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3,3',4,4'-Tetramethyl-1,1'-bipyrrole-2,2',5,5'-tetraone, also known as TMB, is a synthetic organic compound that belongs to the class of bipyrroles. It is a yellow crystalline solid with a molecular formula of C14H14N2O4. TMB is widely used as a chromogenic substrate in enzyme-linked immunosorbent assays (ELISA) and other immunoassays due to its ability to form a blue-colored product upon reaction with horseradish peroxidase (HRP). The compound is also employed as a pH indicator, with a color change from yellow to blue in the pH range of 1.2 to 3.0. Its chemical structure consists of two pyrrole rings connected by a central carbon-carbon bond, with methyl groups attached to the 3 and 4 positions of each pyrrole ring and carbonyl groups at the 2, 2', 5, and 5' positions. TMB is known for its stability, solubility, and ease of synthesis, making it a popular choice in various analytical and diagnostic applications.

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  • 6903-90-8 Structure
  • Basic information

    1. Product Name: 3,3',4,4'-tetramethyl-1,1'-bipyrrole-2,2',5,5'-tetraone
    2. Synonyms:
    3. CAS NO:6903-90-8
    4. Molecular Formula:
    5. Molecular Weight: 248.238
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 6903-90-8.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: N/A
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: 3,3',4,4'-tetramethyl-1,1'-bipyrrole-2,2',5,5'-tetraone(CAS DataBase Reference)
    10. NIST Chemistry Reference: 3,3',4,4'-tetramethyl-1,1'-bipyrrole-2,2',5,5'-tetraone(6903-90-8)
    11. EPA Substance Registry System: 3,3',4,4'-tetramethyl-1,1'-bipyrrole-2,2',5,5'-tetraone(6903-90-8)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 6903-90-8(Hazardous Substances Data)

6903-90-8 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 6903-90-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,9,0 and 3 respectively; the second part has 2 digits, 9 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 6903-90:
(6*6)+(5*9)+(4*0)+(3*3)+(2*9)+(1*0)=108
108 % 10 = 8
So 6903-90-8 is a valid CAS Registry Number.

6903-90-8Downstream Products

6903-90-8Relevant articles and documents

One-step ring condensation of hydrazine derivatives and cyclic anhydrides

Katrusiak, Anna,Katrusiak, Andrzej

, p. 28 - 36 (2015/03/05)

Hydroxypyridazinone and pyrroledione rings condensation in the reactions of hydrazine hydrate with citraconic, 2,3-dimethylmaleic, succinic and cis-cyclohexanedicarboxylic anhydrides have been conducted in the HCl aqueous solution. The pyridazine-ring condensation yields products unexpected for these conditions. They have been identified by 1H/13C NMR and X-ray diffraction. The course of the reaction toward the five- and six-membered ring condensation strongly depends on methyl and other substituents in the anhydrides and in hydrazine. The obtained products indicate that the ring condensation is controlled by the molecular strains and steric hindrances between the substituents in anhydrides and pyridazinone products. The condensation of cyclic anhydrides with hydrazines has been reduced to one-step reaction and its yield significantly increased.

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