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Tetramethylbenzidine

Tetramethylbenzidine Structure
CAS No.
54827-17-7
Chemical Name:
Tetramethylbenzidine
Synonyms
TMB;Tmbz;TMB SUBSTRATE;Tetramethylbenzidine (TMB);3,3,5,5-TETRAMETHYLBENZIDINE, STANDARD F OR GC;4-(4-Amino-3,5-dimethylphenyl)-2,6-dimethylaniline;TMB/M;TMB-E;TMB/H;TMB-B
CBNumber:
CB6682185
Molecular Formula:
C16H20N2
Molecular Weight:
240.34
MOL File:
54827-17-7.mol
MSDS File:
SDS
Modify Date:
2024/7/29 15:17:36

Tetramethylbenzidine Properties

Melting point 168-171 °C(lit.)
Boiling point 100 °C
Density 1
refractive index 1.5519 (estimate)
storage temp. 2-8°C
solubility Slightly soluble. <0.1 g/100 mL at 20°C.
pka 4.49±0.10(Predicted)
form tablet
color Cream
Water Solubility Slightly soluble. <0.1 g/100 mL at 20 ºC
Sensitive Light Sensitive
BRN 2808541
Stability Stable, but moisture sensitive and may be light sensitive. Incompatible with water, strong oxidizing agents.
CAS DataBase Reference 54827-17-7(CAS DataBase Reference)
EPA Substance Registry System 3,3',5,5'-Tetramethylbenzidine (54827-17-7)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS08,GHS02
Signal word  Warning
Hazard statements  H302-H315-H319-H335-H225-H312-H332-H370
Precautionary statements  P210-P280-P303+P361+P353-P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P260-P280h-P308+P311a
Hazard Codes  Xi,Xn
Risk Statements  36/38-36/37/38-22-41
Safety Statements  26-36-36/37-39
RIDADR  UN 2796 8/PG 2
WGK Germany  3
RTECS  DV2300000
8-10
TSCA  Yes
HazardClass  6.1
HS Code  29215990
NFPA 704
1
2 1

Tetramethylbenzidine price More Price(48)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) T2885 3,3′,5,5′-Tetramethylbenzidine ≥98% (TLC) 54827-17-7 100MG ₹3377.4 2022-06-14 Buy
Sigma-Aldrich(India) T5525 3,3′,5,5′-Tetramethylbenzidine tablet, 1 mg substrate per tablet 54827-17-7 50TABLETS ₹18114.6 2022-06-14 Buy
Sigma-Aldrich(India) T2885 3,3′,5,5′-Tetramethylbenzidine ≥98% (TLC) 54827-17-7 1G ₹4351.65 2022-06-14 Buy
Sigma-Aldrich(India) T5525 3,3′,5,5′-Tetramethylbenzidine tablet, 1 mg substrate per tablet 54827-17-7 100TABLETS ₹28209.3 2022-06-14 Buy
Sigma-Aldrich(India) T2885 3,3′,5,5′-Tetramethylbenzidine ≥98% (TLC) 54827-17-7 5G ₹14949.33 2022-06-14 Buy
Product number Packaging Price Buy
T2885 100MG ₹3377.4 Buy
T5525 50TABLETS ₹18114.6 Buy
T2885 1G ₹4351.65 Buy
T5525 100TABLETS ₹28209.3 Buy
T2885 5G ₹14949.33 Buy

Tetramethylbenzidine Chemical Properties,Uses,Production

Description

Tetramethylbenzidine(TMB) is a chromogenic substrate used in staining procedures in immunohistochemistry as well as being a visualising reagent used in enzyme-linked immunosorbent assays (ELISA). It is a white solid that forms a pale blue-green liquid in solution with ethyl acetate. TMB is degraded by sunlight and by fluorescent lights. It is a soluble chromogen substrate for horseradish peroxidase detection systems. Tetramethylbenzidine is recommended for ELISA procedures.

Chemical Properties

Tetramethylbenzidine is a white or light yellow solid, odorless, tasteless, insoluble in water, easily soluble in acetone, ether, dimethyl sulfoxide, dimethylformamide and other organic solvents. It forms a pale blue-green liquid in solution with ethyl acetate. TMB is degraded by sunlight and by fluorescent lights.

Preparation

The synthesis of 3,3',5,5'-Tetramethylbenzidine involved using 2,6-dimethylaniline as the raw material. The process included activation, oxidative coupling, and purification, resulting in the production of pure material. The yield of 3,3,5,5-tetramethylbenzidine was 65%.

Reactions

TMB can act as a hydrogen donor for the reduction of hydrogen peroxide to water by peroxidase enzymes such as horseradish peroxidase.
Oxidation of TMB
Shows the oxidation of 3,3′,5,5′-tetramethylbenzidine (TMB) to 3,3',5,5'-tetramethylbenzidine diimine
The resulting diimine causes the solution to take on a blue colour, and this colour change can be read on a spectrophotometer at the wavelengths of 370 and 650 nm.

General Description

3,3',5,5'-tetramethylbenzidine appears as pale yellow crystals or off-white powder. (NTP, 1992)

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Tetramethylbenzidine is sensitive to prolonged exposure to light . Neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Fire Hazard

Flash point data for Tetramethylbenzidine are not available, however, Tetramethylbenzidine is probably combustible.

Carcinogenicity

The carcinogenic potential of Tetramethylbenzidine is uncertain due to conflicting evidence. It is not mutagenic by the Ames test, and did not induce formation of tumors in a single-arm study of 24 rats. On that evidence, it has been used as a replacement for carcinogenic compounds such as benzidine and o-phenylenediamine.
DOI: 10.1177/26.2.24068

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