186517-01-1

Basic information

• Product Name: 2,6-DIBROMOANTHRACENE
• Synonyms: 2,6-DIBROMOANTHRACENE;2,6-DIBROMOANTHRACENE,98+%
• CAS NO: 186517-01-1
• Molecular Formula: C₁₄H₈Br₂
• Molecular Weight: 336.02
• EINECS: 1312995-182-4
• Product Categories: Anthracenes;Anthracene derivatives
• Mol File: 186517-01-1.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 438.755 °C at 760 mmHg
• Flash Point: 256.192 °C
• Appearance: /
• Density: 1.768 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.749
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly, Heated, Sonicated), DMSO (Slightly, Heated, Sonicated)
• CAS DataBase Reference: 2,6-DIBROMOANTHRACENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-DIBROMOANTHRACENE(186517-01-1)
• EPA Substance Registry System: 2,6-DIBROMOANTHRACENE(186517-01-1)

Safety Data

• Hazardous Substances Data: 186517-01-1(Hazardous Substances Data)

Usage

Description

2,6-DIBROMOANTHRACENE is an organic compound that is characterized by its unique molecular structure, featuring two bromine atoms attached to the anthracene backbone at the 2nd and 6th positions. It is known for its distinct appearance, which can range from white to orange to green powder or crystal forms. 2,6-DIBROMOANTHRACENE is a key intermediate in the synthesis of various organic materials and has found applications in the development of advanced technologies.

Uses

Used in OLED Display Material Industry:
2,6-DIBROMOANTHRACENE is used as an OLED intermediate for the production of OLED (Organic Light Emitting Diode) display materials. It plays a crucial role in the synthesis of organic compounds that exhibit electroluminescent properties, which are essential for the fabrication of OLED devices. These devices are known for their high efficiency, low power consumption, and thin, flexible form factors, making them suitable for a wide range of applications, including smartphones, televisions, and other electronic displays.

InChI:InChI=1/C14H8Br2/c15-13-3-1-9-5-12-8-14(16)4-2-10(12)6-11(9)7-13/h1-8H

Upstream product

• 66176-93-0 cimicifugoside 
• 46710-42-3 anthracene-2,6-diamine 
• 131-14-6 2,6-diamino-9,10-anthraquinone 
• 633-70-5 2,6-dibromoanthraquinone 

Downstream Products

• 1019925-43-9 C₃₀H₁₈ 
• 1065644-45-2 C₃₆H₂₆O₂ 
• 1065644-37-2 2,6-bis[2-(4-hexylphenyl)ethynyl]anthracene 

Relevant articles and documents

Studies on the constituents of Cimicifuga species. XX. Absolute stereostructures of cimicifugoside and actein from Cimicifu simplex WORMSK

The absolute stereostructues of cimicifugoside (1) and actein (2) from Cimicifuga simplex were established by X-ray crystal analysis of 26(S)-O- methylcimicifugenin A (1cS) prepared from 1, negative CD curves of 26-O- methyl-3-keto-cimicifugenins (1dS, 1dR), comparative analysis of 1H- and 13C-NMR spectra of 1, 2 and their derivatives, and preparation of 2 from 1 by hydrogenation: 20(R), 23(R), 24(R), 25(S), 26 (R,S)-16β:23; 23:26; 24:25- triepoxy-12β-acetoxy-3β,26-dihydroxy-9,19-cyclolanost-7-ene 3-O-β-D- xylopyranoside for 1 and 20(R), 23(R), 24(R), 25(S), 26(R,S)-16β: 23; 23: 26; 24:25-triepoxy-12β-acetoxy-3β,26-dihydroxy-9,19-cyclolanostane 3-O-β- D-xylopyranoside for 2.

Synthesis of poly(anthracene-2,6-diyl) and a copolymer containing alternately anthracene-2,6-diyl and p-phenylene units

The title polymers 1 and 2 are synthesised via precursor polymers assembled by organometallic couplings using a Diels-Alder adduct of 2,6-dibromoanthracene.

Synthesis of asymmetrically disubstituted anthracenes

We have developed synthetic pathways toward differently substituted hydroxyanthracenes (anthrols) with the aim to investigate their photochemical reactivity in dehydration reactions. Although the syntheses of anthracenes substituted at positions 9,10 are well known, reports for the synthesis of anthracenes with different substitution patterns are scarce. Herein we review known and report novel synthetic pathways toward anthrols with substituents at 1,2-, 2,3-, and 2,6- positions. We present two synthetic approaches: (i) building of the anthracene tricyclic fused ring system from the appropriate benzene derivatives, and (ii) reduction of the corresponding anthraquinones. Reduction of 2-hydroxyanthracene-1-carbaldehyde to the corresponding alcohol yields rather unexpected 1,1′-methylenedianthracen-2-ol, whose proposed mechanism of formation is supported by experimental observations and calculations.

Organic electroluminescence device

Disclosed is an organic electroluminescent device comprising a structure having an anode, an emitting layer, and a cathode stacked therein, wherein a fluorescent compound represented by Formula 1 is used as a emitting material of the emitting layer or used as a dopant of the emitting layer: wherein A 1 and A 2 are independently selected from a substituted or unsubstituted C 1 -C 6 aliphatic group, a C 6 -C 20 aromatic group and a C 5 -C 19 heterocyclic group containing N, S or O, A 3 is selected from a substituted or unsubstituted C 1 -C 6 aliphatic group, a C 6 -C 20 aromatic group, a C 5 -C 19 heterocyclic group containing N, S or O, and a hydrogen atom, and substituents of A 1 , A 2 and A 3 are respectively one or more and the substituent is selected from the group consisting of C 1 -C 10 alkyl, C 1 -C 1 alkoxy, C 1 -C 10 alkylamino, C 1 -C 10 alkylsilyl, a halogen atom, C 6 -C 10 aryl, C 6 -C 10 aryloxy, C 6 -C 10 arylamino, C 6 -C 10 arylsilyl and a hydrogen atom. Disclosed is an organic electroluminescent device comprising a structure having an anode, an emitting layer, and a cathode stacked therein, wherein a fluorescent compound represented by Formula 1 is used as a dopant of the emitting layer and a fluorescent compound by Formula 2 is used as a host of the emitting layer: where in A is independently selected from a substituted or unsubstituted C 6 -C 30 aromatic group, B is independently selected from a substituted or unsubstituted C 6 -C 30 aromatic group and a hydrogen atom, and substituents of A and B may be one or more, respectively, and the substituent is selected from the group consisting of C 1 -C 10 alkyl and a hydrogen atom.