CAS: 89972-76-9; 4'-(4-Bromophenyl)-2,2':6',2''-Terpyridine

该化合物是有机化合物,其结构复杂,包括一个以溴联苯组替代的骨,该化合物由三个线状的环组成,溴联苯替代体位于一个环的4欧元位置;溴原子的存在既会产生呆滞效应,也会产生电子效应,有可能影响化合物的再活动及与其他分子的相互作用;该化合物在室温中一般为固体,由于其同质系统,可能具有有趣的光学和电子特性;该化合物在各个领域,包括材料科学和协调化学领域都具有兴趣,可以作为金属复合体的离子体或发展有机电子装置,其溶解性和稳定性取决于溶剂和条件,因此在实际应用中必须考虑到这些因素.

英文名称4'-(4-Bromophenyl)-2,2':6',2''-Terpyridine
中文名称4'-(4-溴苯基)-2,2':6',2''-三联吡啶
IUPAC名称4'-(4-bromophenyl)-2,2':6',2''-terpyridine
其它别名4'-(4-溴苯基)-α,α',α''-三吡啶; 4'-(4-Bromophenyl)-α,α',α''-Tripyridyl
CAS编号89972-76-9
MFCD编号:MFCD06796984
EINECS号:679-534-7
分子式:C21H14BrN3
分子量:388.26
产品CID: 1929968
产品分类有机原料→材料科学→MOF有机配体→含卤素MOF配体

相似结构搜索
InChIKey: BOPPHKMZOYPASP-UHFFFAOYSA-N
InChI=1S/C21H14BrN3/c22-17-9-7-15(8-10-17)16-13-20(18-5-1-3-11-23-18)25-21(14-16)19-6-2-4-12-24-19/h1-14H…
计算化学: 氢键受体数3.0氢键供体数0.0可旋转键数3.0

相似化合物

58345-97-4 89972-75-8 209901-86-0

MSDS等安全信息

GHS象形图
GHS符号GHS07;
注释: Exclamation mark
危险类别皮肤腐蚀/刺激类别2
严重眼刺激类别2
警示词Warning(警告)
危险描述H315 |造成皮肤刺激.
H319 |造成严重眼刺激.
防范说明P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
危险品标志Xi
安全声明H315,H319

欧盟法规

ECHA物质C&L通报

上下游产品

acetamide 2-acetylpyridine 4-bromo-benzaldehyde 1-[3-oxo-3-(2-pyridyl)propen-1-yl]-4-bromobenzene ethynebis(2,2':6',2''-terpyridin-4'-yl)phenylethyne phenyl>-2,2':6',2''-terpyridine4'-4-2-(trimethylsilyl)-1-ethynylphenyl-2,2':6',2''-terpyridine 4′-(4-amino-phenyl)-2,2′:6′,2′′-terpyridine 4''-(4'''-bromophenyl)-2,2':6',2''-terpyridine N,N''-dioxide

合成工艺路线路线简述

32017-76-8 + 1758-54-9 = 89972-76-9
反应条件:1.1 3 H,200 °C
标题:A Solvent-Free Reaction Between Acetophenone Oximes And Epoxy Styrenes: An Efficient Synthesis Of 2,4,6-Triarylpyridines Under Neutral Conditions
作者:Mahernia,Shabnam; Adib,Mehdi; Mahdavi,Mohammad; Nosrati,Meisam
参考文献:Tetrahedron Letters 日期:2014 卷标:55(29) 页码:3844-3846]

1122-62-9 + 1122-91-4 = 89972-76-9
反应条件:1.1 Reagents: Ammonium Acetate; 5 - 9 Min,Heated
标题:An Efficient Improve For The Kroehnke Reaction: One-Pot Synthesis Of 2,4,6-Triarylpyridines Using Raw Materials Under Microwave Irradiation
作者:Tu,Shujiang; Li,Tuanjie; Shi,Feng; Fang,Fang; Zhu,Songlei; Et Al
参考文献:Chemistry Letters 日期:2005 卷标:34(5) 页码:732-733]

1122-62-9 + 1122-91-4 = 89972-76-9
反应条件:1.1 Reagents: Sodium Hydroxide,Ammonium Hydroxide Solvents: Methanol; 72 H,Reflux; 3 H,Rt
标题:Zn2+-Selective Fluorescent Turn-On Chemosensor Based On Terpyridine-Substituted Siloles
作者:Yin,Shouchun; Zhang,Jing; Feng,Haike; Zhao,Zujin; Xu,Liwen; Et Al
参考文献:Dyes And Pigments 日期:2012 卷标:95(2) 页码:174-179]

