Heptahelicene, also known as [7]helicene, is a polycyclic aromatic hydrocarbon built from seven benzene rings fused in an ortho arrangement, producing a structure that resembles a screw thread or a spiral staircase. This helical geometry is what makes the compound remarkable: it is chiral without possessing a single stereogenic carbon atom, because its chirality arises from the overall shape of the molecule rather than from any individual centre. In the laboratory, heptahelicene serves as an important reference material for researchers in materials chemistry, supramolecular chemistry, and photochemistry who study the relationship between molecular shape and optical behaviour.
The property that stands out most, and the main reason this compound is selected, is its strong chiroptical response. Because the extended conjugated electron system follows a helical path, heptahelicene exhibits large circular dichroism signals and attracts considerable attention in studies of circularly polarised luminescence. In addition, its densely packed aromatic system allows the molecule to stack through pi–pi interactions, a characteristic that is exploited in the design of organic electronic materials. The rigid carbon framework also confers good structural stability, so the compound can be elaborated into a range of derivatives.
Within Indonesian laboratories, heptahelicene is typically encountered in university research groups and institutional research centres working on advanced organic materials, chiral photophysics, and molecular design. It is generally handled in small quantities as a specialist building block, used to prepare derivatives or to serve as a structural reference in spectroscopic comparison work. Because such studies depend on well-defined starting materials, the compound is normally ordered as a catalogue item for a specific project rather than kept as bulk stock.
- Chiroptical spectroscopy studies — the helical conjugated system produces large circular dichroism signals, making this compound a valuable reference for calibrating and interpreting chiroptical measurements.
- Circularly polarised luminescence research — its inherent molecular chirality combined with an extended aromatic system makes heptahelicene a compound of interest for groups investigating polarised light emission.
- Organic electronic materials design — the closely packed aromatic rings stack readily through pi–pi interactions, a behaviour that researchers exploit when building charge-transporting or optoelectronic assemblies.
- Supramolecular chemistry investigations — the defined helical shape and pi-surface allow controlled non-covalent assembly, giving supramolecular chemists a well-characterised scaffold for host–guest and stacking studies.
- Synthesis of functional derivatives — the rigid and structurally stable carbon framework tolerates further chemical elaboration, so the compound serves as a building block for a family of related helical structures.
| Brand | TCI |
|---|---|
| CAS number | 16914-68-4 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Non-Heterocyclic Building Blocks |
| Pack sizes | available in the standard research-scale pack sizes listed in the TCI catalogue |
| Physical form | — |
| Storage | store according to the conditions stated on the manufacturer's label and safety data sheet |
- Catalogue code: H1911
Store the container tightly closed in a cool, dry, and well-ventilated place, away from direct sunlight, heat sources, and strong oxidising agents. Keep the material in its original tightly sealed container, or in an equivalent chemically resistant vessel with a secure closure, and label it clearly. Handle the compound in a fume hood using gloves, safety glasses, and a laboratory coat, and avoid generating or inhaling dust when transferring small quantities. Always consult the manufacturer's safety data sheet before use, and dispose of residues and contaminated materials through the laboratory's established chemical waste procedure.
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