View the step-by-step solution to:

Question

This question was created from Experiment 2.pdf https://www.coursehero.com/file/39117589/Experiment-2pdf/

39117589-357860.jpeg
39117589-357860.jpeg

6) Scenario: You are responsible for preparing 2-butoxynapthalene, a flavouring agent that has a strong
raspberry taste. You look up the procedure for the preparation of your target compound and find the
following:
Sodium hydroxide (0.560 g) is added to a solution of 2-naphthol (0.995 g) in ethanol (14 ml) and
the solution is heated to reflux. Once both the sodium hydroxide and the 2-naphthol go into
solution, the 1-iodobutane (1.00 mL) is added slowly. After 15 minutes, the reaction mixture is
poured over ice water and the resulting precipitate is collected by suction filtration. The crude
melting point is determined, and percentage yield is calculated.
a) What is the full reaction mechanism for the preparation of 2-butoxynapthalene as described
above? Include all reactions, structures, arrows and relevant charges where necessary. (3
Marks)
b) Explain why the target product would not be readily produced from a reaction between 1-
butanol and 2-iodonaphthalene, in NaOH/EtOH? (2 Marks)

Top Answer

a. The reaction mechanism is shown below. b. The reaction of 1-butanol would not work because you would generate a... View the full answer

IMG_6898.JPG

Sign up to view the full answer

Why Join Course Hero?

Course Hero has all the homework and study help you need to succeed! We’ve got course-specific notes, study guides, and practice tests along with expert tutors.

  • -

    Study Documents

    Find the best study resources around, tagged to your specific courses. Share your own to gain free Course Hero access.

    Browse Documents
  • -

    Question & Answers

    Get one-on-one homework help from our expert tutors—available online 24/7. Ask your own questions or browse existing Q&A threads. Satisfaction guaranteed!

    Ask a Question