61864-67-3 + 26482-00-8 = 89972-76-9
反应条件:1.1 Reagents: Ammonium Acetate Solvents: Acetic Acid; 7 H,Reflux1.2 Reagents: Sodium Hydroxide
标题:Synthesis And Characterization Of A New Ditopic Bipyridine-Terpyridine Bridging Ligand Using A Suzuki Cross-Coupling Reaction
作者:Zibaseresht,Ramin
参考文献:Arkivoc (Gainesville 日期:2019 卷标:(6) 页码:277-287]

1122-62-9 + 1122-91-4 = 89972-76-9
反应条件:1.1 Reagents: Ammonium Acetate Solvents: Water; 16 Min,130 °C
标题:Kroehnke Reaction In Aqueous Media: One-Pot Clean Synthesis Of 4'-Aryl-2,2':6',2''-Terpyridines
作者:Tu,Shujiang; Jia,Runhong; Jiang,Bo; Zhang,Junyong; Zhang,Yan; Et Al
参考文献:Tetrahedron 日期:2007 卷标:63(2) 页码:381-388]

1122-91-4 + 1758-54-9 = 89972-76-9
反应条件:1.1 3 H,200 °C
标题:An Efficient Synthesis Of 2,4,6-Triarylpyridines Via Solvent-Free Reaction Between Acetophenoneoximes And Aldehydes
作者:Mahernia,Shabnam; Mahdavi,Mohammad; Adib,Mehdi
参考文献:Synlett 日期:2014 卷标:25(9) 页码:1299-1301]

1122-62-9 + 1122-91-4 = 89972-76-9
反应条件:1.1 Reagents: Ammonium Acetate Solvents: Ethylene Glycol; 5 - 9 Min
标题:A Convenient One-Pot Synthesis Of 4'-Aryl-2,2':6',2''-Terpyridines And 2,4,6-Triarylpyridines Under Microwave Irradiation
作者:Tu,Shujiang; Li,Tuanjie; Shi,Feng; Wang,Qian; Zhang,Jinpeng; Et Al
参考文献:Synthesis 日期:2005 卷标:(18) 页码:3045-3050]

26482-00-8 = 89972-76-9
反应条件:1.1 Reagents: Ammonium Acetate Solvents: Acetic Acid1.2 Reagents: Sodium Hydroxide Solvents: Water
标题:Phenyl-Substituted 2,2':6',2''-Terpyridine As A New Series Of Fluorescent Compounds-Their Photophysical Properties And Fluorescence Tuning
作者:Mutai,Toshiki; Cheon,Jin-Dong; Arita,Shinpei; Araki,Koji
参考文献:Journal Of The Chemical Society 日期:2001 卷标:(7) 页码:1045-1050]

16232-01-2 + 26482-00-8 = 89972-76-9
反应条件:1.1 Reagents: Ammonium Acetate Solvents: Acetic Acid1.2 Reagents: Sodium Hydroxide Solvents: Water
标题:High Yield Preparation Of 4'-(4-Bromophenyl)-2,2':6',2"-Terpyridine By A Condensation Reaction. Determination Of The Stereochemistry Of Two Complex Byproducts By A Combination Of Molecular Mechanics And Nmr Spectroscopy
作者:Korall,Peter; Boerje,Anna; Norrby,Per-Ola; Aakermark,Bjoern
参考文献:Acta Chemica Scandinavica 日期:1997 卷标:51 页码:760-766]

1122-62-9 + 1122-91-4 = 89972-76-9
反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Polyethylene Glycol; 10 Min,0 °C1.2 2 H,0 °C1.3 Reagents: Ammonium Acetate Solvents: Ethanol; 2 H,100 °C
标题:Fluorogenic Zn(Ii) And Chromogenic Fe(Ii) Sensors Based On Terpyridine-Substituted Tetraphenylethenes With Aggregation-Induced Emission Characteristics
作者:Hong,Yu-Ning; Chen,Si-Jie; Leung,Chris Wai-Tung; Lam,Jacky Wing-Yip; Liu,Jian-Zhao; Et Al
参考文献:Acs Applied Materials & Interfaces 日期:2011 卷标:3(9) 页码:3411-3418]

1122-62-9 + 1122-91-4 = 89972-76-9
反应条件:1.1 Reagents: Sodium Hydroxide; 10 Min,0 °C1.2 2 H,0 °C; 2 H,0 °C1.3 Reagents: Ammonium Acetate; 2 H,100 °C
标题:Inspecting Metal-Coordination-Induced Perturbation Of Molecular Ligand Orbitals At A Submolecular Resolution
作者:Wang,Weihua; Hong,Yuning; Shi,Xingqiang; Minot,Christian; Van Hove,Michel A.; Et Al
参考文献:Journal Of Physical Chemistry Letters 日期:2010 卷标:1(15) 页码:2295-2298

