Biphenyl-3,3',4,4'-tetrayltetramin
3,3'-Diaminobenzidine
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Grundinformationen
- CAS
91-95-2- Standard-SMILES
Nc1ccc(-c2ccc(N)c(N)c2)cc1N- InChIKey
HSTOKWSFWGCZMH-UHFFFAOYSA-N- Summenformel
- C12H14N4
- Durchschnittliche Molmasse
- 214,27 g/mol
- Monoisotopische Masse
- 214,12184646
Überblick
3,3'-diaminobenzidine is a member of the class of biphenyls that is benzidine in which one of the hydrogens ortho to each of the amino groups has been replaced by an amino group. It has a role as a histological dye. It is a member of biphenyls and a substituted aniline.
Namen und Bezeichner
- Bevorzugter Name
- 3,3'-Diaminobenzidine
- IUPAC
- 4-(3,4-diaminophenyl)benzene-1,2-diamine
- Lokaler Name
- Biphenyl-3,3',4,4'-tetrayltetramin
- Englischer Name
- 3,3'-Diaminobenzidine
- Summenformel
- C12H14N4
- Molmasse
- 214.27
Namen und Synonyme
3,3'-Diaminobenzidine91-95-23,3-DIAMINOBENZIDINE3,3',4,4'-Tetraaminobiphenyl3,3',4,4'-Biphenyltetramine3,3',4,4'-Tetraaminodiphenyl3,3',4,4'-Diphenyltetramine3,3',4,4'-Tetraminobiphenyl[1,1'-Biphenyl]-3,3',4,4'-tetramineBiphenyl-3,3',4,4'-tetrayltetraamine(1,1'-Biphenyl)-3,3',4,4'-tetramineDTXSID2036827
Weitere Namen anzeigen
DABDIAMINOBENZIDINE[1,1'-biphenyl]-3,3',4,4'-tetraaMineTETRAAMINOBIPHENYL3,3'DAB BUFFERJACS-91-95-2TIMTEC-BB SBB0084273'-DiaMinobenzidine3,3'-Diaminobenzidin
2RV4T6KHQIDiaminobenzidine, 3,3NSC-76152DTXCID0016827CHEBI:909943,3 Diaminobenzidine3,3' diaminobenzidineDiaminobenzidine, 3,3'
Eigenschaften
Berechnete StruktureigenschaftenWird ergänzt
- XLogP
- 0,9
- Polarare Oberfläche (TPSA)
- 104 Ų
- H-Brücken-Donoren
- 4
- H-Brücken-Akzeptoren
- 4
- Frei drehbare Bindungen
- 1
- Schwere Atome
- 16
- Formalladung
- 0
- Komplexität
- 209
Experimentelle und physikochemische Eigenschaften
Chemical ClassesNitrogen Compounds -> Benzidine and Derivatives
LogP0.09
SolubilitySolubility in water: very poor
Flash Point>200 °C
Melting Point176 °C
Physical Description
Dry Powder
Red to brown hygroscopic solid; [ICSC]
RED-TO-BROWN HYGROSCOPIC SOLID IN VARIOUS FORMS.
Autoignition Temperature560 °C
Physikochemische Eigenschaften
- Schmelzpunkt
- 175 · 175-177 °C(lit.)
- Siedepunkt
- 344.41 °C · 344.41°C (rough estimate)
- Dichte
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Danger
H341: Suspected of causing genetic defects [Warning Germ cell mutagenicity]
P203, P280, P318, P405, and P501 (click each P-code to see the statement)
Danger
H341 (100%): Suspected of causing genetic defects [Warning Germ cell mutagenicity]
P203, P280, P318, P405, and P501 (click each P-code to see the statement)
Gefahrenhinweise
Regulatory Information
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)
Biphenyl-3,3',4,4'-Tetrayltetraamine: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Fire HazardsCombustible.
Hazards Summary
Causes muscle weakness, cyanosis, and urine changes in inhalation lethal-dose study of rats; [RTECS] May cause eye irritation; A possible human carcinogen; [ICSC] May cause irritation; Possible teratogen and carcinogen; [Aldrich MSDS] See Benzidine.
Chemical DangersDecomposes on burning. This produces nitrogen oxides. Reacts with strong oxidants.
Hazard Classes and Categories
Muta. 2 (100%)
Carcinogenicity - category 1B
Carc. 1B
Chemie und Industrie
Verwendung und Herstellung
UsesUsed as a reagent; [REPROTOX]
U.S. Production2023: 140,461 lb
Consumer UsesNot Known or Reasonably Ascertainable
Industry UsesNot Known or Reasonably Ascertainable
General Manufacturing Information
Textiles, apparel, and leather manufacturing
[1,1'-Biphenyl]-3,3',4,4'-tetramine: ACTIVE
Anwendungen
Beschreibung3,3'-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.
Verwenden3,3'-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.
Darstellung
synthetische15 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).
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