CAS: 84405-44-7; 2,7-Dibromophenanthrene-9,10-Dione

该化合物是苯丙胺的溴衍生物,其特点是二溴替代物在2和7个位置上,该化合物是有机合成的多用途中间体,特别是在制作同质有机材料和功能染料方面,其僵硬的芳香结构和电子后带碳基组在交叉反应中提高了其效用,有助于建造复杂的多环形框架.溴代苯替代成分进一步促进通过金属催化变异进行选择性功能化.由于这种化合物的纯度和稳定性很高,适合材料科学的应用,包括开发光电子装置和有机半导体.其定义明确的再活动特征使它成为先进的合成化学中有价值的建筑块.

英文名称2,7-Dibromophenanthrene-9,10-Dione
中文名称2,7-二溴-9,10-菲醌
IUPAC名称2,7-dibromophenanthrene-9,10-dione
其它别名2,7-二溴菲-9,10-二酮; 9,10-Phenanthrenedione, 2,7-Dibromo-
CAS编号84405-44-7
MFCD编号:MFCD03931078
EINECS号:805-819-4
分子式:C14H6Br2O2
分子量:366.0
产品CID: 1832394
产品分类有机原料→分子砌块→芳环类化合物→苯类化合物

相似结构搜索
InChIKey: LTZIIBSPYWTOQV-UHFFFAOYSA-N
InChI=1S/C14H6Br2O2/c15-7-1-3-9-10-4-2-8(16)6-12(10)14(18)13(17)11(9)5-7/h1-6H…
计算化学: 氢键受体数2.0氢键供体数0.0可旋转键数0.0

MSDS等安全信息

GHS象形图
GHS符号GHS07;
注释: Exclamation mark
危险类别严重眼刺激类别2
皮肤腐蚀/刺激类别2
警示词Warning(警告)
危险描述H319 |造成严重眼刺激.
H315 |造成皮肤刺激.
防范说明P264-P273-P280-P305+P351+P338-P391-P501
危险等级9
UN编号3077.0
危险品标志Xi
包装等级Ⅲ
安全声明H303May be harmful if swallowed+H313Skin contact may be harmful+H333Inhalation may be harmful to the body

欧盟法规

ECHA物质C&L通报

上下游产品

合成工艺路线路线简述

合成目标产物 2,7-Dibromo-9,10-Phenanthrenedione 主要起始原料 Phenanthrenequinone
84-11-7 = 84405-44-7
反应条件:1.1 Reagents: N-Bromosuccinimide,Sulfuric Acid Solvents: Water; 8 H,Rt
标题:Tunable Redox Potential Photocatalyst: Aggregates Of 2,3-Dicyanopyrazino Phenanthrene Derivatives For The Visible-Light-Induced α-Allylation Of Amines
作者:He,Min; Et Al
参考文献:Journal Of Organic Chemistry 日期:2021 卷标:86(21) 页码:14720-14731]

62325-30-8 = 84405-44-7
反应条件:1.1 Reagents: Chromium Trioxide Solvents: Acetic Acid; 50 Min,80 °C; 60 Min,80 °C
标题:Facile Synthesis Of 9,10-Diarylphenanthrenes And Poly(9,10-Diarylphenanthrene)S
作者:He,Bo; Et Al
参考文献:Organic Letters 日期:2008 卷标:10(5) 页码:773-776]

85-01-8 = 84405-44-7
反应条件:1.1 Reagents: Chromium Trioxide2.1 Reagents: N-Bromosuccinimide
标题:Carbon Dioxide As A Primary Oxidant And A C1 Building Block
作者:Bors,Istvan; Et Al
参考文献:Rsc Advances 日期:2014 卷标:4(86) 页码:45969-45972]

84-11-7 = 84405-44-7
反应条件:1.1 Reagents: N-Bromosuccinimide,Sulfuric Acid; 8 H,Rt
标题:Bottom-Up Solution Synthesis Of Narrow Nitrogen-Doped Graphene Nanoribbons
作者:Vo,Timothy H.; Et Al
参考文献:Chemical Communications (Cambridge 日期:2014 卷标:50(32) 页码:4172-4174]

