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지식나눔

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Triphenylphosphine 에 HCl 수용액을 가해서 염을 만들고 전류가 흐르는지 측정

2014-06-12 org.kosen.entty.User@1ae0873d 이종훈(coldblink)
  • 1

PPh3에 HCl을 가해서 합성하고자 하는데 너무 간단해서 합성 방법이 나오질 않습니다.

따라서 제법에 대해서 comment 해주실 분 있으신지요.

염을 만드는 이유는 물에 녹이기 위한 것이 있구요....

고체인 염 자체 또는 용매에 녹은 상태로 전류를 흐르게 하기 위함입니다.

Cl 음이온과 HPPh3 양이온으로 해리되어 전류가 흐르기를 기대하는데요

이게 과연 가능할까요 아니면 저의 미개한 생각 일까요?
  • 인
  • 염
  • 전류
지식의 출발은 질문, 모든 지식의 완성은 답변! 
각 분야 한인연구자와 현업 전문가분들의 답변을 기다립니다.
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    이배훈님의 답변

    2014-06-13
    • 1

    첨부파일

    다음 논문을 참조해야 할 것 같습니다.

    Ph3P · 2 HCl로 존재
     

    Recueil des Travaux Chimiques des Pays-BasVolume 86, Issue 3, Article first published online: 2 SEP 2010



     

    Triphenylphosphonium and triethylphosphonium halides

    1. M. van den Akker and
    2. F. Jellinek
    3.  
    4.  
    5.  
    6.  
    7.  


     

    Issue

    Recueil des Travaux Chimiques des Pays-Bas

    Recueil des Travaux Chimiques des Pays-Bas

    Volume 86, Issue 3, pages 275–288, 1967



    Triphenylphosphine in ether reacts with HI or HBr to form the solid triphenylphosphonium salts Ph3PHI and Ph3PHBr; with HCl the solid salt Ph3P · 2 HCl is formed. This salt consists of the ions [Ph3PH]⊕ and [HCl2]?; it is the first reported [HCl2]? salt of a phosphonium base. Ph3P · 2 HCl slowly decomposes into triphenylphosphine and hydrogen chloride; Ph3PHCl may be an unstable intermediate in this reaction, but no evidence was found for the existence of Ph3PHCl as a stable compound. The alleged compound Ph3P · 1.33 HCl1 is a mixture of Ph3P · 2 HCl and Ph3P. Triphenylphosphine reacts with HF to form liquid products consisting of Ph3PHF and Ph3P · 2 HF, the latter compound consisting of [Ph3PH]⊕ and [HF2]? ions. Very strong PH[BOND]X bonds are found in Ph3PHF; in Ph3PHBr and Ph3PHI the PH[BOND]X bonds are considerably less strong, while such bonds are absent in Ph3P · 2 HCl and Ph3P · 2HF. The differences between triphenylphosphine and triethylphosphine in their reactions with hydrogen halides (and water) can be explained by their difference in basicity.
    답변수정
    다음 논문을 참조해야 할 것 같습니다.

    Ph3P · 2 HCl로 존재
     

    Recueil des Travaux Chimiques des Pays-BasVolume 86, Issue 3, Article first published online: 2 SEP 2010



     

    Triphenylphosphonium and triethylphosphonium halides

    1. M. van den Akker and
    2. F. Jellinek
    3.  
    4.  
    5.  
    6.  
    7.  


     

    Issue

    Recueil des Travaux Chimiques des Pays-Bas

    Recueil des Travaux Chimiques des Pays-Bas

    Volume 86, Issue 3, pages 275–288, 1967



    Triphenylphosphine in ether reacts with HI or HBr to form the solid triphenylphosphonium salts Ph3PHI and Ph3PHBr; with HCl the solid salt Ph3P · 2 HCl is formed. This salt consists of the ions [Ph3PH]⊕ and [HCl2]?; it is the first reported [HCl2]? salt of a phosphonium base. Ph3P · 2 HCl slowly decomposes into triphenylphosphine and hydrogen chloride; Ph3PHCl may be an unstable intermediate in this reaction, but no evidence was found for the existence of Ph3PHCl as a stable compound. The alleged compound Ph3P · 1.33 HCl1 is a mixture of Ph3P · 2 HCl and Ph3P. Triphenylphosphine reacts with HF to form liquid products consisting of Ph3PHF and Ph3P · 2 HF, the latter compound consisting of [Ph3PH]⊕ and [HF2]? ions. Very strong PH[BOND]X bonds are found in Ph3PHF; in Ph3PHBr and Ph3PHI the PH[BOND]X bonds are considerably less strong, while such bonds are absent in Ph3P · 2 HCl and Ph3P · 2HF. The differences between triphenylphosphine and triethylphosphine in their reactions with hydrogen halides (and water) can be explained by their difference in basicity.
    조윤환(brmdolee) 2014-08-26

    저도 HCl gas와 반응을 시켜면 될 것으로 생각은 했지만 근거 문헌을 가지고 있지 않아서 답글을 달지 않았는데 아주 명확한 참고문헌을 올려 주셨네요.

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