CAS: 87736-88-7; 4-[3-(Trifluoromethyl)-3H-Diazirin-3-Yl]Benzyl Alcohol

该化合物是有机化合物,其独特结构包括苯环和二氮胺混合物,三氟甲基混合物的存在增强了其反应性和亲脂性,使其在各种化学应用中有用,特别是在医药化学和光化学中.二氮酸混合物因其能够进行光解,在接触紫外光时生成反应中间体,可用于交叉联系研究和形成光亲性标签.该化合物一般在室温下是固体,在有机溶剂中可能表现出中等溶性.其化学行为受到电镀三氟甲基混合物的影响,这可能影响苯乙醇结构中氢氧基化合物的再活性.

英文名称4-[3-(Trifluoromethyl)-3H-Diazirin-3-Yl]Benzyl Alcohol
中文名称(4-(3-(三氟甲基)-3H-二氮杂萘-3-基)苯基)甲醇
IUPAC名称(4-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenyl)methanol
其它别名4-[3-(三氟甲基)-3H-双吖丙啶-3-基]苄醇; 4-[3-(Trifluoromethyl)-3H-Diazirin-3-Yl]Benzyl Alcohol
CAS编号87736-88-7
MFCD编号:MFCD19442582
EINECS号:805-909-3
FDA UNII编号:BVF7RFE6SA
分子式:C9H7F3N2O分子量:216.16
产品CID: 1885898
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: UZHHTEASLDJYBO-UHFFFAOYSA-N
InChI=1S/C9H7F3N2O/c10-9(11,12)8(13-14-8)7-3-1-6(5-15)2-4-7/h1-4,15H,5H2
计算化学: 氢键受体数3.0氢键供体数1.0可旋转键数2.0

物理性质

沸点269.2±50.0 °C(预测)
密度1.47±0.1 g/cm3(预测)
pKa:14.30±0.10(预测)
PSA:44.95
LogP:2.3598
折射率1.4770 to 1.4810
溶解性Dichloromethane, Diethyl Ether, Methanol
外观形态黄色油状物
储存条件2-8°C(避光保存)

MSDS等安全信息

GHS象形图
GHS符号GHS07 & GHS05;
注释: Exclamation mark & Corrosion
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
严重眼损伤类别1
严重眼刺激类别2
警示词Danger(危险)
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.
H318 |造成严重眼损伤.
H319 |造成严重眼刺激.
防范说明P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362+P364
UN编号2924

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 4-[3-(Trifluoromethyl)-3H-Diazirin-3-Yl]Benzyl Alcohol 主要起始原料 4-(1-Azi-2,2,2-Trifluoroethyl)Benzoic Acid
87736-86-5 = 87736-88-7
反应条件:1.1 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; 16 H,Rt
标题:Generic Methods For Micrometer- And Nanometer-Scale Surface Derivatization Based On Photochemical Coupling Of Primary Amines To Monolayers Of Aryl Azides On Gold And Aluminum Oxide Surfaces
作者:El Zubir,Osama; Et Al
参考文献:Langmuir 日期:2013 卷标:29(4) 页码:1083-1092]

2227135-20-6 = 87736-88-7
反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Methanol; 13 H,Rt1.2 Reagents: Sodium Bicarbonate Solvents: Water; Rt
标题:Mapping Two Neurosteroid-Modulatory Sites In The Prototypic Pentameric Ligand-Gated Ion Channel Glic
作者:Cheng,Wayland W. L.; Et Al
参考文献:Journal Of Biological Chemistry 日期:2018 卷标:293(8) 页码:3013-3027]

= 87736-88-7
反应条件:1.1 Reagents: Manganese Oxide (Mno2) Solvents: Dichloromethane; 48 H,Rt2.1 Reagents: Hydrochloric Acid Solvents: Methanol; 6 H,Rt
标题:Synthesis And Characterization Of Photoaffinity Probes That Target The 5-Ht3 Receptor
作者:Jack,Thomas; Et Al
参考文献:Chimia 日期:2014 卷标:68(4) 页码:239-242]

