Name: syntheses, crystallization, and spectroscopic characterization of 3,5-lutidine n-oxide dehydrate
Uploaded: 2018-04-24T14:00:00
Description: Watch this Scientific Journal Video about Syntheses, Crystallization, and Spectroscopic Characterization of 3,5-Lutidine N-Oxide Dehydrate at JoVE.com

目前的工作得到了 BUAP、推广科学和项目编号 Vicerrectoría de Investigación y 研究中心 Posgrado 的支持。REOY-NAT14, 15, 16 克 HEAS-NAT17。RMG 感谢 CONACyT (墨西哥) 奖学金417887。

1. 反应
<ol><li>在通风罩中放置一个打开的圆形100毫升瓶与0.5 摩尔 (29.8 毫升) 的冰川醋酸和添加0.051 摩尔 (5.82 毫升) 35-吡啶和5毫升的 H2O2 (35%)。保持混合反应在恒定的磁性搅拌下, 在内部温度为80°c 为5小时。</li>
	<li>在反应时间以后, 冷却烧瓶到24°c 与冰 (不暴露乙酸气体到冰), 并且插入它到一个高真空蒸馏单位为90-120 分钟去除多余的乙酸。 注意: 不要使用热材料。等待, 直到玻...

<ol>
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本文提出的协议是将氧原子与 35-吡啶的氮原子相连接的传统方法, 作为基质的功能化方法。这项技术也很好的建立, 以产生 x 射线合适的脱水晶体 (图 5, 拍摄的照片与一个 DSC-HX300 的网络拍摄索尼相机)。就我们而言, 没有多少报告描述了这种晶体的生产16。许多化合物生长理想晶体的 x 射线分析时, 它们是螯合的各种金属17,18</sup...

如今, 全球各地的科学家一直在为芳香族的功能化开发新的合成路线, 这是众所周知的低反应性前添加反应1,2, 3。吡啶, 其中氮原子替代碳原子, 呈现类似的化学反应的模拟环只组成碳原子3, 它通常会经历替代机制, 而不是加法。N-氧化物由在氧原子3上的 nonbonding 电子对的重叠所形成的氮与氧之间存在的供体键的存在而独特。特别地, 吡啶n-氧化物是刘易斯基地, 因为他们的 n-O 基团可能充当电子捐赠者, 并且他们可能结合刘易斯酸形成对应的刘易斯酸基对。这个物产有一个基本的化学后果, 因为它可能增加路易斯酸的 nucleophilicity 对潜在的 electrophiles, 因此允许他们在通常反应不会发生的情况下反应。可能最频繁使用这种化合物是在各种氧化反应, 它们作为氧化剂4。吡啶N-氧化物和它们的许多环功能性衍生物是生物活性和药理作用的经常性分子5, 并建立了一个清晰的空间分布由不同的光谱工具对于其中一些6,7。在研究将不同的基团附着在吡啶环上时, 科学家们测试了各种方法, 以产生一种简单而传统的方法, 因为 isoxazolines 需要催化量的基础, 如 DBU 在沸腾二甲苯形成 6-substituted-2-aminopyridine N-氧化物8,9。在 CH2Cl2/CH3中, 多种吡啶衍生物转化为相应的N-氧化物, 其催化量为四 (26-diclorophenyl) 卟啉和醋酸铵。CN8,10。其他吡啶被氧化到他们的氧化物使用 H2O2在有催化量的 methyltrioxorhenium8,11, 或由加法多余的 dimethyldioxirane 在 CH2Cl2摄氏0摄氏度, 导致相应的N氧化物8,12,13,14。双 (三甲基硅) 过氧化物在 trioxorhenium 的存在中, 在 CH2Cl2中, 已用于合成吡啶N-氧化物8,11。此外, 还报告了用卡萝酸 (peroxomonosulfuric 酸) 合成氨基吡啶N氧化物的情况8。然而, 这里报告的方法, 以及使用落合1报告的方法的一部分, 提供了非常好的结果, 使用更便宜和容易接近的试剂, H 2 O 2 和冰川乙酸.这种做法更适合用于大型制剂, 对叔胺, 它产生良好的产量, 在一个反应, 只需要30% 过氧化氢和冰川乙酸在70-80 摄氏度之间的温度, 并使用净化过程这是可利用的在多数综合实验室例如蒸馏, 不用催化剂或更昂贵的试剂1。文献报道, 其他方法也经常涉及时间框架从10-24 小时和温度在100°c 4,8, 并且清楚地被形成的水晶的屈服为 x 射线分析很少报告。
被动, 各种n-氧化物衍生物用于充分激活吡啶环, 无论是亲核或亲方式。亲核或亲因子受取代基的影响。随着吡啶环为电子提取基团, 主要因子为亲核特征1。自由的N氧化物化合物很少被隔绝作为适当的水晶为 x-射线分析由于移位充电在芳香圆环。然而, 溶剂化因子对于稳定氧的负密度15至关重要。

