3,3'-Diaminobenzidine (HCID 7071)

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member of the class of biphenyls that is benzidine in which one of the hydrogens ortho to each of the amino groups has been replaced by an amino group.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'-tetramine(1,1'-Biphenyl)-3,3',4,4'-tetramineDTXSID2036827Biphenyl-3,3',4,4'-tetrayltetraamine

Weitere Namen anzeigen

DABDIAMINOBENZIDINE[1,1'-biphenyl]-3,3',4,4'-tetraaMineTETRAAMINOBIPHENYL3,3'DAB BUFFERJACS-91-95-2TIMTEC-BB SBB0084273'-DiaMinobenzidine3,3'-Diaminobenzidin

2RV4T6KHQINSC-76152DTXCID0016827CHEBI:909943,3 Diaminobenzidine3,3' diaminobenzidineDiaminobenzidine, 3,3Diaminobenzidine, 3,3'

Datenbank-Bezeichner

CAS: 91-95-2
PubChem CID: 7071
DTXSID: DTXSID2036827
ChEMBL: CHEMBL1396955
ChEBI: CHEBI:90994
UNII: 2RV4T6KHQI
EC Number: 202-110-6
Nikkaji: J3.927F

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 0,9
Polarare Oberfläche (TPSA): 104 Å²
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 · 3 Einträge

Dry Powder

Red to brown hygroscopic solid; [ICSC]

RED-TO-BROWN HYGROSCOPIC SOLID IN VARIOUS FORMS.

Physikochemische Eigenschaften

Schmelzpunkt: 175 · 175-177 °C(lit.)
Siedepunkt: 344.41 °C · 344.41°C (rough estimate)
Dichte: 1.1726 · 1.1726 (rough estimate)
Brechungsindex: 1.5 · 1.5000 (estimate)
Flammpunkt: 12 °C · 12 °C
storage temp.: room temp
Löslichkeit: 0.55 g/l · 0.55g/l
Aggregatzustand: tablet
pka: 4.39 · 4.39±0.10(Predicted)
Farbe: Crystals from MeOH
PH: 7 · 7 (1g/l, H2O, 20℃)
Wasserlöslichkeit: 0.55 g/L · 0.55 g/L (20 ºC)
BRN: 1212988 · 1212988
Stabilität: Moisture and light sensitive. Incompatible with strong oxidizing agents.
Major Application: 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 · 91-95-2(CAS DataBase Reference)
NIST chemische Informationen: 3 · 3,3'-Diaminobenzidine(91-95-2)
EPA chemische Informationen: 3 · 3,3'-Diaminobenzidine (91-95-2)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

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 · 2 Einträge

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)

Fire HazardsCombustible.

Hazards Summary · 1 Eintrag

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 · 3 Einträge

Muta. 2 (100%)

Carcinogenicity - category 1B

Carc. 1B

Sicherheit und Schutzausrüstung

Fire FightingUse water spray, powder, alcohol-resistant foam, carbon dioxide.

First Aid Measures · 4 Einträge

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 .

Safe StorageDry. Well closed. Separated from food and feedstuffs and strong oxidants. Store in an area without drain or sewer access.

Spillage Disposal · 1 Eintrag

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 PreventionWear safety spectacles.

Fire PreventionNO open flames.

Toxikologische Informationen

Exposure RoutesThe substance can be absorbed into the body in hazardous amounts by inhalation of its aerosol and by ingestion.

Signs and SymptomsRedness.

ICSC Environmental DataEnvironmental effects from the substance have not been investigated adequately.

Toxicity DataLCLo (rat) = 260 mg/m3/4hr

Sicherheitsdaten

F: 8-10-23
wgk: 1
tsca: TSCA listed
ridadr: UN 3316 9
hs_code: 29214200
RTECS-Nr.: DV8750000
risk_code: 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
hazard_code: Xn,T,F,O
safety_code: 26-36/37-45-36/37/39-22-53-16
Speicherklasse: 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications: Acute Tox. 4 OralCarc. 1BEye Irrit. 2Muta. 2

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 · 2 Einträge

Textiles, apparel, and leather manufacturing

[1,1'-Biphenyl]-3,3',4,4'-tetramine: ACTIVE

Anwendungen · 2 Einträge

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 · 1 Eintrag

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).

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

Benzidin

Anbieter50 Anbieter

国药集团化学试剂有限公司86-21-63210123 · [email protected]

杭州创引化工科技有限公司0571-87086220 13516718938 · [email protected]

北京华美互利生物化工010-56205725 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: 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.