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Home> Encyclopedia >Pharmaceutical Intermediates>Catalyst and Auxiliary>Organic Intermediate
Tetramethylbenzidine structure
Tetramethylbenzidine structure


Iupac Name:4-(4-amino-3,5-dimethylphenyl)-2,6-dimethylaniline
CAS No.: 54827-17-7
Molecular Weight:240.3434
Modify Date.: 2022-11-10 19:42
Introduction: 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. Tetramethylbenzidine is degraded by sunlight and by fluorescent lights. Itis a soluble chromogen substrate for horseradish peroxidase detection systems. Tetramethylbenzidine is recommended for ELISA procedures. View more+
1. Names and Identifiers
1.1 Name
1.2 Synonyms

[1,1′-Biphenyl]-4,4′-diamine, 3,3′,5,5′-tetramethyl- 3,3′,5,5′-Tetramethyl[1,1′-biphenyl]-4,4′-diamine 3,3′,5,5′-Tetramethyl-4,4′-diaminobiphenyl 3,3′,5,5′-Tetramethylbenzidine 3,3′,5,5′-Tetramethylbiphenyl-4,4′-diamine 3,5,3′,5′-Tetramethylbenzidine 4,4'-Bi-2,6-xylidine 4,4'-Diamino-3,3',5,5'-tetramethylbiphenyl Benzidine, 3,3′,5,5′-tetramethyl- BM blue ColorBurst Blue Enhanced K-Blue K-Blue K-Blue Max Sure Blue TMB TMB TMB Blotting Plus TMB BLUE ONE-STEP SUBSTRATE SYSTEM TMB EASY TMB reagent, precipitating, high sensitivity TMB reagent, standard sensitivity TMB soluble reagent, high sensitivity TMB soluble reagent, standard sensitivity TMB substrate TMB/H TMB-B TMB-E

1.3 CAS No.
1.4 CID
1.6 Molecular Formula
C16H20N2 (isomer)
1.7 Inchi
1.8 InChIkey
1.9 Canonical Smiles
1.10 Isomers Smiles
2. Properties
2.1 Density
2.1 Melting point
2.1 Boiling point
368.6 °C at 760 mmHg
2.1 Refractive index
2.1 Flash Point
368.6 °C at 760 mmHg
2.1 Precise Quality
2.1 PSA
2.1 logP
2.1 Solubility
<0.1 g/100 mL at 20 oC
2.2 Appearance
White or light yellow solid
2.3 Storage
Keep as concentrated solution, aliquot and store at 4ºC. Do not freeze.
2.4 Carcinogenicity
It is not known if Tetramethylbenzidine is carcinogenic and the evidence is contradictory: Tetramethylbenzidine 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.
2.5 Chemical Properties
Tetramethylbenzidine is sensitive to prolonged exposure to light. Neutralizes acids in exothermic reactions to form salts plus water.Tetramethylbenzidine 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.
2.6 Color/Form
2.7 Decomposition
When heated to decomp it emits toxic fumes of /nitrogen oxides/.
2.8 pKa
2.9 Water Solubility
Slightly soluble.
2.10 Spectral Properties
MASS: 90858 (NIST/EPA/MSDC Mass Spectral database, 1990 version)
2.11 Stability
Stable, but moisture sensitive and may be light sensitive. Incompatible with water, strong oxidizing agents.
2.12 StorageTemp
3. Use and Manufacturing
3.1 General Description
Pale yellow crystals or off-white powder.
3.2 Usage
3,3,5,5-Tetramethyl benzidine is used as a reagent in a sensitive staining procedure for the detection of low levels of heme-associated peroxidase activity of cytochromeP-450 on SDS-polyacrylamide or agarose gel; non-carcinogenic substitute for benzidine as reagent for the detection of blood and determination of hemoglobin content.
4. Safety and Handling
4.1 Hazard Codes
4.1 Risk Statements
4.1 Safety Statements
4.1 Fire Hazard
Flash point data for Tetramethylbenzidine are not available, however, Tetramethylbenzidine is probably combustible. Tetramethylbenzidine Preparation Products And Raw materials Raw materials
4.2 Other Preventative Measures
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
4.3 Hazard Class
UN 2796 8/PG 2
4.3 WGK Germany
4.3 Report

EPA Genetic Toxicology Program. Reported in EPA TSCA Inventory.

