ChemicalBook > CAS DataBase List > 3,3'-Diaminobenzidine

3,3'-Diaminobenzidine

Product Name
3,3'-Diaminobenzidine
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
Formula Weight
214.27
MOL File
91-95-2.mol
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3,3'-Diaminobenzidine Property

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
form 
tablet
pka
4.39±0.10(Predicted)
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)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H319Causes serious eye irritation

H341Suspected of causing genetic defects

H350May cause cancer

Precautionary statements

P202Do not handle until all safety precautions have been read and understood.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
D4418
Product name
SIGMAFAST™ 3,3′-Diaminobenzidine tablets
Purity
tablet, To prepare 15 mL
Packaging
5sets
Price
$50.7
Updated
2024/03/01
Sigma-Aldrich
Product number
D4293
Product name
SIGMAFAST™ 3,3′-Diaminobenzidine tablets
Purity
tablet, To prepare 5 mL
Packaging
5sets
Price
$30.66
Updated
2024/03/01
Sigma-Aldrich
Product number
D4418
Product name
SIGMAFAST™ 3,3′-Diaminobenzidine tablets
Purity
tablet, To prepare 15 mL
Packaging
50sets
Price
$498
Updated
2024/03/01
Sigma-Aldrich
Product number
D4293
Product name
SIGMAFAST™ 3,3′-Diaminobenzidine tablets
Purity
tablet, To prepare 5 mL
Packaging
50sets
Price
$251
Updated
2024/03/01
Sigma-Aldrich
Product number
D12384
Product name
3,3′-Diaminobenzidine
Purity
99%
Packaging
1g
Price
$41.8
Updated
2024/03/01
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3,3'-Diaminobenzidine Chemical Properties,Usage,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.

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

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',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).

Biochem/physiol Actions

DAB (3,3′-Diaminobenzidine) is utilized in many applications for the visualization of peroxidase activity. In the peroxidase reaction, DAB serves as a hydrogen donor in the presence of peroxide. The oxidized DAB forms an insoluble brown end-product for use in the immunohistological and immunoblotting staining procedures.

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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View Lastest Price from 3,3'-Diaminobenzidine manufacturers

Shaanxi Haibo Biotechnology Co., Ltd
Product
3,3'-Diaminobenzidine 91-95-2
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000ton
Release date
2023-09-01
Kindchem(Nanjing)Co.,Ltd
Product
3,3’-diaminobenzidene 91-95-2
Price
US $0.00-0.00/kg
Min. Order
0.1kg
Purity
0.98
Supply Ability
500kg
Release date
2023-09-26
WUHAN FORTUNA CHEMICAL CO., LTD
Product
3,3'-Diaminobenzidine 91-95-2
Price
US $0.00-0.00/Kg/Drum
Min. Order
1KG
Purity
97%min
Supply Ability
500KGS
Release date
2021-06-04

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