CAS: 861928-27-0; 4-Bromo-2-(Trifluoromethyl)Benzaldehyde

该化合物是一种芳香藻,其特点是存在溴原子和一个附于苯环的三氟甲基组;分子结构具有苯并丁功能组,表明其反应性及其在有机合成中的潜在应用;该化合物一般是一种在室内温度下以其独特的气味闻名的浅黄色至浅褐色固体;它溶于二氯甲烷和乙基乙酸酯等有机溶剂,但因其缺水芳香结构而在水中溶解性有限;该三氟甲基组的存在增强了其电磁性,这可能会影响其在动力性芳香替代反应中的再活动;此外,4-Bromo-2-(三氟甲基)benzalthyde 可作为药物,农用化学品和其他精密化学品的合成中的重要中间体,因此在研究和工业应用中都具有价值.

英文名称4-Bromo-2-(Trifluoromethyl)Benzaldehyde
中文名称4-溴-2-(三氟甲基)苯甲醛
IUPAC名称4-bromo-2-(trifluoromethyl)benzaldehyde
其它别名2-三氟甲基-4-溴苯甲醛; 5-Bromo-2-Formylbenzotrifluoride, 4-Bromo-Alpha,Alpha,Alpha-Trifluoro-O-Tolualdehyde
CAS编号861928-27-0
MFCD编号:MFCD09037472
EINECS号:677-025-4
分子式:C8H4BrF3O
分子量:253.02
产品CID: 1862960
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: PROPHDFGNNBHJX-UHFFFAOYSA-N
InChI=1S/C8H4BrF3O/c9-6-2-1-5(4-13)7(3-6)8(10,11)12/h1-4H…
计算化学: 氢键受体数1.0氢键供体数0.0可旋转键数1.0

物理性质

熔点48-50°C
沸点243°C at 760 mmHg
闪点101°C
密度1.7±0.1 g/cm3
PSA:17.07
LogP:3.2804
折射率1.518
蒸汽压0.0±0.5 mmHg at 25°C
溶解性Sparingly Soluble In Water (0.083 G/l) (25°c).
敏感性空气敏感
外观形态类白色固体
储存条件惰性气氛,2-8°C
产品应用该化合物用于有机合成物中的中间和中间药品.

MSDS等安全信息

GHS符号GHS07
危险类别急性毒性类别4(经口)
特定目标器官毒性 - 单次接触类别3
皮肤腐蚀/刺激类别2
严重眼刺激类别2A
警示词Warning
危险描述H302 |吞咽有害.
H335 |可能引起呼吸道刺激.
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
UN编号2190
危险品标志Xi
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

C&L通报

上下游产品

4-Bromo-1-(Dibromomethyl)-2-(Trifluoromethyl)Benzene 955946-11-9

合成工艺路线路线简述

364-12-5 = 861928-27-0
反应条件:1.1 Reagents: Chloro(1-Methylethyl)Magnesium Solvents: Tetrahydrofuran; 2 H,-15 °C; 1 H,-15 °C -> 25 °C1.2 Reagents: Hydrochloric Acid Solvents: Water; 25 °C
标题:Efficient Three-Component Synthesis Of Diversely Substituted Tetrahydro-1H-Cyclopenta[c]Quinolines
作者:Nino,Patricia; Et Al
参考文献:Indian Journal Of Chemistry 日期:2016 卷标:(7) 页码:854-881]

445-02-3 = 861928-27-0
反应条件:1.1 Reagents: Butyllithium Solvents: Diethyl Ether,Hexane; 15 Min,-87 °C1.2 15 Min,-87 °C1.3 Reagents: Sulfuric Acid Solvents: Water; 30 Min,-87 °C
标题:Identification And Development Of Biphenyl Substituted Iminosugars As Improved Dual Glucosylceramide Synthase/neutral Glucosylceramidase Inhibitors
作者:Ghisaidoobe,Amar T.; Et Al
参考文献:Journal Of Medicinal Chemistry 日期:2014 卷标:57(21) 页码:9096-9104]

