Tetramethylbenzidine

Tetramethylbenzidine Basic information
Product Name:Tetramethylbenzidine
Synonyms:3,3',5,5'-TETRAMETHYLBENZIDINE LIQUID SUBSTRATE SYSTEM;3,3',5,5'-TETRAMETHYLBENZIDINE SUBSTRATE;3,3',5,5'-TETRAMETHYLBENZIDIN;3,3',5',5-TETRAMETHYLBENZIDINE;3,3',5,5'-TETRAMETHYLBENZIDINE;3,3'-5,5-TETRAMETHYLBENZIDINE;3,3',5,5'-Tetramethylbenzidine [for Biochemical Research];3,3',5,5'-Tetramethylbiphenyl-4,4'-diamine
CAS:54827-17-7
MF:C16H20N2
MW:240.34
EINECS:259-364-6
Product Categories:Biochemistry;Enzyme;Substrates;Enzyme substrates;Alphabetical ListingSubstrates, Buffers&Blockers;Detection Substrates;ELISA SubstratesELISA Substrates;Liquid Substrate SystemsEnzyme Substrates;Peroxidase;Peroxidase Substrates;Substrates by Enzyme;Substrates for Peroxidase;Benzopyrans;Biphenyl & Diphenyl ether;Benzoquinones, etc. (Charge Transfer Complexes);Charge Transfer Complexes for Organic Metals;Functional Materials;ELISA;54827-17-7
Mol File:54827-17-7.mol
Tetramethylbenzidine Structure
Tetramethylbenzidine Chemical 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.
pka4.49±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 Reference54827-17-7(CAS DataBase Reference)
EPA Substance Registry System3,3',5,5'-Tetramethylbenzidine (54827-17-7)
Safety Information
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
Hazardous Substances Data54827-17-7(Hazardous Substances Data)
MSDS Information
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3,3',5,5'-Tetramethylbenzidine English
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Tetramethylbenzidine Usage And Synthesis
DescriptionTetramethylbenzidine(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 PropertiesTetramethylbenzidine 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.
Uses3,3,5,5-Tetramethyl benzidine is used as a reagent in a sensitive staining procedure for the detection of low levels of heme-associated peroxidase activity of cytochrome P-450 on SDS-polyacrylamide or agarose gel; non-carcinogenic substitute for benzidine as reagent for the detection of blood and determination of hemoglobin content.
PreparationThe 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%.
ReactionsTMB 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 Description3,3',5,5'-tetramethylbenzidine appears as pale yellow crystals or off-white powder. (NTP, 1992)
Air & Water ReactionsInsoluble in water.
Reactivity ProfileTetramethylbenzidine 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 HazardFlash point data for Tetramethylbenzidine are not available, however, Tetramethylbenzidine is probably combustible.
Biochem/physiol Actions3,3′,5,5′-Tetramethylbenzidine/TMB can be used as a chromogen to increase the progression of product obtained in peroxidase reaction. In food and environmental decontamination procedures, TMB can be used in in?situ free available chlorine (FAC) monitoring of chlorite-based sanitizers.
CarcinogenicityThe 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
TMB(DEEPBLUE)(FORPEROXIDASE),FORELISA,INCLUDES:TMB(3X450ML)+SOL.B(3X450ML) TMB (Soluble Substrate) 3 3' 5 5'-TETRAMETHYLBENZIDINE(TMB) LIQU 3 3' 5 5'-TETRAMETHYLBENZIDINE LIQUID SU 3,3',5,5'-TETRAMETHYLBENZIDINE PROPANESULFONIC ACID,SODIUM SALT TIMTEC-BB SBB002974 3 3' 5 5'-TETRAMETHYLBENZIDINE (TMB) LIQ 2,2'-Benzidinedisulfonic acid 3,3,5,5,-TETRAMETHYLBENZIDINE (TMB) LIQU ID SUBSTR,3,3,5,5,-TETRAMETHYLBENZIDINE (TMB) LIQU ID SUBSTR TMB(DEEPBLUE)(FORPEROXIDASE),FORMEMBRANE,1COMPONENT KHMDS AMIDE 16WT % IN TMB 3,3',5,5'-TETRAMETHYLBENZIDINE/HYDROGEN PEROXIDE,TMB/H2O2 3,3',5,5'-TETRAMETHYLBENZIDINE SOLUTION 50UG/ML IN ACETONITRILE 5X1ML DICHLORO BENZIDINE DI HYDROCHLORIDE (DCB) 3 3'5 5' -TETRAMETHYLBENZIDINE (TMB) LIQ 3,3',5,5'-Tetramethylbenzidine/3,3,5,5-Tetramethylbenzidine Western Blot Substrate Kit, Peroxidase, TMB substrate, Rabbit 3,3',5,5'-TETRAMETHYLBENZIDINE SULFATE

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