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3,3'-Diaminobenzidine

3,3'-Diaminobenzidine  Structure
CAS No.
91-95-2
Chemical Name:
3,3'-Diaminobenzidine
Synonyms
DAB;DIAMINOBENZIDINE;[1,1'-biphenyl]-3,3',4,4'-tetraaMine;3,3';DAB BUFFER;JACS-91-95-2;TETRAAMINOBIPHENYL;TIMTEC-BB SBB008427;3'-DiaMinobenzidine;3,3'-Diaminobenzidin
CBNumber:
CB0366173
Molecular Formula:
C12H14N4
Molecular Weight:
214.27
MOL File:
91-95-2.mol
MSDS File:
SDS
Modify Date:
2024/5/30 16:33:02

3,3'-Diaminobenzidine Properties

Melting point 175-177 °C(lit.)
Boiling point 344.41°C (rough estimate)
Density 1.1726 (rough estimate)
refractive index 1.5000 (estimate)
Flash point 12 °C
storage temp. room temp
solubility 0.55g/l
pka 4.39±0.10(Predicted)
form tablet
color Crystals from MeOH
PH 7 (1g/l, H2O, 20℃)
Water Solubility 0.55 g/L (20 ºC)
Sensitive Light Sensitive
BRN 1212988
Stability Moisture and light sensitive. Incompatible with strong oxidizing agents.
InChIKey HSTOKWSFWGCZMH-UHFFFAOYSA-N
CAS DataBase Reference 91-95-2(CAS DataBase Reference)
NIST Chemistry Reference 3,3'-Diaminobenzidine(91-95-2)
EPA Substance Registry System 3,3'-Diaminobenzidine (91-95-2)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS08
Signal word  Danger
Hazard statements  H302-H319-H341-H350
Precautionary statements  P202-P264-P270-P301+P312-P305+P351+P338-P308+P313
Hazard Codes  Xn,T,F,O
Risk Statements  36/37/38-40-22-20/21/22-68-45-67-37-34-11-8
Safety Statements  26-36/37-45-36/37/39-22-53-16
RIDADR  UN 3316 9
WGK Germany  1
RTECS  DV8750000
8-10-23
TSCA  Yes
HS Code  29214200
Toxicity LDLo orl-rat: 3000 mg/kg CNREA8 26,619,66
NFPA 704
1
2 1

3,3'-Diaminobenzidine price More Price(26)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) D8001 3,3′-Diaminobenzidine ≥97% (HPLC) 91-95-2 1G ₹3994.43 2022-06-14 Buy
Sigma-Aldrich(India) D8001 3,3′-Diaminobenzidine ≥97% (HPLC) 91-95-2 5G ₹8421.85 2022-06-14 Buy
Sigma-Aldrich(India) D8001 3,3′-Diaminobenzidine ≥97% (HPLC) 91-95-2 10G ₹15133.35 2022-06-14 Buy
Sigma-Aldrich(India) D8001 3,3′-Diaminobenzidine ≥97% (HPLC) 91-95-2 25G ₹34109.58 2022-06-14 Buy
Sigma-Aldrich(India) D4418 SIGMAFAST™ 3,3′-Diaminobenzidine tablets tablet, To prepare 15 mL 91-95-2 5SETS ₹4867.8 2022-06-14 Buy
Product number Packaging Price Buy
D8001 1G ₹3994.43 Buy
D8001 5G ₹8421.85 Buy
D8001 10G ₹15133.35 Buy
D8001 25G ₹34109.58 Buy
D4418 5SETS ₹4867.8 Buy

3,3'-Diaminobenzidine Chemical Properties,Uses,Production

Description

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.

Chemical Properties

Off-white to brown solid.

Uses

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.

Definition

ChEBI: 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.

Application

3,3'-Diaminobenzidine is used for preparation of high-strength material such as nucleic acid stain and resistance high-temperature polymers such as bullet-proof vests.?

Synthesis

3,3'-Diaminobenzidine can be synthesized by treating 3, 3'-dichlorobenzidine with ammonia in the presence of copper catalyst at high temperature and pressure.

Application

3,3',4,4' -Tetraaminodiphenyl (3,3'-Diaminobenzidine) is suitable for the production of fibers based on polybenzimidazole. These fibers are resistant to high temperature and to chemicals. Fabrics made from them do not burn, do not melt in contact with a flame, and do not become hard when carbonized. They are suitable for the production of protective clothing and flue–gas filters and as substitutes for asbestos.

Preparation

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).

Safety Profile

Suspected carcinogen withexperimental tumorigenic data. Moderately toxic byingestion. Mutation data reported. When heated todecomposition it emits toxic fumes of NOx.

References

3,3′-Diaminobenzidine staining interferes with PCR-based DNA analysis
DOI:10.1038/s41598-018-19745-9
Transition metal complexes of novel binuclear Schiff base derived from 3,3′-diaminobenzidine: synthesis, characterization, thermal behavior, DFT, antimicrobial and molecular docking studies
DOI:10.1080/00958972.2020.1752372
3, 3′-Diaminobenzidine with dual o-phenylenediamine groups: two in one enables visual colorimetric detection of nitric oxide
DOI:10.1007/s00216-020-02482-2
A new sensitive colorimetric assay for peroxidase using 3,3'-diaminobenzidine as hydrogen donor.
DOI:10.1016/0003-2697(73)90144-9

3,3'-Diaminobenzidine Preparation Products And Raw materials

Raw materials

Preparation Products

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