Question: There are three dioxane isomers: 1, 2-dioxane, 1, 3-dioxane, and 1, 4-dioxane. One of these acts like an ether and is an excellent solvent for

There are three dioxane isomers: 1, 2-dioxane, 1, 3-dioxane, and 1, 4-dioxane. One of these acts like an ether and is an excellent solvent for Grignard reactions. Another one is potentially explosive when heated. The third one quickly hydrolyzes in dilute acid. Show which isomer acts like a simple ether, and explain why one of them is potentially explosive. Propose a mechanism for the acid hydrolysis of the third isomer.

1.2-dioxane 1.3-dioxane 1.4-dioxane

Step by Step Solution

★★★★★

3.38 Rating (157 Votes )

There are 3 Steps involved in it

1 Expert Approved Answer

Step: 1 Unlock

The key to this problem is understanding that the relative proximity ... 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 (1739).docx

120 KBs Word File

Students Have Also Explored These Related Organic Chemistry Questions!

There are three isomeric dichlorocyclopropanes. Their 1H NMR spectra show one signal for isomer 1, two signals for isomer 2, and three signals for isomer 3. Draw the structures of isomers 1, 2, and 3.

There are three constitutional isomers with the molecular formula C 5 H 12 . Chlorination of one of these isomers yields only one product. Identify the isomer, and draw the product of chlorination.

There are two geometric isomers of octahedral complexes of the type MA3X3 , where M is a metal and A and X are monodentate ligands. Of the complexes shown here, which are identical to (1) and which...

34 Academy of Management Perspectives A R T I C November L E S The Management of Organizational Justice by Russell Cropanzano, David E. Bowen, and Stephen W. Gilliland Executive Overview...

What was Karen's condition at the time the court considered her father's position to become guardian and remove life support? What did the court say about free exercise of religion here? The court...

Management must understand what needs to change. A culture of performance excellence is very different from a traditional management culture. Many traditional practices stem from the fundamental...

Please make a (1)practice exam with the blank exam that I was given and provide a (2)key. On the key show the steps on you arrive at the answer concisely. Additionally, make a (3) 5" x 8" notecard...

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...

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...

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...

On the average, a neutron loses 63% of its energy in a collision with a hydrogen atom and 11% of its energy in a collision with a carbon atom. Calculate the number of collisions needed to reduce the...

How could we include batch- and product-level activities in regression analysis? Is it appropriate to interpret the intercept as "facility-level costs?"

\ ( 3 . 1 . 1 4 : \ ) A lender wishes to obtain a minimum average annual interest rate of \ ( 1 0 \ % \ ) on a loan to a particular risk class of borrowers. Determine the interest rate that must be...

Suppose a country reduces income tax rates in the future. What impact would that have on the net fiscal contribution of immigrants over their lifetimes, assuming nothing else changed?

Consider the following pairs of structures. Designate each chirality center as (R) or (S) and identify the relationship between them by describing them as representing enantiomers, diastereomers,...

A compound D with the molecular formula C6H12 is optically inactive but can be resolved into enantiomers. On catalytic hydrogenation, D is converted to E (C6H14) and E is optically inactive. Propose...

Compound F has the molecular formula C5H8 and is optically active. On catalytic hydrogenation F yields G (C5H12) and G is optically inactive. Propose structures for F and G.

Consider the following two securities X and Y. a-Which security (X or Y) in Table 8.3 has the least total risk? Which has the least systematic risk? b. Using the data from the Table what is the...

Belief in Haunted Places A random sample of 340 college students were asked if they believed that places could be haunted, and150 responded yes. Estimate the true proportion of college students who...

Suppose that B2B, Inc., has a capital structure of 36 percent equity, 16 percent preferred stock, and 48 percent debt. Assume the before-tax component costs of equity, preferred stock, and debt are...