Question: Ethers undergo an acid-catalyzed cleavage reaction when treated with the Lewis acid BBr3 at room temperature. Propose a mechanism for thereaction. + CHBr CH 1.

Ethers undergo an acid-catalyzed cleavage reaction when treated with the Lewis acid BBr3 at room temperature. Propose a mechanism for thereaction.

+ CHBr CH 1. r 2. H20

+ CHBr CH 1. r 2. H20

Step by Step Solution

★★★★★

3.51 Rating (164 Votes )

There are 3 Steps involved in it

1 Expert Approved Answer
Step: 1 Unlock

BBr3 CH3 BBr forms a Lewis acid complex ... View full answer

blur-text-image
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)

Word file Icon

22-C-O-E (83).docx

120 KBs Word File

Students Have Also Explored These Related Organic Chemistry Questions!

Q:

Propose a mechanism for each reaction. (a) (b) (c) (d) OH H2SO heat OCH + CH3OH H20 CH2OH H2So4 heat CH OCH2CH CH CH,CH2OH (a minor product)

Q:

Propose a mechanism for each reaction. (a) (b) Ht H3C CH3 OH H SOA Ph Ph Ph Ph

Q:

Propose a mechanism for base-catalyzed proton exchange.

Q:

Module 7 Where is the use of a curly arrow wrong in the following reaction sequence? Specify by (a)-(d). (a) () Me HO Module 7 Which of the following normally reacts as an electrophile? a) (CH),CH b)...

Q:

Primary alcohols, when treated with H 2 SO 4 , do not dehydrate to alkenes under the usual conditions. However, they do undergo another type of dehydration to form ethers if heated strongly in the...

Q:

If Earth somehow expanded to a larger radius, with no change in mass, how would your weight be affected? How would it be affected if Earth instead shrunk?

Q:

Describe how mixed methods analysis and interpretation issues are addressed.

Q:

Blue Corporation, a manufacturing company, decided to develop a new line of merchandise. The project began in 2014. Blue had the following expenses in connection with the project. The new product...

Q:

Bike-O-Rama produces two bike models: Voltage and EasyRider. Departmental overhead data follow. Department Budgeted Cost Allocation Base Budgeted Usage Fabricating $ 97,200 Machine hours (MH) 8,100...

Q:

Assume a program requires the execution of 50 106 FP instructions, 110 106 INT instructions, 80 106 L/S instructions, and 16 106 branch instructions. The CPI for each type of instruction is 1, 1,...

Q:

Suppose that GLC earns a $2000 profit each time a person buys a car. We want to determine how the expected profit earned from a customer depends on the quality of GLCs cars. We assume a typical...

Q:

Why is it disadvantageous for single-celled eukaryotes such as yeast to undergo apoptosis?

Q:

What is the five step for creating a work plan outlined leadreship skills then decide on a specific task that you do in your workplace and describe how you would apply each of those steps

Q:

(a) Make suggestions about how the $355 might be integrated into the Johnsons budget by making reductions in certain expense categories. (b) If they cannot make room in their budget for a $355...

Q:

Using the double-declining balance method, calculate the annual depreciation expense that will be recorded each year for an asset that cost $18,500, has a useful life of four years, and has an...

Q:

(a) If Victor cashes in his policy, what options would he have when receiving the cash value? (b) Determine what the $16,000 in cash value in Victors life insurance policy would be worth in 20years...

Q:

1. Distinguish between health maintenance organizations (HMOs) and traditional health insurance. 2. Identify two benefits of selecting a preferred provider organization (PPO) when seeking health...

Q:

1. Adam and Laura Jensen of Atlanta, Georgia, both of whom are in their late 20s, currently are renting an unfurnished two-bedroom apartment for $880 per month, plus $130 for utilities and $34 for...

Q:

Babe Ruth and Mark McGwire. Babe Ruth hit 60 home runs in 1927, a record that stood until Mark McGwire hit 70 in 1998. A proper comparison of Ruth and McGwire should include their historical context....

Q:

Eugenol is the main constituent of the natural oil from cloves. Circle and label all of the functional groups in eugenol. Eugenol (found in cloves) ,

Q:

One way of naming amines is to name in alphabetical order the alkyl groups attached to the nitrogen atom, using the prefixes di- and tri- if the groups are the same. An example is isopropylamine,...

Q:

Amines are like ammonia in being weak bases. They do this by using their unshared electron pair to accept a proton. (a) Show the reaction that would take place between trimethyl amine and HCl. (b)...

Q:

Write the resonance structure for carvone that results from moving the electrons as indicated. Include all formal charges.

Q:

Write (+ and (- by the appropriate atoms and draw a dipole moment vector for any of the following molecules that are polar: (a) HF (b) IBr (c) Br2 (d) F2

Q:

Excel Online Structured Activity: Expectations Theory spreadsheet and perform the required analysis to answer the question below. Open spreadsheet intermediate calculations. Round your answer to two...