<table border="0" cellpadding="0" cellspacing="0" style="width:725px;" width="725">
	<colgroup>
		<col />
		<col />
		<col />
		<col />
	</colgroup>
	<tbody>
		<tr height="21">
			<td height="21" style="height:21px;width:212px;">3,5-lutidine</td>
			<td style="width:228px;">Sigma-Aldrich</td>
			<td style="width:119px;">L4206-500ML</td>
			<td style="width:167px;"></td>
		</tr>
		<tr height="21">
			<td height="21" style="height:21px;">Glacial acetic acid</td>
			<td>Fermont</td>
			<td>3015</td>
			<td></td>
		</tr>
		<tr height="21">
			<td height="21" style="height:21px;">Hidrogen peroxide (35%)</td>
			<td>Sigma-Aldrich</td>
			<td>349887-500ML</td>
			<td></td>
		</tr>
		<tr height="25">
			<td height="25" style="height:25px;">Na2CO3 anhydrous</td>
			<td>Productos Qu&#237;micos Monterrey</td>
			<td>1792</td>
			<td></td>
		</tr>
		<tr height="25">
			<td height="25" style="height:25px;">Na2SO4 anhydrous</td>
			<td>Alfa reactivos</td>
			<td>25051-C</td>
			<td></td>
		</tr>
		<tr height="25">
			<td height="25" style="height:25px;">CHCl3</td>
			<td>Fermont</td>
			<td>6205</td>
			<td></td>
		</tr>
		<tr height="21">
			<td height="21" style="height:21px;">Ethyl eter</td>
			<td>Mercury Chemist</td>
			<td>QME0309</td>
			<td></td>
		</tr>
		<tr height="21">
			<td height="21" style="height:21px;">Distilled water</td>
			<td>Comercializadora Qu&#237;mica Poblana</td>
			<td>not-existent</td>
			<td></td>
		</tr>
	</tbody>
</table>

syntheses, crystallization, and spectroscopic characterization of 3,5-lutidine n-oxide dehydrate

合成 35-吡啶n-氧化物脱水, 1, 在 2-氨基吡啶-35 二羧酸的合成路线中实现。落合首次在12小时的过程中使用了非取代吡啶的方法, 但没有获得 X 射线合适的晶体。此处介绍的方法中使用的取代环清楚地影响了将水分子加入不对称单元, 在1中赋予不同的亲核强度。X 射线适当的水晶复合物1是可能的由于消极充电的安定在氧气由二个水分子的存在, 在那里氢原子捐赠正电荷入圆环;这种水分子能很好地构建超分子相互作用。水合分子可能为碱性系统, 通过调整 pH 值达到10。重要的是, 双甲基取代环和反应时间为5小时, 使其成为一个更通用的方法和更广泛的化学应用, 未来的环插入。

该协议实质上是落合技术1的扩展.但是, 较低的温度和更少的时间被应用。这个简单的方法可以用来获得一个多才多艺的配体, 这是一个替代的吡啶N氧化物衍生物。要确认1的形成, 请选择核磁共振1H 和13C 分析, 以测试过程的有效性。
化学位移表明了1的形成。信?...

Watch this Scientific Journal Video about Syntheses, Crystallization, and Spectroscopic Characterization of 3,5-Lutidine N-Oxide Dehydrate at JoVE.com

Syntheses, Crystallization, and Spectroscopic Characterization of 3,5-Lutidine N-Oxide Dehydrate

在此, 我们报告的合成和结晶的 35-吡啶n-氧化物脱水的一个简单的协议, 不同于经典合成吡啶N氧化物。该协议采用不同的起始材料, 反应时间较少, 产生一种新的溶解超分子结构, 在缓慢蒸发下结晶。

35-吡啶N-氧化物脱水的合成、结晶和光谱表征

The synthesis of 3,5-lutidine N-oxide dehydrate, 1, was achieved in the synthesis route of 2-amino-pyridine-3,5-dicarboxylic acid. Ochiai first used the ...

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Syntheses, Crystallization, and Spectroscopic Characterization of 3,5-Lutidine N-Oxide Dehydrate

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超分子胶体的合成与表征

Control over colloidal assembly is of utmost importance for the development of functional colloidal materials with tailored structural and mechanical ...

Site Directed Spin Labeling and EPR Spectroscopic Studies of Pentameric Ligand-Gated Ion Channels

定点自旋标记和五聚体配体门控离子通道的EPR光谱研究

Ion channel gating is a stimulus-driven orchestration of protein motions that leads to transitions between closed, open, and desensitized states. ...

Low-energy Cathodoluminescence for (Oxy)Nitride Phosphors

Low-energy Cathodoluminescence for OxyNitride Phosphors

低能量的阴极射线（氧）氮化物荧光粉

Nitride and oxynitride (Sialon) phosphors are good candidates for the ultraviolet and visible emission applications. High performance, good stability and ...

Preparation and Characterization of C60/Graphene Hybrid Nanostructures

Preparation and Characterization of C60/Graphene Hybrid Nanostructures

C 型60/石墨烯混合纳米结构的制备与表征

Physical thermal deposition in a high vacuum environment is a clean and controllable method for fabricating novel molecular nanostructures on graphene. We ...

Synthesis of a Thiol Building Block for the Crystallization of a Semiconducting Gyroidal Metal-sulfur Framework

半导体回转金属硫框架结晶的硫醇构建块的合成

We present a method for preparing thioester molecules as the masked form of the thiol linkers and their utilization for accessing a semiconducting and ...

Electrophoretic Crystallization of Ultrathin High-performance Metal-organic Framework Membranes

超薄高性能金属-有机骨架膜的电泳结晶

We report the synthesis of thin, highly intergrown, polycrystalline metal-organic framework (MOF) membranes on a wide range of unmodified porous and ...