Question: When Br2 is added to buta-1, 3-diene at - 15 C, the product mixture contains 60% of product A and 40% of product B. When

When Br2 is added to buta-1, 3-diene at - 15 °C, the product mixture contains 60% of product A and 40% of product B. When the same reaction takes place at 60 °C, the product ratio is 10% A and 90% B.
(a) Propose structures for products A and B.
(b) Propose a mechanism to account for formation of both A and B.
(c) Show why A predominates at - 15 °C, but B predominates at 60 °C.

Step by Step Solution

★★★★★

3.45 Rating (168 Votes )

There are 3 Steps involved in it

1 Expert Approved Answer

Step: 1 Unlock

a b c The resonance form At which eventually leads to product A has positive charge o... 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 (1577).docx

120 KBs Word File

Students Have Also Explored These Related Organic Chemistry Questions!

An ion with a positively charged nitrogen atom in a three-membered ring is called an aziridinium ion. The following aziridinium ion reacts with sodium methoxide to form A and B: If a small amount of...

When anthracene is added to the reaction of chlorobenzene with concentrated NaOH at 350 C, an interesting Diels-Alder adduct of formula C20H14 results. The proton NMR spectrum of the product shows a...

The sulfur content of insoluble sulfides that do not readily dissolve in acid can be measured by oxidation with Br2 to SO2-4.25 Metal ions are then replaced with H+ by an ion exchange column, and...

download the...

Please answer it in within 60 minutes , i will surely upvote your efforts please just answer to the point , it is very straight for all the parts . Your manager has tasked you with developing process...

When 1, 3-cyclopentadiene and maleic anhydride (Eq. 15.12a, p.698) are allowed to react at room temperature, a Diels-Alder reaction takes place in which the endo product is formed as the major...

1 . ( 1 point ) Yardly Inc. uses the FIFO method for process costing. The company's only processing department began May with 4 , 7 0 0 units of product in process ( 6 5 % of the conversion process...

There are too many pages for chapter 3. Here are some pages for it. I think, these are relevant. Q1. Consider the problem described in the table below in which Products A, B, and C are made. The...

Describing Data Once we have collected data from surveys or experiments, we need to summarize and present the data in a way that will be meaningful to the reader. We will begin with graphical...

5. In any organic synthesis experiment, the heating mantle should never be placed on the bench but should be raised above the bench level. Explain why. 6. The instructions say that the reaction can...

Compare the probability distribution of the four individual grand prizes with the probability distribution of the six sample mean grand prizes. Would you select one or two envelopes? Why?

The following batch settling column data are available. The data given are percent removals at the sample times and depths shown. a. Plot the graph of depth versus sampling time and draw the...

Stay active and continually offer fresh content and conversation in your group so joining it is worthwhile. Active groups that provide useful information are typically much more successful than...

10. How can you justify the overhead cost of a quality management program? What are the cost issues in the quality arena?

Compound A is a D aldopentose that can he oxidized to an optically inactive aldaric acid B. On Kiliani- Fischer chain extension, A is converted into C and D; C can be oxidized to an optically active...

Simple sugars undergo reaction with phenyl hydrazine, PhNHNH2, to yield crystalline derivatives called osazones. The reaction is a hit complex however, as shown by the fact that glucose and fructose...

When heated to 100C, n-idose undergoes a reversible loss of water and exists primarily as 1, 6-anhydro-D-idopvranose. (a) Draw D-idose in its pyranose form, showing the more stable chair conformation...

1a. suppose that you borrow $300 at the risk free rate and invest this $300 together with $1000 of your own wealth in a risky portfolio. what is your complete portfolio's weight in the risk free...

What should be the first step in the process of determining whether a work activity is ethical? A . Decide if the activity respects the rights of all involved. B . Judge how right or wrong the...

Electronic Distribution has a defined benefit pension plan. Characteristics of the plan during 2021 are as follows: ($ millions) $ 450 200 60 30 PBO balance, January 1 Plan assets balance, January 1...