Question: The Williamson ether synthesis involves the displacement of an alkyl halide or tosylate by an alkoxide ion. Would the synthesis shown be possible by making

The Williamson ether synthesis involves the displacement of an alkyl halide or tosylate by an alkoxide ion. Would the synthesis shown be possible by making a tosylate and displacing it? If so, show the sequence of reactions. If not, explain why not and show an alternative synthesis that would be more likely to work?

OCH3 make the tosylate and displace?

Step by Step Solution

★★★★★

3.39 Rating (165 Votes )

There are 3 Steps involved in it

1 Expert Approved Answer

Step: 1 Unlock

The Williamson ether synthesis is an S N 2 displace... View full answer

Question Has Been Solved by an Expert!

Get step-by-step solutions from verified subject matter experts

Step: 2 Unlock

Step: 3 Unlock

Document Format (1 attachment)

893-C-O-O-C (1431).docx

120 KBs Word File

Students Have Also Explored These Related Organic Chemistry Questions!

Handy Appliances Ltd. (HANDY) is a Canadian controlled private corporation which imports and sells kitchen appliances. The following is the trial balance of HANDY for the year ended December 31,...

Only one combination of alkyl halide and alkoxide is appropriate for the preparation of each of the following ethers by the Williamson ether synthesis. What is the correct combination in each case?

(a) Show how ethanol and cyclohexanol may be used to synthesize cyclohexyl ethyl ether (tosylation followed by the Williamson ether synthesis). (b) Why can't we synthesize this product simply by...

The anions of phenols (phenoxide ions) may be used in the Williamson ether synthesis, especially with very reactive alkylating reagents such as dimethyl sulfate. Using phenol, dimethyl sulfate, and...

2. Calculate the theoretical yield of phenacetin in grams. Clearly indicate the limiting reagent and show all your work. 3. Why is it important that the number of moles of methoxide ion be the same...

What is the table of reagents; include name, structure, molecular weight, melting and boiling point, and density? What are the main reactions? What are the mechanisms for the main reaction? To...

Experiment 3: Williamson Ether Synthesis Introduction Ethers can be produced from two alcohols. However, unless you want to have symmetrical ethers (i.e., diethyl ether derived from ethanol), ether...

Can I please get help answering the Post-lab questions? Thank you! Experiment 3: Williamson Ether Synthesis Introduction Ethers can be produced from two alcohols. However, unless you want to have...

Part I: Conceptual connection: 1. The Williamson ether synthesis was discovered by Alexander William Williamson is 1850 ; at the time, this type of chemistry was novel and helped bring about the...

A student wanted to use the Williamson ether synthesis to make (R)-2-ethoxybutane. He remembered that the Williamson synthesis involves an SN2 displacement, which takes place with inversion of...

what other information do you need? THE SYNTHESIS OF PHENACETIN FROM A CETAMINOPHEN EXPERIMENT Introduction: Acetaminophen, also known as paracetamol, and phenacetin are both nonopioid analgesics....

Exercise 06-1 Computing unit and inventory costs under absorption costing LO P1 Trio Company reports the following information for the current year, which is its first year of operations. Direct...

How does the wave model of electrons orbiting the nucleus account for discrete energy values rather than a continuous range of energy values?

Which of the following are some of the stages in implementing integrated reporting? ( Indicate all that apply. Incorrect selections will be penalised. ) All of these options are correct None of these...

After preparing the budget for the second quarter based on the parameters in Case 5-38, Kim Klandon was not satisfied with the projected results and began to investigate the following alternatives....

Create risk profiles and cumulative risk profiles for all possible strategies in Figure 4.44. Is one strategy stochastically dominant? Explain. A1 S8 SO A2 $15 $4 $10 0.45 S0

Company P has internally generated net income of $250,000 (excludes share of subsidiary income). Company P has 100,000 shares of outstanding common stock. Subsidiary Company S has a net income of...

P Company acquires 80% of the common stock of S Company for an agreed-upon price of $640,000. The fair value of the NCI is $160,000. The book value of the net assets is $600,000, which includes...

Solve the decision tree in Figure 4.44. A1 S8 SO 027 A2 $15 0.73 0.45 $10 S0

9. Airlines in Trouble: A Timeline Vancouver-based Harmony Airways announces it will suspend all scheduled service by April 9 [2007]. CBC News, March 27, 2007 Harmony Airways exited the air-travel...

The following reaction involves an intra molecular aldol reaction followed by a ret ro aldol-like reaction. Write both steps, and show theirmechanisms. O2Et CO2Et Na* "OEt Ethanol

The Mannich reaction of a ketone, an amine, and an aldehyde is one of the few three-component reactions in organic chemistry. Cyclohexanone, for example, reacts with dim-ethylamine and acetaldehyde...

Cocaine has been prepared by a sequence beginning with a Mannich reaction between dimethyl acetonedicarboxylate, an amine, and a di-aldehyde. Show the structures of the amine anddi-aldehyde. CH alo...

Takeover defenses are designed to benefit A. Stockholders( chose this answer but it was wrong) B. Workers C. Creditors D. Managers

Consider the following two, completely separate. Economies. The expected return and volatility of all stocks in both economies is the same, In the first economy, all stocks move together m dash in...

An investment opportunity requires an outlay of 1 0 , 0 0 0 . It will yield annual returns of 2 , 5 0 0 per annum for each of the next 5 years ( in today s terms ) . If inflation is 2 % and the money...