相关实验视频
Updated: Jan 19, 2026
02:29
Ethers from Alcohols: Alcohol Dehydration and Williamson Ether Synthesis
12.7K
用电生成的碳酸合成受阻的基乙烯
Jinbao Xiang1,2, Ming Shang1, Yu Kawamata1
1Department of Chemistry, Scripps Research, La Jolla, CA, USA.
Nature
|September 11, 2019
概括
现在使用电化学来从碳酸中产生碳酸来合成受阻乙烯更简单. 这种方法有效地制造出有价值的受阻乙烯和相关化合物,克服了以前的合成挑战.
科学领域:
- 有机化学
- 合成化学
- 电化学
背景情况:
- 由于其代谢稳定性,阻塞乙烯在药物化学中具有价值.
- 传统合成受阻乙烯具有挑战性,限制了它们的可访问性.
- 由于未能充分探索受阻乙烯的化学空间,
研究的目的:
- 开发一种简单有效的合成阻碍乙烯的途径.
- 探索电化学生成的碳酸在有机合成中的实用性.
- 克服传统方法在访问阻碍以太图的局限性.
主要方法:
- 碳酸的电化学氧化产生碳酸.
- 在非酸性条件下与酒精供体的碳酸盐反应.
- 通过核来拦截碳酸盐,形成阻碍醇和基化物.
主要成果:
- 建立了一种用于阻碍乙醇合成的新型电化学方法.
- 制备了80多种不同的阻碍乙烯,证明了广泛的适用性.
- 该方法成功解决了12个化学支架中的合成瓶,提高了产量并减少了步骤.
- 也使用碳酸介质合成了阻碍性酒精和基.
结论:
- 电化学在温和条件下提供了强大的工具.
- 这种方法为合成有价值的受阻乙烯和相关化合物提供了显著的效率提升.
- 开发的反应组件克服了以前的合成限制,使得以前无法访问的化学结构成为可能.
相关概念视频
Ethers from Alcohols: Alcohol Dehydration and Williamson Ether Synthesis
12.7K
Overview
Ethers can be prepared from organic compounds by various methods. Some of them are discussed below,
Preparation of Ethers by Alcohol Dehydration
In this method, in the presence of protic acids, alcohol dehydrates to produce alkenes and ethers under different conditions. For example, in the presence of sulphuric acid, dehydration of ethanol at 413 K yields ethoxyethane, whereas it yields ethene at 443 K.
Ethers can be prepared from organic compounds by various methods. Some of them are discussed below,
Preparation of Ethers by Alcohol Dehydration
In this method, in the presence of protic acids, alcohol dehydrates to produce alkenes and ethers under different conditions. For example, in the presence of sulphuric acid, dehydration of ethanol at 413 K yields ethoxyethane, whereas it yields ethene at 443 K.
12.7K
Carbocations
13.4K
Carbocations are one of the reaction intermediates formed during several nucleophilic substitutions or elimination reactions. A carbocation is an electron-deficient species with the central carbon atom having six electrons and three bonded atoms. The central carbon in a carbocation is sp2 hybridized with trigonal planar geometry. It has an empty p orbital perpendicular to the plane of the structure that can accept electrons. Thus, carbocations act as strong electrophiles and may react with any...
13.4K
Structure and Nomenclature of Ethers
14.5K
Structure and Bonding
Ethers are organic compounds with an ether functional group which is characterized by an oxygen atom connected to two — identical or different — alkyl, aryl, or vinyl groups. The C–O–C linkage in dimethyl ether — the simplest ether — has an approximately tetrahedral bond angle of 110.3 degrees. The oxygen atom is sp3- hybridized, with the C–O distance being about 140 pm.
Classification of Ethers
Based on their attached substituent...
Ethers are organic compounds with an ether functional group which is characterized by an oxygen atom connected to two — identical or different — alkyl, aryl, or vinyl groups. The C–O–C linkage in dimethyl ether — the simplest ether — has an approximately tetrahedral bond angle of 110.3 degrees. The oxygen atom is sp3- hybridized, with the C–O distance being about 140 pm.
Classification of Ethers
Based on their attached substituent...
14.5K
Crown Ethers
6.0K
Crown ethers are cyclic polyethers that contain multiple oxygen atoms, usually arranged in a regular pattern. The first crown ether was synthesized by Charles Pederson while working at DuPont in 1967. For this work, Pedersen was co-awarded the 1987 Nobel Prize in Chemistry. Crown ethers are named using the formula x-crown-y, where x is the total number of atoms in the ring and y is the number of ether oxygen atoms. The term 'crown' refers to the crown-like shape that these ether molecules...
6.0K
Physical Properties of Ethers
8.4K
Overview
An ether molecule has a net dipole moment due to the polarity of C–O bonds. Subsequently, boiling points of ethers are lower than those of alcohols of comparable molecular weight and slightly higher than those of hydrocarbons of comparable molecular weight (Table 1).
Ethers can act as hydrogen bond acceptors, making them more water-soluble than hydrocarbons, but since ethers cannot act as hydrogen bond donors, they are much less soluble in water than alcohols. Ethers are considered...
An ether molecule has a net dipole moment due to the polarity of C–O bonds. Subsequently, boiling points of ethers are lower than those of alcohols of comparable molecular weight and slightly higher than those of hydrocarbons of comparable molecular weight (Table 1).
Ethers can act as hydrogen bond acceptors, making them more water-soluble than hydrocarbons, but since ethers cannot act as hydrogen bond donors, they are much less soluble in water than alcohols. Ethers are considered...
8.4K
Autoxidation of Ethers to Peroxides and Hydroperoxides
9.4K
Ethers represent a class of chemical compounds that become more dangerous with prolonged storage because they tend to form explosive peroxides when standing in the air. Autoxidation is the spontaneous oxidation of a compound in air. In the presence of oxygen, ethers slowly oxidize to form hydroperoxides and dialkyl peroxides.
9.4K