Bromination of Acetanilide. flask with a stir bar. Study.com has thousands of articles about every Write the complete reaction mechanism for the bromination of balanced reaction equation bromination of acetanilide? Educ., 1996, 73 (3), p 267. Acetic anhydride, an anhydride of acetic acid, acts here as a source of acyl group. By the way, the $\mathrm{BrO_3}/\mathrm{HBr}$ combination is used to generate $\mathrm{Br_2}$ in situ thereby leaving the concentration of elemental bromine at a bare minimum. I know the NaBr and NaClO react somehow to form Br2, which then reacts with the acetanilide. The first thing we need to generate is a bromine species that is electrophilic. site design / logo © 2020 Stack Exchange Inc; user contributions licensed under cc by-sa. Click here to subscribe: Get great contents delivered straight to your inbox, just a click away, Subscribe Now, Synthesis of 5-nitrosalisylic acid from salicylic acid, Synthesis of m-dinitrobenzene from nitrobenzene, Synthesis of benzoic acid from alkyl benzoate, Synthesis of 2, 4, 6-tribromoaniline from aniline, Synthesis of Dibenzal Acetone from Benzaldehyde by Claison Schmidt Reaction, Synthesis of Benzoic Acid from Benzyl Chloride, To Prepare and Submit Acetanilide from Aniline. Alkaline hydrolysis of ester is irreversible which is also... Aniline undergoes nucleophilic substitution with bromine, even in cold. Agree - I can certainly imagine that there is. Write an equation for all 3 aromatic compounds (acetanilide, aniline, and anisole) yielding a monobrominated reaction product at the para position. MathJax reference. 1. Notice that the bromine atom goes to the carbon on the benzene ring directly across from the nitrogen atom (carbon number 4 on the ring). and career path that can help you find the school that's right for you. It only takes a minute to sign up. The two most important hydrogen atoms on the benzene ring have been shown for clarity. It probably does give some of the ortho product. Floodplain: Definition, Development & Features, Quiz & Worksheet - Comparison of Chemistry & Physics, CPA Subtest IV - Regulation (REG): Study Guide & Practice, CPA Subtest III - Financial Accounting & Reporting (FAR): Study Guide & Practice, ANCC Family Nurse Practitioner: Study Guide & Practice, Inferences, Predictions & Drawing Conclusions in Reading Passages, The Role of Economic Institutions & Governments In the Economy, Top 20 K-6/8 School Districts for Teachers in Massachusetts, Coronavirus Education Trends: Learning Pods, Microschools and Zutors, An American Childhood: Summary, Themes & Analysis, Using Exponents on a Scientific Calculator, Simplifying Complex Numbers: Conjugate of the Denominator, Calculating Alternative Minimum Tax (AMT) for an Individual Taxpayer, Quiz & Worksheet - Treasure Island Chapter 1 Synopsis, Quiz & Worksheet - The Cop and the Anthem Themes, Quiz & Worksheet - Pure vs. Generally for the bromination of acetanilide, sodium bromate+HBr in AcOH method is preferred because of in-situ generation of bromine and thus handling of small to larger scale reactions. View desktop site.