= 87736-88-7
反应条件:1.1 Reagents: Triethylamine,Iodine Solvents: Methanol; < 40 °C; 30 Min,Rt2.1 Reagents: Hydrochloric Acid Solvents: Methanol; 90 Min,Rt
标题:Vapor-Phase Carbenylation Of Hard And Soft Material Interfaces
作者:Li,Xunzhi; Et Al
参考文献:Langmuir 日期:2016 卷标:32(44) 页码:11386-11394]

2197885-25-7 = 87736-88-7
反应条件:1.1 Reagents: Azanyl 2,4,6-Trimethylbenzenesulfonate Solvents: Tetrahydrofuran; 0 °C; 1 H,0 °C1.2 Reagents: Piperidine; 0 °C; 0 °C -> Rt; 1 H,Rt2.1 Reagents: Silver Oxide (Ag2O) Solvents: Diethyl Ether; 16 H,Rt; Rt -> 0 °C2.2 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; 0 °C; 1 H,0 °C
标题:Ammonia-Free Synthesis Of 3-Trifluoromethyl-3-Phenyldiaziridine
作者:Kumar,Arun Babu; Et Al
参考文献:Synthetic Communications 日期:2018 卷标:48(6) 页码:626-631]

2227135-18-2 = 87736-88-7
反应条件:1.1 Reagents: Ammonia Solvents: Dichloromethane; -78 °C; -78 °C -> Rt; 16 H,Rt1.2 Reagents: Triethylamine,Iodine Solvents: Methanol; Rt1.3 Reagents: Sodium Thiosulfate Solvents: Water2.1 Reagents: Hydrochloric Acid Solvents: Methanol; 13 H,Rt2.2 Reagents: Sodium Bicarbonate Solvents: Water; Rt
标题:Mapping Two Neurosteroid-Modulatory Sites In The Prototypic Pentameric Ligand-Gated Ion Channel Glic
作者:Cheng,Wayland W. L.; Et Al
参考文献:Journal Of Biological Chemistry 日期:2018 卷标:293(8) 页码:3013-3027]

2227135-19-3 = 87736-88-7
反应条件:1.1 Reagents: Triethylamine,Iodine Solvents: Methanol1.2 Reagents: Sodium Thiosulfate Solvents: Water2.1 Reagents: Hydrochloric Acid Solvents: Methanol; 13 H,Rt2.2 Reagents: Sodium Bicarbonate Solvents: Water; Rt
标题:Mapping Two Neurosteroid-Modulatory Sites In The Prototypic Pentameric Ligand-Gated Ion Channel Glic
作者:Cheng,Wayland W. L.; Et Al
参考文献:Journal Of Biological Chemistry 日期:2018 卷标:293(8) 页码:3013-3027]

73899-14-6 + 4885-02-3 = 87736-88-7
反应条件:1.1 Reagents: Trifluoroacetic Acid,Antimony Pentafluoride Solvents: Dichloromethyl Methyl Ether; Rt; 30 Min,Rt2.1 Reagents: Sodium Borohydride Solvents: Ethanol; 0 °C; 4 H,Rt2.2 Reagents: Hydrochloric Acid Solvents: Water; Acidified,0 °C
标题:Simple And Versatile Method For Tagging Phenyldiazirine Photophores
作者:Nakashima,Hiroyuki; Et Al
参考文献:Journal Of The American Chemical Society 日期:2006 卷标:128(47) 页码:15092-15093]

87736-75-2 = 87736-88-7
反应条件:1.1 Reagents: Lithium Bis(Trimethylsilyl)Amide Solvents: Toluene,Tetrahydrofuran; 0 °C; 0 °C -> Rt; 1 H,Rt1.2 Reagents: Methanol; 18 H,Rt; Rt -> 0 °C1.3 Reagents: Azanyl 2,4,6-Trimethylbenzenesulfonate Solvents: Tetrahydrofuran; 0 °C; 1 H,0 °C1.4 Reagents: Piperidine; 0 °C; 0 °C -> Rt; 1 H,Rt2.1 Reagents: Silver Oxide (Ag2O) Solvents: Diethyl Ether; 16 H,Rt; Rt -> 0 °C2.2 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; 0 °C; 1 H,0 °C
标题:Ammonia-Free Synthesis Of 3-Trifluoromethyl-3-Phenyldiaziridine
作者:Kumar,Arun Babu; Et Al
参考文献:Synthetic Communications 日期:2018 卷标:48(6) 页码:626-631]

