CAS: 837364-88-2; 2,4-Difluoro-3-Iodopyridine

该化合物是一种环环有机化合物,其特点是用两种氟原子和一种碘原子取代了一条环状环状,这些卤素替代物的存在对其化学特性,包括反应性和极度有重大影响.这种环状物质本身是一个六人组成的芳香环状,内含一个氮原子,有助于该化合物的本质和进行核生殖替代反应的潜力.氟虫原子具有高电反应性,强化了该化合物的电子牵引特性,使其对电极反应更加积极.碘原子虽然不具有电反应作用,但可以参与各种反应,包括结合和替代过程.这种化合物可能因其独特的电子特性和在合成更复杂的分子方面的潜在应用,而被用于医药化学和材料科学.此外,其结构特征可能允许生物系统中的特定相互作用,从而引起对药物开发的兴趣.应当观测安全性和处理预防措施,因为卤化化合物可以表现出毒性和环境持久性.

英文名称2,4-Difluoro-3-Iodopyridine
中文名称2,4-二氟-3-碘吡啶
IUPAC名称2,4-difluoro-3-iodopyridine
其它别名2,4-二氟-3-碘吡啶; 2,4-二氟-3-碘-吡啶; Pyridine, 2,4-Difluoro-3-Iodo-
CAS编号837364-88-2
MFCD编号:MFCD09029861
EINECS号:882-757-4
分子式:C5H2F2IN
分子量:240.98
产品CID: 1825572
产品分类有机原料→分子砌块→芳杂环类化合物→吡啶类化合物

相似结构搜索
InChIKey: AYKASHJPLZSRDC-UHFFFAOYSA-N
InChI=1S/C5H2F2IN/c6-3-1-2-9-5(7)4(3)8/h1-2H…
计算化学: 氢键受体数1.0氢键供体数0.0可旋转键数0.0

相似化合物

113975-22-7 685517-67-3 2375193-98-7

MSDS等安全信息

GHS象形图
GHS符号GHS07;
注释: Exclamation mark
危险类别急性毒性类别4(经口)
急性毒性类别4(吸入)
急性毒性类别4(经皮)
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(警告)
危险描述H302 |吞咽有害.
H332 |吸入有害.
H312 |皮肤接触有害.
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P264-P270-P501
危险品标志Xn
安全声明H303May be harmful if swallowed+H313Skin contact may be harmful+H333Inhalation may be harmful to the body
危险类别码22

欧盟法规

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合成工艺路线路线简述

合成目标产物 2,4-Difluoro-3-Iodo-Pyridine 主要起始原料 2,4,6-Trifluoropyridine
837364-97-3 = 837364-88-2
反应条件:1.1 Reagents: Iodine Chloride
标题:Rerouting Nucleophilic Substitution From The 4-Position To The 2- Or 6-Position Of 2,4-Dihalopyridines And 2,4,6-Trihalopyridines: The Solution To A Long-Standing Problem
作者:Schlosser,Manfred; Et Al
参考文献:Organic Letters 日期:2005 卷标:7(1) 页码:127-129]

837364-90-6 = 837364-88-2
反应条件:1.1 Reagents: Lithium Diisopropylamide Solvents: Tetrahydrofuran; -75 °C1.2 Reagents: Iodine
标题:Rerouting Nucleophilic Substitution From The 4-Position To The 2- Or 6-Position Of 2,4-Dihalopyridines And 2,4,6-Trihalopyridines: The Solution To A Long-Standing Problem
作者:Schlosser,Manfred; Et Al
参考文献:Organic Letters 日期:2005 卷标:7(1) 页码:127-129]

3512-17-2 + 994-30-9 = 837364-88-2
反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; 45 Min,-100 °C1.2 45 Min,-75 °C2.1 Reagents: Hydrazine Solvents: Tetrahydrofuran; 2 H,50 °C3.1 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; 2 H,25 °C4.1 Reagents: Copper Sulfate Solvents: Water; 25 Min,Reflux5.1 Reagents: Diisopropylamine,Butyllithium Solvents: Tetrahydrofuran,Hexane; -100 °C; 45 Min,-100 °C5.2 Reagents: Iodine Solvents: Tetrahydrofuran; 15 Min,-75 °C5.3 Reagents: Sodium Sulfite Solvents: Water; -75 °C
标题:Regiochemically Flexible Substitutions Of Di-,Tri-,And Tetrahalopyridines: The Trialkylsilyl Trick
作者:Schlosser,Manfred; Et Al
参考文献:Journal Of Organic Chemistry 日期:2005 卷标:70(7) 页码:2494-2502]

34941-90-7 = 837364-88-2
反应条件:1.1 Reagents: Diisopropylamine,Butyllithium Solvents: Tetrahydrofuran,Hexane; -100 °C; 45 Min,-100 °C1.2 Reagents: Iodine Solvents: Tetrahydrofuran; 15 Min,-75 °C1.3 Reagents: Sodium Sulfite Solvents: Water; -75 °C
标题:Regiochemically Flexible Substitutions Of Di-,Tri-,And Tetrahalopyridines: The Trialkylsilyl Trick
作者:Schlosser,Manfred; Et Al
参考文献:Journal Of Organic Chemistry 日期:2005 卷标:70(7) 页码:2494-2502]

