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Chapter 19

Amines

胺类:简介
胺类:简介
Amines are organic derivatives of ammonia. They are formed by replacing one or more ammonia protons with alkyl or aryl groups. Depending upon the number ...
伯胺的命名法
伯胺的命名法
Primary, secondary, and tertiary amines are compounds consisting of one, two, and three alkyl groups connected to the amino group (–NH2), ...
仲胺和叔胺的命名法
仲胺和叔胺的命名法
The secondary and tertiary amines are derivatives of ammonia, where two and three of its hydrogens are replaced by alkyl groups, respectively. Secondary ...
芳基胺和杂环胺的命名法
芳基胺和杂环胺的命名法
The simplest aromatic amine is phenylamine, which contains an –NH2 functionality directly attached to an aromatic ring. The name aniline is ...
胺的结构
胺的结构
The hybridized nitrogen atom in amines possesses a lone pair of electrons and is bound to three substituents with a bond angle of around 108°, which ...
胺的物理性质
胺的物理性质
Amines with low molecular weight are usually gaseous at room temperature, while those with high molecular weight are liquid or solids in nature. Usually, ...
脂肪胺的碱度
脂肪胺的碱度
Amines can behave as Brønsted–Lowry bases by accepting a proton from the acid to form corresponding conjugate acids. Due to a lone pair of ...
芳香胺的碱度
芳香胺的碱度
The basicity of aromatic amines is much weaker than that of aliphatic amines due to the involvement of the lone pair of electrons over the N atom in ...
杂环芳香胺的碱度
杂环芳香胺的碱度
Heterocyclic amines, where the N atom is a part of an alicyclic system, are similar in basicity to alkylamines. Interestingly, the heterocyclic amine ...
胺类的 NMR 波谱
胺类的 NMR 波谱
In proton NMR spectroscopy, primary amines and secondary amines showcase their N–H protons as a broad signal in the chemical shift range between ...
胺类质谱法
胺类质谱法
In mass spectroscopy, amines undergo fragmentation to give parent ions with odd molecule weights. This observed mass spectrum follows the nitrogen rule: a ...
胺的制备:氨和胺的烷基化
胺的制备:氨和胺的烷基化
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 ...
1°胺的制备:叠氮化物合成
1°胺的制备:叠氮化物合成
Direct alkylation of ammonia produces polyalkylated amines, along with a quaternary ammonium salt. To exclusively prepare primary amines, the azide ...
1°胺的制备:Gabriel 合成
1°胺的制备:Gabriel 合成
Direct alkylation is not a suitable method for synthesizing amines because it produces polyalkylated products. Gabriel synthesis is the most preferred ...
胺的制备:肟和硝基化合物的还原
胺的制备:肟和硝基化合物的还原
Oximes can be reduced to primary amines using catalytic hydrogenation, hydride reduction, or sodium metal reduction. The reduction of aliphatic and ...
胺的制备:酰胺和腈的还原
胺的制备:酰胺和腈的还原
Nitriles can be reduced to primary amines using reducing agents like lithium aluminum hydride or catalytic hydrogenation. The reduction introduces an ...
胺的制备:醛和酮的还原胺化
胺的制备:醛和酮的还原胺化
Carbonyl compounds and primary amines undergo reductive amination first to produce imines, followed by secondary amines in the same reaction mixture, ...
1° 胺的制备:Hofmann 和 Curtius 重排概述
1° 胺的制备:Hofmann 和 Curtius 重排概述
In the presence of an aqueous base and a halogen, primary amides can lose the carbonyl (as carbon dioxide) and undergo rearrangement to form primary ...
1° 胺的制备:Hofmann 和 Curtius 重排机制
1° 胺的制备:Hofmann 和 Curtius 重排机制
The Hofmann and Curtius rearrangement reactions can be applied to synthesize primary amines from carboxylic acid derivatives such as amides and acyl ...
胺到酰胺:胺的酰化
胺到酰胺:胺的酰化
Various carboxylic acid derivatives (such as acid chlorides, esters, and anhydrides) can be used for the acylation of amines to yield amides. The reaction ...
胺到烯烃:Hofmann 消元法
胺到烯烃:Hofmann 消元法
Alkenes can be obtained from amines via an E2 elimination. The amine is first converted into a good leaving group, such as a quaternary ammonium salt. ...
胺类制烯烃:应付消除
胺类制烯烃:应付消除
Cope elimination reaction involves the conversion of tertiary amines to alkene using hydrogen peroxide under thermal conditions, as depicted in figure 1. ...
1° 胺到重氮盐或芳基重氮盐:用 NaNO<sub>2</sub> 进行重氮化概述
1° 胺到重氮盐或芳基重氮盐:用 NaNO2 进行重氮化概述
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 ...
1° 胺到重氮盐或芳基重氮盐:使用 NaNO<sub>2</sub> 机制进行重氮化
1° 胺到重氮盐或芳基重氮盐:使用 NaNO2 机制进行重氮化
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 ...
2° 胺到 <em>N</em>-亚硝胺:与 NaNO<sub>2</sub> 反应
2° 胺到 N-亚硝胺:与 NaNO2 反应
Secondary amines react with nitrous acid to form N-nitrosamines, as depicted in Figure 1. Nitrous acid, a weak and unstable acid, is formed in situ from ...
用卤素和氰化物取代重氮基团:Sandmeyer 和 Schiemann 反应
用卤素和氰化物取代重氮基团:Sandmeyer 和 Schiemann 反应
Arenediazonium substitution reactions occur when the diazonium group is substituted by various functional groups such as halides, hydroxyl, nitrile, etc. ...
重氮基团取代:–OH 和 –H
重氮基团取代:–OH 和 –H
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 ...
芳基重氮盐与偶氮染料:重氮偶联
芳基重氮盐与偶氮染料:重氮偶联
The reaction of weakly electrophilic aryldiazonium (also called arenediazonium) salts with highly activated aromatic compounds leads to the formation of ...
胺类到磺胺类药物:Hinsberg 测试
胺类到磺胺类药物:Hinsberg 测试
The Hinsberg test is a method to identify primary, secondary and tertiary amines, named after its pioneer, Oscar Hinsberg. Here, amines are treated with ...
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