= 87736-88-7
反应条件:1.1 Reagents: Ammonia Solvents: Dichloromethane; -40 °C; 4 H,-35 - -25 °C2.1 Reagents: Triethylamine,Iodine Solvents: Methanol; < 40 °C; 30 Min,Rt3.1 Reagents: Hydrochloric Acid Solvents: Methanol; 90 Min,Rt
标题:Vapor-Phase Carbenylation Of Hard And Soft Material Interfaces
作者:Li,Xunzhi; Et Al
参考文献:Langmuir 日期:2016 卷标:32(44) 页码:11386-11394]

128886-88-4 = 87736-88-7
反应条件:1.1 Reagents: Sodium Borohydride Solvents: Ethanol; 0 °C; 4 H,Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; Acidified,0 °C
标题:Simple And Versatile Method For Tagging Phenyldiazirine Photophores
作者:Nakashima,Hiroyuki; Et Al
参考文献:Journal Of The American Chemical Society 日期:2006 卷标:128(47) 页码:15092-15093]

87736-86-5 = 87736-88-7
反应条件:1.1 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran
标题:An Efficient Route To S-N-(9-Fluorenylmethyoxycarbonyl)-4'-(1-Azi-2,2,2-Trifluoroethyl)Phenylalanine
作者:Fishwick,Colin W. G.; Et Al
参考文献:Tetrahedron Letters 日期:1994 卷标:35(26) 页码:4611-14]

87736-86-5 = 87736-88-7
反应条件:1.1 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; 1 H,Rt
标题:Diazirine-Containing Rna Photo-Cross-Linking Probes For Capturing Microrna Targets
作者:Nakamoto,Kosuke; Et Al
参考文献:Journal Of Organic Chemistry 日期:2014 卷标:79(6) 页码:2463-2472]

197968-46-0 = 87736-88-7
反应条件:1.1 Reagents: Triethylamine,Hydrogen Catalysts: Palladium Solvents: Methanol
标题:Consequences Of Affinity In Heterogeneous Catalytic Reactions: Highly Chemoselective Hydrogenolysis Of Iodoarenes
作者:Ambroise,Yves; Et Al
参考文献:Journal Of Organic Chemistry 日期:2000 卷标:65(21) 页码:7183-7186]

87736-83-2 = 87736-88-7
反应条件:1.1 Reagents: Silver Oxide (Ag2O) Solvents: Diethyl Ether; 16 H,Rt; Rt -> 0 °C1.2 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; 0 °C; 1 H,0 °C
标题:Ammonia-Free Synthesis Of 3-Trifluoromethyl-3-Phenyldiaziridine
作者:Kumar,Arun Babu; Et Al
参考文献:Synthetic Communications 日期:2018 卷标:48(6) 页码:626-631]

85559-46-2 = 87736-88-7
反应条件:1.1 Reagents: Diborane(4) Solvents: Tetrahydrofuran
标题:A Convenient Route To The Soluble Guanylate Cyclase Activator Yc-1 And Its N2 Regioisomer
作者:Fernandez,Patricia A.; Et Al
参考文献:Heterocycles 日期:2001 卷标:55(9) 页码:1813-1816]

85559-46-2 = 87736-88-7
反应条件:1.1 Reagents: Diborane Solvents: Tetrahydrofuran; 5 H,-5 °C1.2 Reagents: Acetic Acid Solvents: Methanol
标题:Synthesis Of Trifluoromethylaryl Diazirine And Benzophenone Derivatives Of Etomidate That Are Potent General Anesthetics And Effective Photolabels For Probing Sites On Ligand-Gated Ion Channels
作者:Husain,S. Shaukat; Et Al
参考文献:Journal Of Medicinal Chemistry 日期:2006 卷标:49(16) 页码:4818-4825]

