TCI B0878 3,3'-Dichloro-N,N'-bis(4-methoxybenzylidene)benzidine is a double Schiff base, also called a bis-imine. It is built on a 3,3'-dichlorobenzidine backbone, and both of its amino groups are condensed with 4-methoxybenzaldehyde (anisaldehyde). The result is a long, rigid, conjugated molecule in which imine groups link the aromatic rings. In the laboratory it is classed as a non-heterocyclic building block. It is of interest for organic materials research, imine chemistry, and the synthesis of benzidine-derived compounds.
Researchers choose this compound for its elongated, nearly linear shape with a methoxy group at each end. This shape is common in mesogenic molecules, which are molecules that may show liquid crystalline phases. The C=N imine bonds are reversible, so they can be hydrolysed or reduced to secondary amines as a synthesis requires. The extended conjugation across the whole molecule also gives it distinctive optical behaviour, which makes it relevant to UV-Vis spectroscopy and photophysical studies.
In Indonesia, this compound is mainly useful to materials chemistry and physical organic chemistry research groups at universities and research institutes. Typical work includes studying how molecular shape relates to material behaviour, exploring the reactivity of imine linkages, and preparing benzidine-based derivatives for further study. Its well-defined, symmetrical structure also makes it a good reference molecule for student research projects and theses on conjugated organic systems, where reproducible starting materials from an established brand such as TCI matter.
Related TCI products
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- TCI M0605 3230-39-5 N-(4-Methoxybenzylidene)-4-hydroxyaniline
- TCI M0588 25959-50-6 4-[(4-Methoxybenzylidene)amino]cinnamic Acid
- TCI M0586 5424-78-2 2-[(4-Methoxybenzylidene)amino]fluorene
- TCI M0582 836-41-9 N-(4-Methoxybenzylidene)aniline
- TCI H0657 14191-95-8 4-Hydroxybenzyl Cyanide
- Liquid crystal and mesogen research: the elongated, nearly linear molecule with methoxy groups at both ends matches the typical shape of mesogenic compounds studied for liquid crystalline phases.
- Imine chemistry studies: the two reversible C=N bonds allow controlled hydrolysis experiments and investigations of Schiff base formation and stability under different reaction conditions.
- Synthesis of secondary amines: the imine linkages can be reduced to secondary amines, giving a route to new benzidine-derived compounds for further synthetic work.
- UV-Vis spectroscopy and photophysics: extended conjugation across the aromatic rings and imine groups gives distinctive optical properties that are well suited to absorption and photophysical measurements.
- Organic materials development: as a rigid, conjugated non-heterocyclic building block, it serves as a starting point for exploring structure-property relationships in functional organic materials.
| Brand | TCI (product code B0878) |
|---|---|
| CAS number | 3540-78-1 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Non-Heterocyclic Building Blocks |
| Pack sizes | as listed for this product on the AMI Scientific product page |
| Physical form | refer to the TCI product specification and certificate of analysis |
| Storage | keep tightly closed in a cool, dry place away from moisture and light, following the TCI label and SDS |
Store this compound in its original tightly sealed container in a cool, dry, well-ventilated place. Protect it from moisture, because imine bonds can hydrolyse in the presence of water. Keep it away from strong acids, strong oxidising agents, and direct light. Because it is a benzidine derivative, handle it with care: work in a fume hood, wear nitrile gloves, safety goggles, and a lab coat, and avoid creating or breathing dust. Avoid skin and eye contact, and wash hands thoroughly after use. Label all secondary containers clearly. Dispose of residues and contaminated materials as hazardous chemical waste under local regulations. Always read the supplier's Safety Data Sheet before first use.
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