{[ promptMessage ]}

Bookmark it

{[ promptMessage ]}

Ch_322b_16.08 - Chapter 16.8 lecture note

Info icon This preview shows pages 1–3. Sign up to view the full content.

View Full Document Right Arrow Icon
Addition of Derivatives of Ammonia, H 2 N-G : Derivatives of ammonia, H 2 N-G, react with aldehydes and ketones under acid-catalyzed conditions to produce imines . : C :O: = + H 2 N- G : H + C :N = G + H 2 O imine R R' R' R Many imines of liquid aldehydes and ketones are solids, which were used in identifying the aldehydes and ketones by melting point about 100 years ago. Today the carbonyl compounds are more rapidly analyzed by spectroscopic methods. Typical Reaction Conditions for Imine Formation The ammonia derivatives usually are stored as their hydrochloride salts to prevent air oxidation. When used, the salts are added to a solution with a base such as sodium acetate that buffers the solution and produces the free base . O = cyclohexanone + C 6 H 5 NHNH 3 Cl - + phenyl hydrazine hydrochloride N- NHC 6 H 5 = a phenylhydrazone derivative Na + - O 2 CCH 3
Image of page 1

Info icon This preview has intentionally blurred sections. Sign up to view the full version.

View Full Document Right Arrow Icon
A Mechanism for Imine Formation C=O : : + H + reversible protonation C=O : H + C-O : H + : more reactive C=O : H + + H 2 N- G : nucleophilic addition C-OH : : N- G H H + tetrahedral intermediate -H + C-OH : : :N- G H
Image of page 2
Image of page 3
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