{[ promptMessage ]}

Bookmark it

{[ promptMessage ]}

Organic Lab Reactions 283

Organic Lab Reactions 283 - 278 THE AROMATIC PRIMARY AMINO...

Info icon This preview shows page 1. Sign up to view the full content.

View Full Document Right Arrow Icon
278 THE AROMATIC PRIMARY AMINO GROUP phorous acid in deaminations. Only recently has it been demonstrated that the reduction of diazonium compounds by hypophosphorous acid is an excellent and general method for replacing the diazo group by hydrogen. 13 ' 80 ' 81 - 82 ' M The yield depends upon the molar ratio of hypophosphorous acid to diazonium salt. 81 - 82 If it is assumed that hypophosphorous acid under- goes oxidation to phosphorous acid, then one molecule of hypophos- phorous acid will be required for the reduction of each diazo group. ArN 2 +X- + H3PO2 + H 2 O -» ArH + H 3 PO 3 + HX + N 2 . In practice, however, it is advisable to use 5 moles of hypophosphorous acid per mole of diazonium compound, and with the more difficultly reduced diazo salts this ratio should be 15 to 1. Treatment of o-toluenediazonium chloride with only 2.75 moles t>f hypophosphorous acid per mole of diazonium chloride gives some o-cresol, much tar, and no toluene.
Image of page 1
This is the end of the preview. Sign up to access the rest of the document.

{[ snackBarMessage ]}

What students are saying

  • Left Quote Icon

    As a current student on this bumpy collegiate pathway, I stumbled upon Course Hero, where I can find study resources for nearly all my courses, get online help from tutors 24/7, and even share my old projects, papers, and lecture notes with other students.

    Student Picture

    Kiran Temple University Fox School of Business ‘17, Course Hero Intern

  • Left Quote Icon

    I cannot even describe how much Course Hero helped me this summer. It’s truly become something I can always rely on and help me. In the end, I was not only able to survive summer classes, but I was able to thrive thanks to Course Hero.

    Student Picture

    Dana University of Pennsylvania ‘17, Course Hero Intern

  • Left Quote Icon

    The ability to access any university’s resources through Course Hero proved invaluable in my case. I was behind on Tulane coursework and actually used UCLA’s materials to help me move forward and get everything together on time.

    Student Picture

    Jill Tulane University ‘16, Course Hero Intern