt | 344.41°C (rough estimate) |
| Dichte | 1.1726 (rough estimate) |
| Brechungsindex | 1.5000 (estimate) |
| Lagerbedingungen | room temp |
| Aggregatzustand | tablet |
| pKa (Säurekonstante) | 4.39±0.10(Predicted) |
| Farbe | Crystals from MeOH |
| pH | 7 (1g/l, H2O, 20℃) |
| BRN | 1212988 |
| Stabilität | Moisture and light sensitive. Incompatible with strong oxidizing agents. |
| Hauptanwendungen | diagnostic assay manufacturinghematologyhistology |
| InChI | 1S/C12H14N4/c13-9-3-1-7(5-11(9)15)8-2-4-10(14)12(16)6-8/h1-6H,13-16H2 |
| InChIKey | HSTOKWSFWGCZMH-UHFFFAOYSA-N |
| SMILES | NC1=C(N)C=CC(C2=CC(N)=C(N)C=C2)=C1 |
| CAS Datenbank | 91-95-2(CAS DataBase Reference) |
| NIST chemische Informationen | 3,3'-Diaminobenzidine(91-95-2) |
| EPA chemische Informationen | 3,3'-Diaminobenzidine (91-95-2) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH341: Suspected of causing genetic defects [Warning Germ cell mutagenicity]P203, P280, P318, P405, and P501 (click each P-code to see the statement)H341 (100%): Suspected of causing genetic defects [Warning Germ cell mutagenicity] |
|---|---|
| Regulatorische Informationen | Hazard Traits - Carcinogenicity[1,1'-Biphenyl]-3,3',4,4'-tetramine is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of [1,1'-Biphenyl]-3,3',4,4'-tetramine are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711) |
| Brandgefahren | Combustible. |
| Gefahrenübersicht | Causes muscle weakness, cyanosis, and urine changes in inhalation lethal-dose study of rats[RTECS] May cause eye irritationA possible human carcinogen[ICSC] May cause irritationPossible teratogen and carcinogen[Aldrich MSDS] See Benzidine. |
| Chemical Dangers | Decomposes on burning. This produces nitrogen oxides. Reacts with strong oxidants. |
| Hazard Classes and Categories | Muta. 2 (100%)Carcinogenicity - category 1BCarc. 1B |
| Brandbekämpfung | Use water spray, powder, alcohol-resistant foam, carbon dioxide. |
| Erste-Hilfe-Maßnahmen | Fresh air, rest.Remove contaminated clothes. Rinse and then wash skin with water and soap.Rinse with plenty of water for several minutes (remove contact lenses if easily possible).Rinse mouth. Give one or two glasses of water to drink. Refer for medical attention . |
| Sichere Lagerung | Dry. Well closed. Separated from food and feedstuffs and strong oxidants. Store in an area without drain or sewer access. |
| Verschüttetes entsorgen | Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. |
| Eye Prevention | Wear safety spectacles. |
| Fire Prevention | NO open flames. |
| Inhalation Risk | A harmful concentration of airborne particles can be reached quickly. |
| Skin Prevention | Protective gloves. Protective clothing. |
| Exposure Prevention | AVOID ALL CONTACT! |
| Ingestion Prevention | Do not eat, drink, or smoke during work. Wash hands before eating. |
| Inhalation Prevention | Use closed system or ventilation. |
| Effects of Long Term Exposure | This substance is possibly carcinogenic to humans. |
| Expositionspfade | The substance can be absorbed into the body in hazardous amounts by inhalation of its aerosol and by ingestion. |
| Signs and Symptoms | Redness. |
| ICSC Environmental Data | Environmental effects from the substance have not been investigated adequately. |
| Toxicity Data | LCLo (rat) = 260 mg/m3/4hr |
| F | 8-10-23 |
| Wassergefährdungsklasse (WGK) | 1 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 3316 9 |
| Zollcode | 29214200 |
| RTECS-Nr. | DV8750000 |
| R-Sätze (R) | 36/37/38-40-22-20/21/22-68-45-67-37-34-11-8 |
| Toxizität | LDLo orl-rat: 3000 mg/kg CNREA8 26,619,66 |
| Gefahrensymbole | Xn,T,F,O |
| Sicherheitshinweise (S) | 26-36/37-45-36/37/39-22-53-16 |
| Lagerklasse | 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects |
| Gefahrenklasse | Acute Tox. 4 OralCarc. 1BEye Irrit. 2Muta. 2 |
Anwendungen & Verwendung
Beschreibung
3,3'-Diaminobenzidine (DAB) is a precursor to polybenzimidazole. DAB is frequently used in the immunohistochemical staining of nucleic acids and proteins. It can also be used to detect fingerprints in blood because that it can be oxidized by hydrogen peroxide in the presence of hemoglobin to give a dark-brown color.
Verwenden
3,3'-Diaminobenzidine is used as peroxidase substrate and a reagent for spectrophotometric determination of selenium. DAB is used for the immunohistochemical staining of nucleic acids and proteins. As a dark brown dye, was used as an antibody-specific stain to identify the paired antibodies in breast tissue. It may be used for the synthesis of a useful, linear, Schiff-base coordination polymer.
Herstellung & Synthese
synthetische
15 kg of 98.5% pure 3,3'-dinitro-4,4'-diaminobiphenyl tide product and 45 kg of methanol,0.075 kg of palladium carbon is mixed, and hydrogen gas of 0.85-0.9 MPa is introduced at 55-60 ° C, and stirred for 3 hours.At the end of the reaction, the catalyst was recovered, methanol was recovered, 30 kg of water was added, and the mixture was centrifuged and dried to obtain 9.3 kg of 3,3'-Diaminobenzidine having a purity of 99.3%.The yield was 90.6% (based on 3,3'-dinitro-4,4'-diacetylaminobiphenyl).