14381-66-9

Basic information

• Product Name: 1,8-dichloro-anthracene
• Synonyms: 1,8-dichloro-anthracene
• CAS NO: 14381-66-9
• Molecular Formula: C₁₄H₈Cl₂
• Molecular Weight: 247.11932
• Mol File: 14381-66-9.mol
• Article Data: 20

Chemical Properties

• Melting Point: 155 °C
• Boiling Point: 401.3±18.0 °C(Predicted)
• Appearance: /
• Density: 1.361±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 1,8-dichloro-anthracene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,8-dichloro-anthracene(14381-66-9)
• EPA Substance Registry System: 1,8-dichloro-anthracene(14381-66-9)

Safety Data

• Hazardous Substances Data: 14381-66-9(Hazardous Substances Data)

Usage

General Description

1,8-Dichloro-anthracene is a chemical compound that belongs to the family of polycyclic aromatic hydrocarbons, specifically the anthracene subclass. As the name suggests, it consists of an anthracene molecule – a three-ringed, crystalline, and colorless solid – with two chlorine atoms added at the 1 and 8 positions of its structure. It is primarily used in chemical research, particularly in the production of organic semiconductors and the development of new materials. However, like other polycyclic aromatic hydrocarbons, it may have potential health hazards and environmental risks hence its handling requires caution.

Upstream product

• 82-43-9 1,8-dichloroanthraquinone 
• 50259-93-3 1,8-dichloro-9,10-dihydroanthracen-9-one 
• 63605-29-8 4,5-dichloro-10H-anthracen-9-one 
• 92153-01-0 1.8-Dichlor-9.10-dihydro-anthranol 
• 79917-75-2 N-(4,5-Dichloro-anthracen-9-yl)-formamide 
• 50259-86-4 (9r,10r)-1,8-dichloro-9,10-dihydroanthracene-9,10-diol 
• 7664-41-7 ammonia 
• 7647-01-0 hydrogenchloride 
• 64-19-7 acetic acid 
• 10034-85-2 hydrogen iodide 
• 56-23-5 tetrachloromethane 
• 861609-07-6 9,10-dibromo-1,8-dichloro-9,10-dihydro-anthracene 

Downstream Products

• 120-12-7 anthracene 
• 100367-16-6 1,8-Bis-(2,3-dimethyl-phenyl)-9-methyl-anthracene 
• 100367-13-3 1,8-bis(2,3-dimethylphenyl)-9-anthrone 
• 100367-12-2 1,8-bis(2,3-dimethylphenyl)-9,10-anthraquinone 
• 100367-15-5 9-acetoxy-1,8-bis(2,3-dimethylphenyl)anthracene 
• 100367-14-4 C₃₀H₂₂O₃ 
• 78053-62-0 1,8-bis(phenylethynyl)anthracene 
• 140834-22-6 1,8-Bis<4-(1,3-dioxan-2-yl)phenyl>anthracen 
• 33522-35-9 1,8-diphenyl anthracene 
• 1714-09-6 1-phenylanthracene 
• 100367-11-1 1,8-bis(2,3-dimethylphenyl)anthracene 
• 100367-10-0 1,8-di-o-tolylanthracene 
• 100367-09-7 1,8-di-m-tolylanthracene 

Relevant articles and documents

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Synthesis of chlorinated tetracyclic compounds and testing for their potential antidepressant effect in mice

The synthesis of the tetracyclic compounds 1-(4,5-dichloro-9,10-dihydro-9,10-ethanoanthracen- 11-yl)-N-methylmethanamine (5) and 1-(1,8-dichloro-9,10-dihydro-9,10-ethanoanthracen-11-yl)- N-methylmethanamine (6) as a homologue of the anxiolytic and antidepressant drugs benzoctamine and maprotiline were described. The key intermediate aldehydes (3) and (4) were successfully synthesized via a [4 + 2] cycloaddition between acrolein and 1,8-dichloroanthracene. The synthesized compounds were investigated for antidepressant activity using the forced swimming test. Compounds (5), (6) and (3) showed significant reduction in the mice immobility indicating significant antidepressant effects. These compounds significantly reduced the immobility times at a dose 80 mg/kg by 84.0%, 86.7% and 71.1% respectively.

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Transistors from a conjugated macrocycle molecule: Field and photo effects

This study explores a conjugated macrocycle molecule and details its synthesis, molecular structure, assemblies in the solid state and application in phototransistors. The Royal Society of Chemistry.

Polynuclear Iron(II) Complexes with 2,6-Bis(pyrazol-1-yl)pyridine-anthracene Ligands Exhibiting Highly Distorted High-Spin Centers

Two bis-tridentate ligands L1 and L2 that contain 2,6-bis(pyrazol-1-yl) pyridine N-donor embraces introduced on a anthracene-acetylene backbone were used for the synthesis of a tetranuclear compound [Fe4(L1)4](CF3SO3)8·7CH3CN (1) and a hexanuclear compound [Fe6(L2)6](CF3SO3)12·18CH3NO2·9H2O (2). The polynuclear structures of both complexes were confirmed by X-ray diffraction studies, which revealed a [2 + 2] grid-like complex cation for 1 and a closed-ring hexagonal molecular architecture for the complex cation in 2. Although both compounds contain anthracene moieties arranged in a face-to-face manner, attempts at [4 + 4] photocyclization remain unsuccessful, which can be explained either by steric restraints or by inhibition of the photo-cycloaddition. Magnetic studies identified gradual and half-complete thermal spin crossover in the tetranuclear grid 1, where 50% of ferrous atoms exhibit thermal as well as photoinduced spin state switching and the remaining half of iron(II) centers are permanently blocked in their high-spin state. On the contrary, the hexanuclear compound 2 exhibits complete blocking in a high-spin state. Analysis of the magnetic data reveals the zero-field splitting parameter |D| ≈ 6-8 cm-1 with a large rhombicity for all high-spin iron(II) atoms in 1 or 2. The electronic structures and the magnetic anisotropies were also investigated by the multireference CASSCF/NEVPT2 method, and intramolecular exchange interactions were calculated by density functional theory methods.

ANTHRACENE DERIVATIVE AND ORGANIC LIGHT EMITTING DEVICE COMPRISING THE SAME

The present invention relates to an anthracene derivative, which improves low driving voltage and/or lifetime characteristics in an organic light emitting device, and to an organic light emitting device including the same. The anthracene derivative is rep