2-乙酰基吡啶置于ammonium Acetate,碘,溶剂黄146,Sodium Hydroxide体系中,化学反应 7.0H,反应生成 4'-(4-溴苯基)-α,α',α''-三吡啶
参考文献:使用 Suzuki 交叉偶联反应合成和表征新型双位联吡啶-三联吡啶桥连配体
标题:使用 Suzuki 交叉偶联反应合成和表征新型双位联吡啶-三联吡啶桥连配体
摘要:合成了一种新的桥连配体 4ʹ-{4-[(2,2ʹ-Bipyridin)-4-Yl]-苯基}-2,2ʹ:6ʹ-2ʹʹ-三联吡啶 (I).进行了铃木交叉偶联反应以在 4ʹ-(4-溴苯基)-2,2ʹ:6ʹ-2ʹʹ-三联吡啶和2,2ʹ-联吡啶-4-硼酸或4ʹ之间的两种不同路线中制备这种配体.-(4-硼基苯基)2,2ʹ:6ʹ,2ʹʹ-三联吡啶和4-溴-2,2ʹ-联吡啶.
DOI:10.24820/ark.5550190.P011.044

海关参考信息

2933310010-吡啶
2939800000-其他生物碱
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专利信息

专利号:CN-104926819-B
优先权日:2015-05-15
标题 :Synthesis of 2,8-diaryl (amino) Chaoger base derivatives and their anti-human liver cancer HepG2 activity

专利号:CN-120192538-A
优先权日:2024-12-18
标题:Synthesis method of metal organic framework mesoporous material

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主要参考文献

参考标题:The Synthesis Of 4′-Aryl Substituted Terpyridines By Suzuki Cross-Coupling Reactions: Substituent Effects On Ligand Fluorescence
作者:Wendy Goodall,Kerstin Wild,Kathryn J. Arm,J. A. Gareth Williams
摘要:Several 4A²-Aryl-Substituted 2,2A²:6A²,2A³-Terpyridines (Tpy-C6H4R) Have Been Prepared By Palladium-Catalysed Cross-Coupling Of 4A²-Bromoterpyridine Or 4A²-Triflate-Terpyridine (Triflate = Trifluoromethylsulfonyloxy) With Aryl Boronic Acids Or Esters, Rc6H4B(Orâ²)2 (R = H, M-Nh2, P-Cho, -No2, -Cn, -Nme2, -Nph2). The New Ligand 4A²-Mesitylterpyridine (Mesityl = 2,4,6-Trimethylphenyl) Was Prepared In The Same Way. Similarly, 4A²-Bromophenylterpyridine (Tpy-ï-Br) Has Been Cross-Coupled With Aryl Halides To Generate Several New Biaryl-Substituted Terpyridines (Tpy-ï-C6H4R Where R = H, P-Cn, Nme2, Nph2), Together With Two Related Compounds With Pendent 3- Or 4-Pyridyl Groups (Tpy-ï-C6H4-Py). For Selected Compounds, The Alternative Coupling Strategy Of Reaction Of A Terpyridine-4-Boronate Or Terpyridine-4-Phenylboronate With The Appropriate Aryl Halide Has Also Been Investigated (E.G. To Prepare Tpy-ï-C6H4No2), But Was Generally Found To Be Less Satisfactory. All Of The Compounds Are Fluorescent In The Uv Region Of The Spectrum, The Biaryl-Substituted Compounds Being Only Slightly Red-Shifted Compared To The Monoaryl Systems, But With The Further Red-Shift That Accompanies Protonation Being More Significant For The Former. Fluorescence Lifetimes In Solution Are In The Range 1A5 Ns. The Emission Spectra Of The Aminobiphenyl-Substituted Compounds (Tpy-ï-C6H4Nrâ³2, Where Râ³ = Me Or Ph) Display A Large Red-Shift With Increasing Solvent Polarity, Suggesting The Involvement Of An Intramolecular Charge Transfer State, As Found Previously For The Two Analogues Omitting The Phenyl Ring (Tpy-C6H4Nrâ³2). In Contrast To The Latter, However, Protonation Or Binding Of A Lewis Acidic Metal Ion To The Aminobiphenyl Compounds Serves To Quench Almost Completely Their Emission.

合成参考文献

摘要:Murata, M., Science of Synthesis: Cross Coupling and Heck-Type Reactions, (2012) 2, 440.

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