Acetylation Procedure Lab 1.pdf

Acetylation Procedure Lab 1.pdf -...

Info icon This preview shows pages 1–2. Sign up to view the full content.

Chemistry 216 Synthesis of an Analgesic by Acetylation of Aniline Introduction: Acetanilide is an analgesic that was formally known as Antifebrin 1 and is structurally similar to acetaminophen (or Tylenol). However, unlike acetaminophen, acetanilide is toxic. Acetanilide is prepared from aniline using an acetylation reaction. Acetylation is often used to place an acetyl protecting group on primary or secondary amines to reduce their reactivity toward oxidizing agents or electrophiles. 1. Cahn, A; Hepp, P. (1886), “Das Antifebrin, ein neues Fiebermittel”, Centralbl. Klin. Med. 1886 , 7 , 561M65 Objective: In part 1 you will convert aniline to acetanilide using an acetylation reaction described below. In part 2 you will be given an unknown aromatic amine from table 1 below. The amine will be converted into its acetamide analog also using the acetylation procedure described below. Your objective is to compare the two reactions and determine the identity of the unknown amine/acetamide product. Procedure: Reagents: Aniline HCl (concentrated HCl is 37% w/w) Acetic anhydride Sodium acetate Part 1: Dissolve 500 mg of aniline in 14 mL of water. Note that aniline is immiscible in water and two
Image of page 1

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

Image of page 2
This is the end of the preview. Sign up to access the rest of the document.
  • Fall '16
  • pH

{[ 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