258-38-8

Basic information

• Product Name: heptacene
• Synonyms: heptacene
• CAS NO: 258-38-8
• Molecular Formula: C30H18
• Molecular Weight: 378.46392
• Mol File: 258-38-8.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 677°C at 760 mmHg
• Flash Point: 360.6°C
• Appearance: /
• Density: 1.286g/cm³
• Vapor Pressure: 2E-17mmHg at 25°C
• Refractive Index: 1.867
• CAS DataBase Reference: heptacene(CAS DataBase Reference)
• NIST Chemistry Reference: heptacene(258-38-8)
• EPA Substance Registry System: heptacene(258-38-8)

Safety Data

• Hazardous Substances Data: 258-38-8(Hazardous Substances Data)

Usage

General Description

Heptacene is a polycyclic aromatic hydrocarbon consisting of seven linearly fused benzene rings, making it a highly conjugated molecule with potential applications in organic electronic devices. It is a highly stable compound with a remarkable thermal stability, making it suitable for use in high-temperature environments. Heptacene has been investigated for its potential use as a semiconductor material due to its high charge carrier mobility and strong electron-accepting properties. Additionally, its unique structure and electronic properties make it of interest for studying organic photovoltaic applications and as a potential building block for new materials in the field of organic electronics. Further research is ongoing to explore the full potential of heptacene in various technological applications.

InChI:InChI=1/C30H18/c1-2-6-20-10-24-14-28-18-30-16-26-12-22-8-4-3-7-21(22)11-25(26)15-29(30)17-27(28)13-23(24)9-19(20)5-1/h1-18H

Upstream product

• 13214-70-5 2,3-dibromonaphthalene 
• 13200-02-7 7,16-heptacenequinone 
• 855890-21-0 Δ^{5a(17a),8a(14a)}-tetracosahydro-heptacene-7,16-dione 
• 939960-92-6 7,16-dihydro-7,16-ethanoheptacene-19,20-dione 
• 110391-11-2 5,9,14,18-tetrahydroheptacene 

Relevant articles and documents

Visible-Light-Induced Heptacene Generation under Ambient Conditions: Utilization of Single-crystal Interior as an Isolated Reaction Site

The photo-induced generation of unstable molecules generally requires stringent conditions to prevent oxidation and the concomitant decomposition of the products. The visible-light-induced conversion of two heptacene precursors to heptacene was studied. Single crystals of bis- and mono-α-diketone-type heptacene precursors (7-DK2 and 7-DK1, respectively), were prepared to investigate the effect of precursor structure on reactivity. The photoirradiation of a 7-DK2 single crystal cleaved only one α-diketone group, forming an intermediate bearing a pentacene subunit, while that of a 7-DK1 single crystal gave rise to characteristic absorption peaks of heptacene and their increase in intensity with photoirradiation time, indicating the generation of heptacene without decomposition. Heptacene production was not observed when the precursors were photoirradiated in solution, implying that the single crystal interior provided isolation from the external environment, thus preventing heptacene oxidation.

Stable photoinduced charge separation in heptacene

Heptacene, generated in inert gas matrices by photobisdecarbonylation of a bridged α-diketone precursor, undergoes ionization into radical anion and radical cation upon UV irradiation. The Royal Society of Chemistry.

A Practical General Method for the Preparation of Long Acenes

The field of long acenes, the narrowest of the zig-zag graphene nanoribbons, has been an area of significant interest in the past decade because of its potential applications in organic electronics, spintronics and plasmonics. However the low solubility and high reactivity of these compounds has so far hindered their preparation on large scales. We report here a concise strategy for the synthesis of higher acenes through Diels–Alder condensation of arynes with a protected tetraene ketone. After deprotection by cleavage of the ketal, the obtained monoketone precursors cleanly yield the corresponding acenes through quantitative cheletropic thermal decarbonylation in the solid state, at moderate temperatures of 155 to 205 °C. This approach allows the preparation of heptacene, benzo[a]hexacene, cis- and trans-dibenzopentacene and offers a valuable new method for the synthesis of even larger acenes.