CAS: 81475-22-1; 4-Tert-Butylcalix[5]Arene

该化合物是属于卡利沙勒氏族的大型循环化合物,其特点是五酚单位结构,在准方位上有异丁基替代物,其硬质,碗状结构使选择性分子识别成为了分子识别,在宿主的化学和超分子应用中具有价值,而异丁基组则提高了有机溶剂的溶解性,同时保持结构稳定性.该复合物因其定义明确,对中性和离子性物种,特别是碱性和过渡性金属具有很强的粘合性.它通常用于传感器开发,催化和分离过程,其合成多功能化可以进一步发挥作用,扩大其在材料科学和纳米技术中的效用.

英文名称4-Tert-Butylcalix[5]Arene
中文名称4-叔丁基杯[5]芳烃
IUPAC名称15,35,55,75,95-penta-tert-butyl-1,3,5,7,9(1,3)-pentabenzenacyclodecaphane-12,32,52,72,92-pentaol
其它别名五叔丁基(五羟基)杯[5]芳烃; Penta-Tert-Butyl(Pentahydroxy)Calix[5]Arene
CAS编号81475-22-1
MFCD编号:MFCD00210028
EINECS号:678-076-5
分子式:C55H70O5分子量:811.16
产品CID: 1808088
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
产品信息参考
InChIKey: HTJNUHSOASZVHV-UHFFFAOYSA-N
InChI=1S/C55H70O5/c1-51(2,3)41-21-31-16-33-23-42(52(4,5)6)25-35(47(33)57)18-37-27-44(54(10,11)12)29-39(49(37)59)20-40-30-45(55(13,14)15)28-38(50(40)60)19-36-26-43(53(7,8)
计算化学: 氢键受体数5.0氢键供体数5.0可旋转键数*

物理性质

熔点310-312 °C
沸点748.21 °C at 760 mmHg
闪点270.6±27.5 °C
密度1.1±0.1 g/cm3
pKa:9.43±0.20(预测)
PSA:101.15
LogP:12.9695
折射率1.582
蒸汽压0.0±2.9 mmHg at 25°C
敏感性按规定使用和贮存的不会分解，避氧化物
外观形态白色至几乎白色粉末至晶体
储存条件RT, stored under nitrogen
产品应用该化合物用于集束综合体的支持系统. 4-TERT-BUTYLCALIXE的核心酒精组允许自身和一些固体状态的酒精之间形成强大的氢联结.

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合成工艺路线路线简述

1130162-27-4 = 81475-22-1
反应条件:1.1 Solvents: Ethanol; 10 Min,Rt1.2 Reagents: Lithium Iodide Solvents: Ethanol,Water; 12 - 24 H,Reflux1.3 Reagents: Hydrochloric Acid Solvents: Water; < Ph 7,Rt
标题:Casting Heteracalixarenes From Calixarene Templates: A Unique Synthetic Strategy
作者:Patel,Mitesh H.; Et Al
参考文献:Chemical Communications (Cambridge 日期:2009 卷标:(5) 页码:586-588]

22787-39-9 + 81475-22-1 = 81475-22-1
反应条件:1.1 Reagents: Sodium Carbonate Solvents: Acetone; 10 - 24 H,Reflux2.1 Reagents: Sulfur Dichloride Solvents: Dichloromethane; 2 H,0 °C; 2 H,Reflux; Reflux -> Rt2.2 Reagents: Water; 0 °C3.1 Solvents: Ethanol; 10 Min,Rt3.2 Reagents: Lithium Iodide Solvents: Ethanol,Water; 12 - 24 H,Reflux3.3 Reagents: Hydrochloric Acid Solvents: Water; < Ph 7,Rt
标题:Casting Heteracalixarenes From Calixarene Templates: A Unique Synthetic Strategy
作者:Patel,Mitesh H.; Et Al
参考文献:Chemical Communications (Cambridge 日期:2009 卷标:(5) 页码:586-588]

= 81475-22-1 + 60705-62-6 + 68971-82-4 + 190651-92-4 + 78092-53-2 + 84161-29-5
反应条件:1.1 Catalysts: Tin Tetrachloride Solvents: Dichloromethane; 15 °C; 30 Min,15 °C1.2 Solvents: Dichloromethane; 4 H,15 °C; 16 H,15 °C1.3 Reagents: Hydrochloric Acid Solvents: Water
标题:An Expedient One-Pot Synthesis Of Para-Tert-Butylcalix[8]- And [9]Arene
作者:Bew,Sean P.; Et Al
参考文献:Chemical Communications (Cambridge 日期:2007 卷标:(9) 页码:975-977]