4.4 Safety

Safety Information of 3,3',5,5'-Tetramethylbenzidine (CAS NO.54827-17-7):
Hazard Codes:Xi,Xn
Risk Statements:36/38-36/37/38-22
36/38:Irritating to eyes and skin?
36/37/38:Irritating to eyes, respiratory system and skin
22:Harmful if swallowed?
Safety Statements:26-36-36/37
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:Wear suitable protective clothing?
36/37:Wear suitable protective clothing and gloves??
RIDADR:UN 2796 8/PG 2
WGK Germany:3
HS Code:29215990
Hazardous Substances Data:54827-17-7(Hazardous Substances Data)
Poison by intraperitoneal route. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

4.5 Sensitive
Light Sensitive
4.6 Specification

?3,3',5,5'-Tetramethylbenzidine , its cas register number is 54827-17-7. It also can be called Tetramethylbenzidine ; 3,3',5,5'-Tetramethyl-(1,1'-biphenyl)-4,4'-diamine ; TMB Quick ; and (1,1'-Biphenyl)-4,4'-diamine, 3,3',5,5'-tetramethyl- .

4.7 Toxicity

1. ???

dnd-esc 20 μmol/L

??? MUREAV ?? Mutation Research. 89 (1981),95.
2. ???

mnt-mus-ipr 112,500?μg/kg

??? PMRSDJ ?? Progress in Mutation Research. 1 (1981),698.
3. ???

ipr-mus LD50:135?mg/kg

??? PMRSDJ ?? Progress in Mutation Research. 1 (1981),682.


2.Hazard identification

2.1 Classification of the substance or mixture

Skin irritation, Category 2

Eye irritation, Category 2

Specific target organ toxicity \u2013 single exposure, Category 3

2.2 GHS label elements, including precautionary statements

Signal word


Hazard statement(s)

H315 Causes skin irritation

H319 Causes serious eye irritation

H335 May cause respiratory irritation

Precautionary statement(s)

P264 Wash ... thoroughly after handling.

P280 Wear protective gloves/protective clothing/eye protection/face protection.

P261 Avoid breathing dust/fume/gas/mist/vapours/spray.

P271 Use only outdoors or in a well-ventilated area.


P302+P352 IF ON SKIN: Wash with plenty of water/...

P321 Specific treatment (see ... on this label).

P332+P313 If skin irritation occurs: Get medical advice/attention.

P362+P364 Take off contaminated clothing and wash it before reuse.

P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

P337+P313 If eye irritation persists: Get medical advice/attention.

P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P312 Call a POISON CENTER/doctor/\u2026if you feel unwell.


P403+P233 Store in a well-ventilated place. Keep container tightly closed.

P405 Store locked up.


P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification


8. Precursor and Product
9. Other Information
9.0 Usage
Excellent colorimetric substrate for detection of horseradish peroxidase labelled probes; particularly useful in ELISA techniques, blue result can be read spectrophotometrically at 370 or 650 nm3,3',5,5'-Tetramethylbenzidine is used as a clinical reagent for testing blood. It is also a chromogenic substrate which is used in staining procedures in immunohistochemistry. Further, it is used as a visualizing reagent in enzyme-linked immunosorbent assays. In addition to this, it is used as a replacement for carcinogenic compounds such as benzidine and o-phenylenediamine.
9.1 Usage
TMB is a substrate for horseradish peroxidase. Recommended for ELISA (microwell) procedures,3,3?,5,5?-Tetramethylbenzidine has been used in a study to demonstrate that by measuring substrate absorption values off the absorption maximum, the measuring range of any immunoenzymometric assay can be extended significantly without jeopardizing assay characteristics. 3,3?,5,5?-Tetramethylbenzidine has also been used in a study to understand the formation of CuS concave superstructures with peroxidase-like activity.
9.2 Usage
Excellent colorimetric substrate for detection of horseradish peroxidase labelled probes and is used with peroxidase and peroxidase coupled systems, particularly in ELISA techniques, blue result
10. Computational chemical data
  • Molecular Weight: 240.3434g/mol
  • Molecular Formula: C16H20N2
  • Compound Is Canonicalized: True
  • XLogP3-AA: 3.6
  • Exact Mass: 240.162648646
  • Monoisotopic Mass: 240.162648646
  • Complexity: 226
  • Rotatable Bond Count: 1
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Topological Polar Surface Area: 52
  • Heavy Atom Count: 18
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count: 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Isotope Atom Count: 0
  • Covalently-Bonded Unit Count: 1
11. Question & Answer
  • 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. This product is...
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