A+ 받은 유기화학실험 2_ Exp 2_Diphenylacetylene from Stilbene (실험방법, 프리랩, 랩리포트 모음)

본 내용은 " A+ 받은 유기화학실험 2_ Exp 2_Diphenylacetylene from Stilbene (실험방법, 프리랩, 랩리포트 모음) " 의 원문 자료에서 일부 인용된 것입니다. 2024.01.05

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• 1. Bromination of Stilbene

  실험 A에서는 (E)-stilbene을 bromination하여 meso-1,2-dibromo-1,2-diphenylethane을 합성한다. 주요 실험 기술로는 reflux, vacuum filtration, thin-layer chromatography (TLC), 녹는점 측정 등이 사용된다. 반응 메커니즘은 electrophilic addition 반응이다.

• 2. Diphenylacetylene from meso-Dibromide

  실험 B에서는 실험 A에서 합성한 meso-1,2-dibromo-1,2-diphenylethane을 이용하여 diphenylacetylene을 합성한다. 주요 실험 기술로는 reflux, suction filtration, 녹는점 측정 등이 사용된다. 반응 메커니즘은 elimination 반응이다.

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• 1. Bromination of Stilbene

  The bromination of stilbene is an important organic reaction that involves the addition of bromine molecules to the carbon-carbon double bond of the stilbene molecule. This reaction is commonly used in organic synthesis to introduce bromine atoms into organic compounds, which can then be further functionalized or used as intermediates in the synthesis of more complex molecules. The mechanism of the bromination of stilbene typically involves the electrophilic addition of bromine to the carbon-carbon double bond. This process is facilitated by the presence of the aromatic rings in the stilbene molecule, which can stabilize the intermediate carbocation formed during the reaction. The reaction is typically carried out in the presence of a solvent, such as carbon tetrachloride or dichloromethane, and can be performed at room temperature or with mild heating. The bromination of stilbene can be a useful tool in organic synthesis, as the resulting bromoalkanes can be further functionalized or used as building blocks in the synthesis of more complex molecules. However, it is important to carefully control the reaction conditions and to consider the potential for side reactions or unwanted byproducts. Additionally, the use of bromine can be hazardous, and appropriate safety precautions should be taken when handling this reagent.

• 2. Diphenylacetylene from meso-Dibromide

  The synthesis of diphenylacetylene from a meso-dibromide is an interesting organic reaction that involves the elimination of two bromine atoms to form a carbon-carbon triple bond. This reaction is commonly used in organic synthesis to prepare alkyne-containing compounds, which can be further functionalized or used as building blocks in the synthesis of more complex molecules. The mechanism of this reaction typically involves the treatment of the meso-dibromide with a strong base, such as n-butyllithium or sodium hydride, which abstracts the hydrogen atoms from the carbon atoms adjacent to the bromine atoms. This results in the formation of a carbanion intermediate, which then undergoes an elimination reaction to form the carbon-carbon triple bond. The synthesis of diphenylacetylene from a meso-dibromide can be a useful tool in organic synthesis, as the resulting alkyne can be further functionalized or used as a building block in the synthesis of more complex molecules. However, it is important to carefully control the reaction conditions and to consider the potential for side reactions or unwanted byproducts. Additionally, the use of strong bases can be hazardous, and appropriate safety precautions should be taken when handling these reagents. Overall, the synthesis of diphenylacetylene from a meso-dibromide is an important organic reaction that can be a valuable tool in the synthesis of a wide range of organic compounds.