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CAS 4760-34-3

N1-Methylbenzene-1,2-diamine TCI M1822

N1-Methylbenzene-1,2-diamine TCI M1822

Chemical Identity

CAS No.
4760-34-3
Purity
>98.0%(GC)
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TCI M1822 N1-Methylbenzene-1,2-diamine is a derivative of ortho-phenylenediamine in which one of the two amine groups has been methylated. This arrangement of adjacent aromatic diamine functions makes it a classic building block in organic synthesis laboratories, particularly for constructing five-membered heterocyclic rings fused to a benzene core. The important difference compared with the unmethylated diamine is the asymmetry between the primary amine and the secondary amine, which gives researchers directional control over the reaction so that the cyclization product is formed with a substitution pattern determined from the outset.

The property that makes this reagent a preferred choice is the high nucleophilicity of both amine groups, combined with a difference in reactivity that can be exploited synthetically. The primary amine generally reacts first with electrophiles such as aldehydes, activated carboxylic acids, or acid derivatives, while the methylated secondary amine closes the ring in the subsequent step and at the same time fixes the position of the methyl group in the final product. A consequence of this electron-rich character is sensitivity to air and light oxidation, which is usually observed as a darkening of the material during storage. For this reason, the initial quality of the material matters, and a supplied grade of consistent quality gives a more reliable starting point for the work.

In Indonesian laboratories, this compound is typically encountered in university and institutional research groups working on organic synthesis, medicinal chemistry, and materials chemistry, where benzimidazole-type scaffolds are prepared on a laboratory scale. It is also used in method development and in postgraduate research projects where a defined regiochemical outcome is required. Handling is normally carried out in a fume hood with standard personal protective equipment, and the container is returned promptly to controlled storage after each use.

  • Synthesis of N-methylated benzimidazoles, where the pre-installed methyl group on the secondary amine fixes the ring nitrogen substitution pattern without a separate alkylation step afterwards.
  • Regioselective heterocycle construction, since the differing reactivity of the primary and secondary amines allows the two ring-forming bonds to be created in a controlled, predictable sequence.
  • Medicinal chemistry scaffold preparation, because benzimidazole and related fused five-membered rings derived from this diamine are common cores in small-molecule discovery programmes.
  • Condensation reactions with aldehydes and activated carboxylic acid derivatives, where the highly nucleophilic primary amine engages the electrophile first and initiates the cyclization pathway.
  • Materials and ligand chemistry research, in which the adjacent aromatic nitrogen atoms provide a chelating motif and an electron-rich aromatic framework for further functionalization studies.

Brand TCI (Tokyo Chemical Industry)
CAS number 4760-34-3
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes —
Physical form —
Storage keep protected from air and light; pack sizes according to the TCI catalogue listing for this product code
  • Product code: M1822
  • Chemical name: N1-Methylbenzene-1,2-diamine

Store the container tightly closed in a cool, dry place, protected from light and away from oxidizing agents. Because this aromatic diamine is electron-rich and sensitive to air and light, an amber or otherwise light-protected container is preferred, and headspace exposure should be minimized by closing the bottle promptly after each withdrawal. Darkening of the material during storage is a common sign of oxidation and should be noted before use. Handle in a well-ventilated fume hood using gloves, safety glasses, and a laboratory coat, avoid contact with skin and eyes, and consult the manufacturer's safety data sheet before opening the container. Dispose of residues and contaminated materials through the laboratory's chemical waste stream.

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