84-11-7 = 84405-44-7
反应条件:1.1 Reagents: N-Bromosuccinimide,Sulfuric Acid; 10 Min,0 °C1.2 24 H,Rt
标题:Synthesis Of Redox-Active Photochromic Phenanthrene Derivatives
作者:Chatir,Elarbi; Et Al
参考文献:Chemistry - A European Journal 日期:2022 卷标:28(7)]

61650-86-0 = 84405-44-7
反应条件:1.1 Reagents: Chromium Trioxide Solvents: Acetic Acid,Water; < 15 °C; Overnight,20 °C
标题:Synthesis Of Electron-Accepting Polymers Containing Phenanthra-9,10-Quinone Units
作者:Gautrot,Julien E.; Et Al
参考文献:Journal Of Materials Chemistry 日期:2009 卷标:19(24) 页码:4148-4156]

776-35-2 = 84405-44-7
反应条件:1.1 Reagents: Bromine Catalysts: Iron Solvents: Dichloromethane; 2 H,0 °C; 12 H,20 °C2.1 Reagents: Chromium Trioxide Solvents: Acetic Acid,Water; < 15 °C; Overnight,20 °C
标题:Synthesis Of Electron-Accepting Polymers Containing Phenanthra-9,10-Quinone Units
作者:Gautrot,Julien E.; Et Al
参考文献:Journal Of Materials Chemistry 日期:2009 卷标:19(24) 页码:4148-4156

菲醌置于n-溴代丁二酰亚胺(Nbs),硫酸体系中,用水作为反应溶剂,化学反应 3.0H,以75%的收率获得产物2,7-二溴菲醌
参考文献:由四个per二酰亚胺支链和芴核组成的可溶性梯形共轭星形低聚物:合成与性能
标题:由四个per二酰亚胺支链和芴核组成的可溶性梯形共轭星形低聚物:合成与性能
摘要:一种新型的梯形共轭星形低聚物电子传输材料tetrapdi-Pf具有四个per二酰亚胺(pdi)分支和一个芴核,得到了有效的合成.该低聚物高度溶于二氯苯,溶解度为155 Mg Ml-1,高于pdi(35 Mg Ml-1)和pdi-Phen(70 Mg Ml-1).通过热重分析(tga)证明,低聚物在分解温度(t D)为291.2°C,比pdi高65oc.循环伏安法(cv)和微分脉冲伏安法(dpv)用于研究电化学性能.尽管已经连续扫描了tetrapdi-Pf的cv曲线15个循环,但它们仍保持不变的还原电位.该低聚物还显示出出色的光稳定性,甚至优于pdi,后者在使用最大激光强度照射10分钟后仍可保持99%的荧光强度.在稳态空间电荷限制电流(sclc)设备中,Tetrapdi-Pf的固有电子迁移率更高,为2.22x10-5 Cm 2 V-1 S-1,比pdi(3.52x)高三个数量级.
DOI:10.1002/chem.201402100

海关参考信息

2902600000-乙苯
2912110000-甲醛
2912120000-乙醛
2912210000-苯甲醛
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详情请参考：📖 海关编码查询和海关进出口税则

专利信息

专利号:EP-4471014-A1
优先权日:2023-05-29
标题 :Derivate of quinoxaline with thermally activated delayed fluorescence
发明人：SERDIUK ILLIA; MONKA MICHAL; GRZYWACZ DARIA
权利人:UNIV GDANSKI
摘要:The invention relates to the triarylamine derivatives of quinoxaline with thermally activated delayed fluorescence (TADF) bearing heavy atoms and methods of their synthesis. The emitters are characterized by spectral and photophysical properties with improved TADF parameters as compared to their analogues reported before. The disclosed emitters can convert triplet excitons into singlet ones faster and with higher efficiency. The emitters cover orange, red, and/or near infrared (NIR) spectral ranges. Furthermore, the mixtures of new emitters with fluorescent dopants exhibit narrowband NIR emission preserving fast triplet-singlet exciton conversion.The invention concerns functional organic materials which exhibit TADF and can be potentially used for the electroluminescence applications, e.g. in organic light emitting diodes (OLED), and/or applications of materials with long-lived excited states, e.g. photosensibilization, photocatalysis, and/or other fields where excited triplet states or excitons play important role.