421546-91-0 + 810-52-6 = 81475-22-1 + 60705-62-6 + 68971-82-4 + 190651-92-4 + 78092-53-2 + 84161-29-5
反应条件:1.1 Catalysts: Ferrocenium Tetrafluoroborate Solvents: Dichloromethane; 60 Min,120 °C
标题:Synthesis And Reactions Of Calixarenes Using Microwave Irradiation
作者:Bew,Sean P.; Et Al
参考文献:Polymer Preprints (American Chemical Society 日期:2008 卷标:49(2) 页码:957-958]

= 81475-22-1
反应条件:1.1 Catalysts: Lithium Hydroxide Solvents: Tetralin,Water; 15 - 30 Min,95 °C; 95 °C -> 85 °C; 1.5 H,85 °C; 85 °C -> 230 °C; 5 Min,230 °C -> 190 °C; 10 Min,185 - 190 °C; 180 °C -> 160 °C; 3 H,160 °C
标题:A Flexible Self-Folding Receptor For Coronene
作者:Lozano,David; Et Al
参考文献:Chemical Science 日期:2019 卷标:10(44) 页码:10351-10355]

= 81475-22-1
反应条件:1.1 Reagents: Potassium Hydroxide Solvents: Tetralin
标题:The One-Step Synthesis Of P-Tert-Butylcalix[5]Arene
作者:Stewart,Donald R.; Et Al
参考文献:Organic Preparations And Procedures International 日期:1993 卷标:25(1) 页码:137-9]

= 81475-22-1
反应条件:1.1 Reagents: Potassium Hydroxide Solvents: Tetralin,Water; 453 K1.2 Reagents: Hydrochloric Acid Solvents: Chloroform,Water; Neutralized
标题:Crystal Structure At The Origin Of The Thermal Stability And Large Enthalpy Of Fusion And Sublimation Values Of Calixarenes
作者:Galindo-Garcia,Ulises; Et Al
参考文献:Crystal Growth & Design 日期:2020 卷标:20(2) 页码:1302-1310]

2467-07-4 + 810-52-6 = 81475-22-1 + 68971-82-4
反应条件:1.1 Catalysts: Trifluoroacetic Acid Solvents: Chloroform; Rt; 1 H,Rt
标题:Quantitative And Convergent Synthesis Of P-T-Butylcalix[8]Arene
作者:Falana,Olusegun M.; Et Al
参考文献:Tetrahedron Letters 日期:2015 卷标:56(23) 页码:3240-3242]

= 81475-22-1
反应条件:1.1 Reagents: Sulfur Dichloride Solvents: Dichloromethane; 2 H,0 °C; 2 H,Reflux; Reflux -> Rt1.2 Reagents: Water; 0 °C2.1 Solvents: Ethanol; 10 Min,Rt2.2 Reagents: Lithium Iodide Solvents: Ethanol,Water; 12 - 24 H,Reflux2.3 Reagents: Hydrochloric Acid Solvents: Water; < Ph 7,Rt
标题:Casting Heteracalixarenes From Calixarene Templates: A Unique Synthetic Strategy
作者:Patel,Mitesh H.; Et Al
参考文献:Chemical Communications (Cambridge 日期:2009 卷标:(5) 页码:586-588]

= 81475-22-1
反应条件:1.1 Reagents: Sodium Carbonate Solvents: Acetone; 10 - 24 H,Reflux2.1 Reagents: Sulfur Dichloride Solvents: Dichloromethane; 2 H,0 °C; 2 H,Reflux; Reflux -> Rt2.2 Reagents: Water; 0 °C3.1 Solvents: Ethanol; 10 Min,Rt3.2 Reagents: Lithium Iodide Solvents: Ethanol,Water; 12 - 24 H,Reflux3.3 Reagents: Hydrochloric Acid Solvents: Water; < Ph 7,Rt
标题:Casting Heteracalixarenes From Calixarene Templates: A Unique Synthetic Strategy
作者:Patel,Mitesh H.; Et Al
参考文献:Chemical Communications (Cambridge 日期:2009 卷标:(5) 页码:586-588]

81475-22-1 = 81475-22-1
反应条件:1.1 Reagents: Potassium Carbonate Solvents: Acetone; 6 - 14 H,Reflux2.1 Reagents: Sodium Carbonate Solvents: Acetone; 10 - 24 H,Reflux3.1 Reagents: Sulfur Dichloride Solvents: Dichloromethane; 2 H,0 °C; 2 H,Reflux; Reflux -> Rt3.2 Reagents: Water; 0 °C4.1 Solvents: Ethanol; 10 Min,Rt4.2 Reagents: Lithium Iodide Solvents: Ethanol,Water; 12 - 24 H,Reflux4.3 Reagents: Hydrochloric Acid Solvents: Water; < Ph 7,Rt
标题:Casting Heteracalixarenes From Calixarene Templates: A Unique Synthetic Strategy
作者:Patel,Mitesh H.; Et Al
参考文献:Chemical Communications (Cambridge 日期:2009 卷标:(5) 页码:586-588]

