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CAS 1274948-12-7

9-Ethylcarbazole-3-carboxaldehyde N-Ethyl-N-(o-tolyl)hydrazone TCI E0577

9-Ethylcarbazole-3-carboxaldehyde N-Ethyl-N-(o-tolyl)hydrazone TCI E0577

Chemical Identity

Other names
9-Ethyl-3-[N-ethyl-N-(o-tolyl)hydrazonomethyl]carbazole
CAS No.
1274948-12-7
PubChem
CID 77519894·SID 87569815
Formula
C24H25N3
Molecular weight
355.49 g/mol
Purity
>98.0%(HPLC)(N)
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
N-ethyl-N-[(E)-(9-ethylcarbazol-3-yl)methylideneamino]-2-methylaniline
SMILES
CCN1C2=C(C=C(C=C2)C=NN(CC)C3=CC=CC=C3C)C4=CC=CC=C41
InChIKey
ZBZXBQAWGRIJEX-KOEQRZSOSA-N
MDL
MDL06797102
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TCI E0577 9-Ethylcarbazole-3-carboxaldehyde N-Ethyl-N-(o-tolyl)hydrazone is a carbazole hydrazone derivative bearing an ortho-tolyl group, meaning a benzene ring carrying a methyl substituent at the position adjacent to its point of attachment. In the laboratory this compound is used as a positive charge transport material within amorphous organic layers, particularly in photoconductor research and in studies of molecular optoelectronic devices. Because it serves as an active component rather than a synthetic intermediate, it is normally dissolved directly together with a binder polymer and then coated into thin films for characterisation of their electrical and optical behaviour.

The distinguishing feature of the ortho-tolyl variant lies in the steric hindrance introduced by the methyl group at the ortho position. This hindrance forces the aromatic ring to twist out of the conjugation plane, so the molecular geometry becomes more irregular than that of the unsubstituted phenyl variant. As a consequence, the tendency of the molecules to organise themselves into crystals is greatly reduced, and thin films are far easier to maintain in a clear, amorphous state over long periods. At the same time, the twisting of the ring plane also affects intermolecular orbital overlap, which is part of what researchers evaluate when they select between structural variants.

In Indonesian laboratories this material is typically handled in university research groups and institutional laboratories working on organic electronics, photoconductive coatings and thin-film characterisation. Workers usually weigh out a small quantity, dissolve it with a binder polymer in a suitable solvent, and deposit the solution as a film for subsequent electrical and optical measurement. Since it is supplied as a specialty research item from TCI rather than a bulk commodity chemical, it is generally ordered in the smallest quantity consistent with the planned experimental programme.

TCI brochures (PDF)

  • Organic photoconductor research: the compound acts as a positive charge transport component in amorphous layers, which is precisely the function required when building and evaluating photoconductive films.
  • Molecular optoelectronic device studies: it is used as an active charge transporting material rather than an intermediate, so it can be incorporated directly into device layers under investigation.
  • Thin film preparation with binder polymers: the material dissolves together with a binder and is coated into films, making it well suited to solution-processed layer fabrication in the laboratory.
  • Electrical characterisation of amorphous organic layers: because the ortho-tolyl twist suppresses crystallisation, films remain amorphous and clear, giving stable samples for charge transport measurement.
  • Structure-property comparison work: the ortho methyl substituent alters both molecular geometry and intermolecular orbital overlap, making it a useful reference point against unsubstituted phenyl analogues.

Brand TCI
CAS number 1274948-12-7
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Heterocyclic Building Blocks
Pack sizes supplied in TCI research-scale catalogue pack sizes; please confirm the available option when ordering
Physical form —
Storage keep in a cool, dry place protected from light, following the supplier documentation supplied with the product
  • Product code: E0577

Store the container tightly closed in a cool, dry and well ventilated area, away from direct sunlight, heat sources and strong oxidising agents. Keep the material in its original supplier container or in a clean, chemically compatible, well sealed vessel, and protect it from light and moisture to preserve the quality of films prepared from it. Handle the solid in a fume hood or a well ventilated workspace, wearing gloves, safety glasses and a laboratory coat, and avoid generating dust during weighing. Label all solutions clearly, and always consult the safety data sheet supplied with the product before use and before disposal.

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