75-77-4 + 837364-89-3 = 837364-88-2
反应条件:1.1 Reagents: Chloro(1-Methylethyl)Magnesium1.2 -2.1 Reagents: Lithium Diisopropylamide Solvents: Tetrahydrofuran; -75 °C2.2 Reagents: Iodine
标题:Rerouting Nucleophilic Substitution From The 4-Position To The 2- Or 6-Position Of 2,4-Dihalopyridines And 2,4,6-Trihalopyridines: The Solution To A Long-Standing Problem
作者:Schlosser,Manfred; Et Al
参考文献:Organic Letters 日期:2005 卷标:7(1) 页码:127-129]

837364-98-4 = 837364-88-2
反应条件:1.1 Reagents: Copper Sulfate Solvents: Water; 25 Min,Reflux2.1 Reagents: Diisopropylamine,Butyllithium Solvents: Tetrahydrofuran,Hexane; -100 °C; 45 Min,-100 °C2.2 Reagents: Iodine Solvents: Tetrahydrofuran; 15 Min,-75 °C2.3 Reagents: Sodium Sulfite Solvents: Water; -75 °C
标题:Regiochemically Flexible Substitutions Of Di-,Tri-,And Tetrahalopyridines: The Trialkylsilyl Trick
作者:Schlosser,Manfred; Et Al
参考文献:Journal Of Organic Chemistry 日期:2005 卷标:70(7) 页码:2494-2502]

837364-96-2 = 837364-88-2
反应条件:1.1 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; 2 H,25 °C2.1 Reagents: Copper Sulfate Solvents: Water; 25 Min,Reflux3.1 Reagents: Diisopropylamine,Butyllithium Solvents: Tetrahydrofuran,Hexane; -100 °C; 45 Min,-100 °C3.2 Reagents: Iodine Solvents: Tetrahydrofuran; 15 Min,-75 °C3.3 Reagents: Sodium Sulfite Solvents: Water; -75 °C
标题:Regiochemically Flexible Substitutions Of Di-,Tri-,And Tetrahalopyridines: The Trialkylsilyl Trick
作者:Schlosser,Manfred; Et Al
参考文献:Journal Of Organic Chemistry 日期:2005 卷标:70(7) 页码:2494-2502]

837364-95-1 = 837364-88-2
反应条件:1.1 Reagents: Hydrazine Solvents: Tetrahydrofuran; 2 H,50 °C2.1 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; 2 H,25 °C3.1 Reagents: Copper Sulfate Solvents: Water; 25 Min,Reflux4.1 Reagents: Diisopropylamine,Butyllithium Solvents: Tetrahydrofuran,Hexane; -100 °C; 45 Min,-100 °C4.2 Reagents: Iodine Solvents: Tetrahydrofuran; 15 Min,-75 °C4.3 Reagents: Sodium Sulfite Solvents: Water; -75 °C
标题:Regiochemically Flexible Substitutions Of Di-,Tri-,And Tetrahalopyridines: The Trialkylsilyl Trick
作者:Schlosser,Manfred; Et Al
参考文献:Journal Of Organic Chemistry 日期:2005 卷标:70(7) 页码:2494-2502

2,4,6-三氟吡啶置于正丁基锂,四丁基氟化铵,一水合肼,Copper(II) Sulfate,二异丙胺体系中,用四氢呋喃,正己烷,水作为反应溶剂,化学反应 11.17H,反应生成 2,4-二氟-3-碘吡啶
参考文献:Regiochemically Flexible Substitutions Of Di-,Tri-,And Tetrahalopyridines: The Trialkylsilyl Trick
标题:Regiochemically Flexible Substitutions Of Di-,Tri-,And Tetrahalopyridines: The Trialkylsilyl Trick
摘要:2,4-Difluoropyridine,2,4-Dichloropyridine,2,4,6-Trifluoropyridine,2,4,6-Trichloropyridine And 2,3,4,6-Tetrafluoropyridine React With Standard Nucleophiles Exclusively At The 4-Position Under Halogen Displacement. However,The Regioselectivity Can Be Completely Reversed If A Trialkylsilyl Group Is Introduced In The 5-Position Of The 2,4-Dihalopyridines Or In The 3-Position Of The 2,4,6-Trihalopyridines Or 2,3,4,6-Tetrahalopyridine. Then Only The Halogen Most Remote From The Bulky Silyl Unit (At The 2-Position In The Case Of The 2,4-Halopyridines,At The 6-Position With The Other Substrates) Gets Involved In The Exchange Process. After Removal Of The Silyl Protective Group The Nucleophile Is Invariably Found To occupy The Nitrogen-Neighboring Position.
DOI:10.1021/jo047962Z

海关参考信息

2933310010-吡啶
2939800000-其他生物碱
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合成参考文献

参考文献:10.1055/s-0029-1218810
摘要:Schlosser M, Ruzziconi R. Nucleophilic Substitutions of Nitroarenes and Pyridines: New Insight and New Applications. Synthesis. 2010 Jun 02;2010(13):2111–23. doi: 10.1055/s-0029-1218810.