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相关概念视频

Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide02:44

Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide

Alkenes are converted to 1,2-diols or glycols through a process called dihydroxylation. It involves the addition of two hydroxyl groups across the double bond with two different stereochemical approaches, namely anti and syn. Dihydroxylation using osmium tetroxide progresses with syn stereochemistry.
Oxidative Cleavage of Alkenes: Ozonolysis01:46

Oxidative Cleavage of Alkenes: Ozonolysis

In ozonolysis, ozone is used to cleave a carbon–carbon double bond to form aldehydes and ketones, or carboxylic acids, depending on the work-up.
Ozone is a symmetrical bent molecule stabilized by a resonance structure.
Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids02:04

Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids

Diols are compounds with two hydroxyl groups. In addition to syn dihydroxylation, diols can also be synthesized through the process of anti dihydroxylation. The process involves treating an alkene with a peroxycarboxylic acid to form an epoxide. Epoxides are highly strained three-membered rings with oxygen and two carbons occupying the corners of an equilateral triangle. This step is followed by ring-opening of the epoxide in the presence of an aqueous acid to give a trans diol.
Preparation and Reactions of Thiols02:33

Preparation and Reactions of Thiols

Thiols are prepared using the hydrosulfide anion as a nucleophile in a nucleophilic substitution reaction with alkyl halides. For instance, bromobutane reacts with sodium hydrosulfide to give butanethiol.
Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation02:47

Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation

Introduction
One of the convenient methods for the preparation of aldehydes and ketones is via hydration of alkynes. Hydroboration-oxidation of alkynes is an indirect hydration reaction in which an alkyne is treated with borane followed by oxidation with alkaline peroxide to form an enol that rapidly converts into an aldehyde or a ketone. Terminal alkynes form aldehydes, whereas internal alkynes give ketones as the final product.
Structure and Nomenclature of Epoxides02:38

Structure and Nomenclature of Epoxides

Cyclic ethers are heterocyclic compounds with an oxygen atom in the ring along with carbon atoms. They are named depending on the number of carbon atoms present in their ring system. Cyclic ethers with a three-membered ring system are called “oxirane”, four-membered ring systems as “oxetane”, five-membered ring systems as “oxolane”, and six-membered ring systems as “oxane”. The cyclic structure of these rings imposes angle strain, and this strain is more in the ring having a smaller number of...

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Synthesis and Bioconjugation of Thiol-Reactive Reagents for the Creation of Site-Selectively Modified Immunoconjugates
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氧乙二甲酸伊兰 (Oxathiirane) 是一种

Peter R Schreiner1, Hans Peter Reisenauer, Jaroslaw Romanski

  • 1Institute of Organic Chemistry, Justus-Liebig University, Heinrich-Buff-Ring 58, 35392 Giessen, Germany. prs@org.chemie.uni-giessen.de

Journal of the American Chemical Society
|May 11, 2010
PubMed
概括
此摘要是机器生成的。

研究人员用光化学方法从硫中合成了难以捉摸的母性氧他伊兰分子. 这一突破为硫转移反应和含硫化合物的稳定性提供了洞察力.

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科学领域:

  • 有机化学 有机化学
  • 摄影化学的使用.
  • 计算化学的计算化学

背景情况:

  • 含硫的异环环在各种化学反应中至关重要.
  • 父亲氧西兰是一种长期寻找但未具特征的分子.
  • 了解这些化合物的稳定性和反应性是推进硫化学的关键.

研究的目的:

  • 为了实现母体oxathiirane的第一个合成.
  • 为了描述oxathiirane的结构和稳定性.
  • 为了比较oxathiirane与其氧类模拟物dioxirane的稳定性.

主要方法:

  • 使用光 (lambda = 313 +/- 10 nm) 进行硫氨酸的光化学重新排列.
  • 在低温温度 (11 K) 的阿贡 (Ar) 矩阵中进行隔离和表征.
  • 高级计算化学 (CCSD(T) /cc-pVTZ) 用于振动频率分析.

主要成果:

  • 成功地制备和表征了母体oxathiirane.
  • 实验和计算的振动频率之间的优秀一致性证实了结构.
  • 奥克萨提伊兰比硫氨酸不稳定大约10kcalmol{-1}.

结论:

  • 氧提伊兰的合成为硫化学提供了一个新的构建块.
  • 与硫相比,相对不稳定的原因是电子效应.
  • 氧乙酸可能是硫转移反应中重要的中间体.