7657-09-2 + 2591-86-8 = 861928-27-0
反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran; -78 °C; 10 Min,-78 °C1.2 -78 °C -> Rt; 1 H,Rt
标题:Realizing N-Type Field-Effect Performance Via Introducing Trifluoromethyl Groups Into The Donor-Acceptor Copolymer Backbone
作者:Wei,Congyuan; Et Al
参考文献:Macromolecules (Washington 日期:2019 卷标:52(7) 页码:2911-2921]

364-12-5 = 861928-27-0
反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; Rt; 2 H,-90 °C1.2 1 H,-90 °C; -90 °C -> Rt; Overnight,Rt1.3 Reagents: Ammonium Chloride Solvents: Water; Rt
标题:Imidazole Acceptor For Both Vacuum-Processable And Solution-Processable Efficient Blue Thermally Activated Delayed Fluorescence
作者:Kusakabe,Yu; Et Al
参考文献:Acs Omega 日期:2022 卷标:7(19) 页码:16740-16745]

7657-09-2 = 861928-27-0
反应条件:1.1 Reagents: Butyllithium Solvents: Diethyl Ether,Hexane; 15 Min,-78 °C1.2 15 Min,-78 °C1.3 Reagents: Sulfuric Acid Solvents: Water
标题:Halogen-Lithium Exchange Between Substituted Dihalobenzenes And Butyllithium: Application To The Regioselective Synthesis Of Functionalized Bromobenzaldehydes
作者:Dabrowski,Marek; Et Al
参考文献:Tetrahedron 日期:2005 卷标:61(27) 页码:6590-6595]

364-12-5 = 861928-27-0
反应条件:1.1 Reagents: Tert-Butyl Nitrite,Iodine Solvents: Acetonitrile; 18 H,Rt2.1 Reagents: Butyllithium Solvents: Diethyl Ether,Hexane; 15 Min,-87 °C2.2 15 Min,-87 °C2.3 Reagents: Sulfuric Acid Solvents: Water; 30 Min,-87 °C
标题:Identification And Development Of Biphenyl Substituted Iminosugars As Improved Dual Glucosylceramide Synthase/neutral Glucosylceramidase Inhibitors
作者:Ghisaidoobe,Amar T.; Et Al
参考文献:Journal Of Medicinal Chemistry 日期:2014 卷标:57(21) 页码:9096-9104

2-氨基-5-溴三氟甲苯置于正丁基锂,亚硝酸特丁酯,碘体系中,用乙醚,正己烷,乙腈作为反应溶剂,化学反应 19.0H,反应生成 4-溴-2-(三氟甲基)苯甲醛,95
参考文献:Identification And Development Of Biphenyl Substituted Iminosugars As Improved Dual Glucosylceramide Synthase/neutral Glucosylceramidase Inhibitors
标题:Identification And Development Of Biphenyl Substituted Iminosugars As Improved Dual Glucosylceramide Synthase/neutral Glucosylceramidase Inhibitors
摘要:This Work Details The Evaluation Of A Number Of N-Alkylated Deoxynojirimycin Derivatives On Their Merits As Dual Glucosylceramide Synthase/neutral Glucosylceramidase Inhibitors. Building On Our Previous Work,We Synthesized A Series Of D-Gluco And L-Ido-Configured Iminosugars N-Modified With A Variety Of Hydrophobic Functional Groups. We Found That Iminosugars Featuring N-Pentyloxymethylaryl Substituents Are Considerably More Potent Inhibitors Of Glucosylceramide Synthase Than Their Aliphatic Counterparts. In A Next Optimization Round,We Explored A Series Of Biphenyl-Substituted Iminosugars Of Both Configurations (D-Gluco And L-Ido) With The Aim To Introduce Structural Features Known To Confer Metabolic Stability To Drug-Like Molecules. From These Series,Two Sets Of Molecules Emerge As Lead Series For Further Profiling. Biphenyl-Substituted L-Ido-Configured Deoxynojirimycin Derivatives Are Selective For Glucosylceramidase And The Nonlysosomal Glucosylceramidase,And We Consider These As Leads For The Treatment Of Neuropathological Lysosomal Storage Disorders. Their D-Gluco-Counterparts Are Also Potent Inhibitors Of Intestinal Glycosidases,And Because Of This Characteristic,We Regard These As The Prime Candidates For Type 2 Diabetes Therapeutics.
DOI:10.1021/jm501181Z