We saw in Section 17 4 that ketones react with NaBH 4 to yield alcohols We ll also see in Section 22 3 that ketones react with Br 2 to yield a bromo ketones Perhaps surprisingly, treatment with NaBH 4 of the a bromo ketone from acetophenone yields an epoxide rather than a bromo alcohol Show the structure of the epoxide, and explain its formation CH2BR NABH ide CH3 Br2 An a bromo ketone Acetophenone

Question: We saw in Section 17.4 that ketones react with NaBH 4 to yield alcohols. We?ll also see in Section 22.3 that ketones react with Br

We saw in Section 17.4 that ketones react with NaBH₄ to yield alcohols. We?ll also see in Section 22.3 that ketones react with Br₂ to yield a-bromo ketones. Perhaps surprisingly, treatment with NaBH₄ of the a-bromo ketone from acetophenone yields an epoxide rather than a bromo alcohol. Show the structure of the epoxide, and explain its formation.

CH2BR NABH ide CH3 Br2 An a-bromo ketone Acetophenone

Step by Step Solution

★★★★★

3.28 Rating (166 Votes )

There are 3 Steps involved in it

1 Expert Approved Answer

Step: 1 Unlock

H CHBr addition of hydride to the ketone CH Br H di... 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)

22-C-O-E (97).docx

120 KBs Word File

Students Have Also Explored These Related Organic Chemistry Questions!

We saw in Section 11.5 that, to find the energies of the bonding and antibonding orbitals of a heteronuclear diatomic molecule, we need to solve the secular determinant where aA et aB and we have...

We saw in Section 25.6 that DCC can be used to form a peptide bond. We explored the mechanism, and we saw that DCC activates the COOH moiety so that it readily undergoes nucleophilic acyl...

We saw in Section 10.1 that the undiscounted risk-neutral expected stock price equals the forward price. We will verify this using the binomial tree in Figure 11.4. a. Using S = $100, r = 0.08, and ...

"DISCUSS THE EFFECTS OF COVID 19 ON LABOR MARKETS AND THE ECONOMY" Provide an introduction and the background of your study, and clearly state what your research question or objective is. What real...

The New World Reality of Benefits Communication Alexander, Sheri. Employee Benefit Plan Review 68.11 (May 2014): 13-14. One of the biggest challenges of modern benefits is explaining them to...

The sketches are of top views of a dam to hold back a lake. Which of the two designs is preferable? Why?

Justified conclusions and decisions: What evidence is there that the conclusions and decisions were justified in the cultures and contexts where they have consequences?

Many types of transactions may affect stockholders equity. Requirement 1. Identify the effects of the following transactions on total stockholders equity. Each transaction is independent. (a) A 10%...

1. Suppose that everyone is risk averse, has the same utility function, and has an annual income of $40,000, but people face different risks to health. Person A has a 30% chance of experiencing a...

In a certain medium E = 10 cos (2 X 10 7 t x) (a y + a z ) V/m If = 50 o , = 2 o , and = 0, find and H.

The specifications of the two crude oils lead to different product mixes: One barrel of Iran crude yields 0.2 bbl of diesel, 0.25 bbl of gasoline, 0.1 bbl of lubricant, and 0.15 bbl- of jet fuel. The...

Key Facts and issues of the case study summarize Critical issues that led the success and failure of merging processes and infrastructures Recommended strategies for improving the completion of a...

The total number of hosts for the network address 1 2 . 1 6 . 0 . 0 / 2 4 is 1 2 6 2 5 6 2 5 4 = 1 2 8

Read the journal article "Cracking the Nonprofit Accounting Code." Based on the information presented in the article, discuss: How and why does the accounting system used by governmental/nonprofit...

Peralta Company borrows $60,000 on July 1 from the bank by signing a $60,000, 10%, one-year note payable. (a) Prepare the journal entry to record the proceeds of the note. (b) Prepare the journal...

Corales Company acquires a delivery truck at a cost of $38,000. The truck is expected to have a salvage value of $6,000 at the end of its 4-year useful life. Compute annual depreciation expense for...

Juan Sanchez writes the following note on the back of an envelope: I, Juan Sanchez, promise to pay Kathy Martin or bearer $500 on demand. Is this a negotiable instrument? Discuss fully.

Dennis contributed business assets to a new business in exchange for stock in the company. The exchange did not qualify as a nontaxable exchange. The fair market value of these assets was $287,000 on...

A 1.5 kW heater is to be used to heat a room with dimensions 3.5 m 5.0 m 3.0 m. There are no heat losses from the room, but the room is not airtight, so the pressure in the room is always...

Using a three-dimensional formula, show the direction of the dipole moment of CH3OH. Write (+ and (- signs next to the appropriate atoms.

Trichloromethane (CHCl3, also called chloroform) has a larger dipole moment than CFCl3. Use three-dimensional structures and bond moments to explain this fact.

Indicate the direction of the important bond moments in each of the following compounds (neglect C-H bonds). You should also give the direction of the net dipole moment for the molecule. If there is...

Write structural formulas for all of the alkenes with (a) The formula C2H2Br2 and (b) The formula C2Br2Cl2. In each instance designate compounds that are cis-trans isomers of each other. Predict the...

Write structures for all compounds with molecular formula C4H6O that would not be expected to exhibit infrared absorption in the 3200-3550-cm-1 and 1620-1780-cm-1 regions.

This information relates to Ivanhoe Co. 1. 2. 3. 4 On April 5, purchased merchandise from Pharoah Company for $24.200 on account. On April 7. purchased equipment on account for $25,800. On April 8,...