= 81475-22-1
反应条件:1.1 Solvents: Acetone; 4 H,Reflux2.1 Reagents: Sodium Carbonate Solvents: Acetone; 10 - 24 H,Reflux3.1 Reagents: Sulfur Dichloride Solvents: Dichloromethane; 2 H,0 °C; 2 H,Reflux; Reflux -> Rt3.2 Reagents: Water; 0 °C4.1 Solvents: Ethanol; 10 Min,Rt4.2 Reagents: Lithium Iodide Solvents: Ethanol,Water; 12 - 24 H,Reflux4.3 Reagents: Hydrochloric Acid Solvents: Water; < Ph 7,Rt
标题:Casting Heteracalixarenes From Calixarene Templates: A Unique Synthetic Strategy
作者:Patel,Mitesh H.; Et Al
参考文献:Chemical Communications (Cambridge 日期:2009 卷标:(5) 页码:586-588]

= 81475-22-1 + 60705-62-6 + 68971-82-4
反应条件:1.1 Reagents: Potassium Hydroxide Solvents: Water; Rt -> 120 °C; 1 H,200 °C; 1 H,200 °C -> Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; 30 Min,Rt
标题:A More Benign Approach To The Synthesis Of Calixarenes
作者:Makha,Mohamed; Et Al
参考文献:Green Chemistry 日期:2004 卷标:6(3) 页码:158-160]

= 81475-22-1 + 60705-62-6 + 68971-82-4 + 78092-53-2 + 84161-29-5
反应条件:1.1 Reagents: Potassium Tert-Butoxide Solvents: Tetralin
标题:Improved Synthesis Of 5,11,17,23,29-Penta-T-Butylcalix[5]Arene-31,32,33,34,35-Pentol And Immobilization Of The Conformation By O-Alkylation
作者:Iwamoto,Koji; Et Al
参考文献:Bulletin Of The Chemical Society Of Japan 日期:1994 卷标:67(5) 页码:1499-502]

= 81475-22-1 + 60705-62-6 + 68971-82-4 + 190651-92-4 + 78092-53-2 + 84161-29-5
反应条件:1.1 Reagents: Magnesium Triflate Solvents: Dichloromethane; 30 Min,120 °C
标题:Do Commercially Available Metal Salts Mediate Calixarene Formation Via Hydrogen-Bonded Dimers?
作者:Bew,Sean P.; Et Al
参考文献:Journal Of Organic Chemistry 日期:2011 卷标:76(17) 页码:7076-7083]

= 81475-22-1 + 60705-62-6 + 68971-82-4 + 190651-92-4 + 78092-53-2 + 84161-29-5
反应条件:1.1 Catalysts: Ferrocenium Tetrafluoroborate Solvents: 1,3,5-Trioxane; 30 Min,120 °C
标题:Synthesis And Reactions Of Calixarenes Using Microwave Irradiation
作者:Bew,Sean P.; Et Al
参考文献:Polymer Preprints (American Chemical Society 日期:2008 卷标:49(2) 页码:957-958

📜4-叔丁基苯酚,聚合甲醛置于potassium Tert-Butylate体系中,用 1,2,3,4-四氢萘作为反应溶剂,以6.1%的收率获得产物4-叔丁基杯[5]芳烃
参考文献:穿孔单层:从汞化杯[n]芳烃设计和合成多孔和粘性单层
标题:穿孔单层:从汞化杯[n]芳烃设计和合成多孔和粘性单层
摘要:一系列 O-烷基化杯 (N) 芳烃(通过四羟基杯 (4) 芳烃,五羟基杯 (5) 芳烃,六羟基杯 (6) 芳烃和七羟基杯 (7) 芳烃与正溴丁烷和正-溴十六烷)提供了一系列基于杯芳烃的表面活性剂,它们在空气-水界面形成稳定的单层.如果假设每个杯芳烃的底部平行且烷基链垂直于水面,则对每个杯芳烃测量的表面压力面积等温线产生的限制区域与空间填充模型预测的值非常一致. 将丙二酸引入含水亚相导致源自杯(4)芳烃,杯(5)芳烃和杯(6)芳烃基表面活性剂的膜的内聚性显着增加,通过表面粘度的变化来判断.对由丙二酸稳定的杯 (6) 芳烃单层生产的 Langmuir-Blodgett 薄膜进行 X 射线光电子能谱分析,显示羧酸盐/汞比率为 0.9.
DOI:10.1021/ja00203A020