甲盐 - 合成,特性和新兴用途
Alexander Marriott1, Götz Bucher1
1School of Chemistry, University of Glasgow, Joseph Black Building, University Avenue, Glasgow G12 8QQ, UK. goetz.bucher@glasgow.ac.uk.
Organic & biomolecular chemistry
|October 28, 2024
概括
最近的合成进步使得前所未有的休眠领域 - - 甲盐化学 - - 重生. 新的方法使得合成更容易,为这个不断增长的研究领域的新兴应用铺平了道路.
科学领域:
- 有机化学 有机化学
- 材料科学 材料科学 材料科学
背景情况:
- 原产于20世纪60年代的苏联,由于合成挑战,四氨盐化学在很大程度上未被探索.
- 三烯胺的固体阻碍和低核性使得添加第四个基组变得困难.
研究的目的:
- 审查四亚盐化学的历史发展和最近的进展.
- 突出新兴应用,以新合成方法为驱动.
主要方法:
- 文献综述涵盖该领域从创立到现在.
- 分析合成策略,以克服四氨盐制备中的挑战.
主要成果:
- 新的合成发展使得四甲盐更容易获得.
- 该领域正在经历复苏,出版率越来越高.
- 这些化合物的初始应用已经开始被报告.
结论:
- 合成化学的进步已经克服了四亚盐合成的先前局限性.
- 该领域有望实现显著增长,随着研究兴趣和潜在应用的不断扩大.
相关概念视频
Preparation of Amines: Alkylation of Ammonia and Amines
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Alkylation is one of the methods used to prepare amines. Direct alkylation of ammonia or a primary amine with an alkyl halide gives polyalkylated amines along with a quaternary ammonium salt through successive SN2 reactions. This process of making the quaternary salt through the direct alkylation method is called exhaustive alkylation.
Each alkylation step makes the nitrogen center more nucleophilic, which triggers successive alkylations until a quaternary ammonium salt is formed. Considering...
Each alkylation step makes the nitrogen center more nucleophilic, which triggers successive alkylations until a quaternary ammonium salt is formed. Considering...
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Diazonium Group Substitution: –OH and –H
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Nitrous acid, a weak acid, is prepared in situ via the reaction of sodium nitrite with a strong acid under cold conditions. This nitrous acid prepared in situ reacts with primary arylamines to form arenediazonium salts. Such reactions are known as diazotization reactions. As shown in Figure 1, the formation of arenediazonium salts begins with the decomposition of nitrous acid in an acidic solution to give nitrosonium ions.
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Nomenclature of Secondary and Tertiary Amines
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The secondary and tertiary amines are derivatives of ammonia, where two and three of its hydrogens are replaced by alkyl groups, respectively. Secondary and tertiary amines can be symmetrical with identical alkyl groups attached to the nitrogen atom or unsymmetrical when more than one type of alkyl group is present. The standard nomenclature of secondary and tertiary amines is similar to the names given to the primary amines. They are generally named alkylamines. As depicted in Figure 1, for...
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1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Overview
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Nitrous acid and nitric acids are two types of acids containing nitrogen, among which nitrous acid is weaker than nitric acid. Nitrous acid with a pKa value of 3.37 ionizes in water to give a nitrite ion and the hydronium ion.
The nitrous acid is unstable. Hence, it is formed in situ from a solution of sodium nitrite and cold aqueous acids such as hydrochloric or sulfuric acid. In an acidic solution, the –OH group of nitrous acid undergoes protonation to give oxonium ion, followed by...
The nitrous acid is unstable. Hence, it is formed in situ from a solution of sodium nitrite and cold aqueous acids such as hydrochloric or sulfuric acid. In an acidic solution, the –OH group of nitrous acid undergoes protonation to give oxonium ion, followed by...
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Ions as Acids and Bases
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Salts with Acidic Ions
Salts are ionic compounds composed of cations and anions, either of which may be capable of undergoing an acid or base ionization reaction with water. Aqueous salt solutions, therefore, may be acidic, basic, or neutral, depending on the relative acid-base strengths of the salt’s constituent ions. For example, dissolving the ammonium chloride in water results in its dissociation, as described by the equation:
Salts are ionic compounds composed of cations and anions, either of which may be capable of undergoing an acid or base ionization reaction with water. Aqueous salt solutions, therefore, may be acidic, basic, or neutral, depending on the relative acid-base strengths of the salt’s constituent ions. For example, dissolving the ammonium chloride in water results in its dissociation, as described by the equation:
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1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Mechanism
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Nitrous acid is a relatively weak and unstable acid prepared in situ by the reaction of sodium nitrite and cold, dilute hydrochloric acid. In an acidic solution, the nitrous acid undergoes protonation when it loses water to form a nitrosonium ion—an electrophile. Nitrous acid reacts with primary amines to give diazonium salts. The reaction is called diazotization of primary amines.
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