85559-46-2 = 87736-88-7
反应条件:1.1 Reagents: Boron Trifluoride Etherate,Sodium Borohydride Solvents: Tetrahydrofuran; 0 °C; 16 H,0 °C
标题:Fluorous Aryldiazirine Photoaffinity Labeling Reagents
作者:Song,Zhiquan; Et Al
参考文献:Organic Letters 日期:2009 卷标:11(21) 页码:4882-4885]

18282-51-4 = 87736-88-7 [标题:Reaction Conditions
标题:New Adomet Analogues As Tools For Enzymatic Transfer Of Photo-Cross-Linkers And Capturing Rna-Protein Interactions
作者:Muttach,Fabian; Et Al
参考文献:Chemistry - A European Journal 日期:2017 卷标:23(25) 页码:5988-5993]

= 87736-88-7
反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Methanol; 90 Min,Rt
标题:Vapor-Phase Carbenylation Of Hard And Soft Material Interfaces
作者:Li,Xunzhi; Et Al
参考文献:Langmuir 日期:2016 卷标:32(44) 页码:11386-11394]

87736-80-9 = 87736-88-7
反应条件:1.1 Reagents: Ammonia Solvents: Diethyl Ether; -60 °C1.2 Reagents: Triethylamine,Iodine Solvents: Methanol; 0 °C; 0 °C -> Rt2.1 Reagents: Hydrochloric Acid Solvents: Methanol; Rt
标题:Synthesis Of Photoactive A-Mannosides And Mannosyl Peptides And Their Evaluation For Lectin Labeling
作者:Wiegand,Michaela; Et Al
参考文献:European Journal Of Organic Chemistry 日期:2006 卷标:(21) 页码:4841-4851]

2197885-24-6 = 87736-88-7
反应条件:1.1 Reagents: Methanol; 18 H,Rt2.1 Reagents: Azanyl 2,4,6-Trimethylbenzenesulfonate Solvents: Tetrahydrofuran; 0 °C; 1 H,0 °C2.2 Reagents: Piperidine; 0 °C; 0 °C -> Rt; 1 H,Rt3.1 Reagents: Silver Oxide (Ag2O) Solvents: Diethyl Ether; 16 H,Rt; Rt -> 0 °C3.2 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; 0 °C; 1 H,0 °C
标题:Ammonia-Free Synthesis Of 3-Trifluoromethyl-3-Phenyldiaziridine
作者:Kumar,Arun Babu; Et Al
参考文献:Synthetic Communications 日期:2018 卷标:48(6) 页码:626-631

📜4-碘苄醇置于吡啶,咪唑,4-二甲氨基吡啶,Ammonium Hydroxide,正丁基锂,盐酸羟胺,四丁基氟化铵,碘,三乙胺体系中,用四氢呋喃,甲醇,乙醇,正己烷,二氯甲烷,N,N-二甲基甲酰胺作为反应溶剂,化学反应 53.0H,反应生成 4-[3-(三氟甲基)-3H-双吖丙啶-3-基]苄醇
参考文献:Diazirine-Containing Rna Photo-Cross-Linking Probes For Capturing Microrna Targets
标题:Diazirine-Containing Rna Photo-Cross-Linking Probes For Capturing Microrna Targets
摘要:Here,We Report The Applicability Of Diazirine-Containing Rna Photo-Cross-Linking Probes For The Identification Of Microrna (Mirna) Targets. The Rna Cross-Linking Probes Were Synthesized By Substituting The Rna Nucleobases With Nucleoside Analogues Such As 1-O-[3-(3-Trifluoromethyl-3H-Diazirin-3-yl)]Benzyl-β-D-Ribofuranose Or 1-O-[4-(3-Trifluoromethyl-3H-Diazirin-3-yl)]Benzyl-β-D-Ribofuranose That Carry Aryl Trifluoromethyl Diazirine Moieties. The Probes Were Successfully Cross-Linked With Synthetic Rnas Containing The Four Natural Nucleosides On The Opposite Site Of The Nucleoside Analogues. Furthermore,It Was Found That Mirnas Containing These Analogues Were Effective In Regulating The Expression Of Their Target Genes. Thus,Rnas Containing The Nucleoside Analogues Are Promising Candidates As Photo-Cross-Linking Probes To Identify The Target Mrnas Of Mirnas.
DOI:10.1021/jo402738T