Question: When (R)-(+)-2-phenyl-2-butanol is allowed to stand in methanol containing a few drops of sulfuric acid, racemic 2-methoxy-2-phenylbutane is formed. Suggest a reasonable mechanism for this

When (R)-(+)-2-phenyl-2-butanol is allowed to stand in methanol containing a few drops of sulfuric acid, racemic 2-methoxy-2-phenylbutane is formed. Suggest a reasonable mechanism for this reaction.

Step by Step Solution

★★★★★

3.45 Rating (168 Votes )

There are 3 Steps involved in it

1 Expert Approved Answer

Step: 1 Unlock

Protonation of oxygen to form an alkyloxonium ion is followed by loss of water The ... 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)

924-C-OC-A (901).docx

120 KBs Word File

Students Have Also Explored These Related Organic Chemistry Questions!

When benzoic acid is allowed to stand in water enriched in 18O, the isotopic label becomes incorporated into the benzoic acid. The reaction is catalyzed by acids. Suggest an explanation for this...

Suggest a reasonable mechanism for the reaction of an a-amino acid with ninhydrin.

The degree of operating leverage for Dousmann Corp. and PCB Co. are 1.4 and 5.6, respectively. Both have net incomes of $50,000. Determine their respective contribution margin s.

"I'm not looking forward to breaking the news," groaned Charlie Wettle, the controller of Meyer Paint Company. He and Don Smith, state liaison for the firm, were returning from a meeting with...

Does Candace have any other alternatives than the two that she is considering? lop5

Let the potential losses from an investment, in thousands of dollars, be represented by a random variable X having density function for some real constant c. (i) Find the value of c. (ii) Calculate...

Assume that your organization is planning to have a server room that functions without human beingsin other words, the functions are automated (such a room is often called a lights-out server room)....

NEED HELP ASAP!!! WILL RECIEVE THUMBS UP FOR HELP :) Your employer begins providing a Roth 401(k) account as an alternative to the traditional 401(k) account. Will you switch your monthly...

GroFast Company manufactures a high-quality fertilizer, which is used primarily by commercial vegetable growers. Two departments are involved in the production process. In the Mixing Department,...

What is the net torque of the bar shown in Figure P7.14, about the axis indicated by the dot? FIGURE P7.14 8.0 N 40% 25 cm 75 cm 10 N, 30

Discuss the ECCO Case. In your discussion, please make sure to address the following questions: What sets ECCO's supply chain apart from their competitors? How do you think that they can improve it...

Best Vision is revamping its assembly lines to improve efficiency. As shown below, there are 10 steps to assembling a television set. Best Vision needs to produce 125 televisions in a 40-hour work...

Colby Company reports net income of $50,000. For the year, depreciation expense is $15,000 and the company reports a gain of $5,000 from sale of machinery. It also had a $3,000 loss from retirement...

Pick and product/service and trace the supply chain requirements from source to consumer. Consider the following: 1. Identify the ingredients: Find out where they are sourced. 2. Show physical...

A physician chooses to create different revenue accounts for physical examinations, office visits, and office surgical procedures. What advantage does this have over creating a combined revenue...

Does a young brain function differently from a mature brain?

A test car is driven a fixed distance of n miles along a straight highway. (Here n Z+.) The car travels at one mile per hour for the first mile, two miles per hour for the second mile, four miles...

To be aromatic, a molecule must have 4n + 2? electrons and must have cyclic conjugation. 1, 3, 5, 7, 9-Cyclodecapentaene fulfills one of these criteria but not the other and has resisted all attempts...

Draw the five resonance structures of the cyclopentadienyl anion. Are all carbon carbon bonds equivalent? How many absorption lines would you expect to see in the 1H NMR and 13C NMR spectra of the...

Cyclooctatetraene readily reacts with potassium metal to form the stable Cyclooctatetraene dianion, C 8 H 8 2 ?1 . Why do you suppose this reaction occurs so easily? What geometry do you expect for...

Points 12 Submitting an external tool Attempts 0 Allowed Attempts 1 Avallable Mar 3 at 11:30am - Mar 8 at 11pm 5 days Kimmel, Accounting, 7e Help System Announcements CALCULATOR PRINTER VERSION BACK...

Hazelnut Corporation manufactures lawn ornaments. It currently has two product lines, the basic and the luxury. Hazelnut has a total of $ 1 5 3 , 9 6 5 in overhead. The company has identified the...

Sawyer Manufacturing Corporation uses a predetermined overhead rate based on direct labor-hours to apply manufacturing overhead to jobs. Last year, the Corporation worked 48,000 actual direct...

Related Book

Organic Chemistry 4th edition by Francis A. Carey