Interpretation:
A mechanism for the dehydration of 4-methylcyclohexanol catalyzed by phosphoric acid needs to be explained.
Concept Introduction:
A dehydration reaction takes place after the removal of water molecule/s from the reactant molecule. In the mechanism of any organic reaction, negative charge always attacks on the positive center, and removal of good leaving group takes place. The stability of a leaving group depends on the stability of the molecule which can be shown by inductive, hyperconjugation or resonance effect.
Explanation of Solution
Below is the mechanism for the dehydration of 4-methyl cyclohexanol catalyzed by phosphoric acid:
In the first step, lone pair of electrons attack on the H atom which results in the formation positive charge on the O of the -OH group of 4-methyl cyclohexanol.
Here, the good leaving group is H2O. The derivative of hydronium ion removes a water molecule to form a carbocation intermediate.
The nucleophile (H2PO4-) abstracts a proton from adjacent carbon of carbocation to form 4-methyl-1-cyclohexene.
Want to see more full solutions like this?
Chapter 22 Solutions
EBK A SMALL SCALE APPROACH TO ORGANIC L
- The rate constant for the decay of a radioactive element is 2.28 × 10⁻³ day⁻¹. What is the half-life of this element in days?arrow_forwardHandwritten pleasearrow_forwardChoose the best reagents to complete the following reaction. i H A B 1. CH3CH2Na 2. H3O+ 1. CH3CH2MgBr 2. H3O+ 1. CH3MgBr Q C 2. H3O+ 1. H3O+ D 2. CH3MgBr 00 OH Q E CH³MgBrarrow_forward
- The kinetics of a gas phase reaction of the form A → Products results in a rate constant of 0.00781 M/min. For this reaction, the initial concentration of A is 0.501 M. What is the half-life for this reaction?arrow_forwardChoose the best reagents to complete the following reaction. 1. PhNa A 2. H3O+ 1. PhCH2MgBr B 2. H3O+ хё 1. PhMgBr C 2. H3O+ 00 HO Q E D 1. H3O+ 2. PhMgBr PhMgBrarrow_forwardPlease answer all of the questions and provide detailed explanations and include a drawing to show the different signals on the molecule and include which ones should be highlighted.arrow_forward
- Draw the major product of this reaction. Ignore inorganic byproducts. Incorrect, 1 attempt remaining 1. LiAlH4 2. H3O+ Q OH ☑ Select to Drawarrow_forwardHow should I graph my data for the Absorbance of Pb and Fe for each mushroom? I want to compare the results to the known standard curve. Software: Excel Spreadsheets Link: https://mnscu-my.sharepoint.com/:x:/g/personal/vi2163ss_go_minnstate_edu/Eb2PfHdfEtBJiWh0ipHZ_kkBW4idWWwvpLPPtqoq2WkgbQ?rtime=HxrF0_tR3Ugarrow_forwardProvide the proper IUPAC name only for the following compound. Dashes, commas, and spaces must be used correctly, but do not use italics in Canvas.arrow_forward
- The kinetics of a gas phase reaction of the form A → Products results in a rate constant of 0.00781 M/min. For this reaction, the initial concentration of A is 0.501 M. How many minutes will it take for the concentration of A to reach 0.144 Marrow_forwardWhat is the rate for the second order reaction A → Products when [A] = 0.256 M? (k = 0.761 M⁻¹s⁻¹)arrow_forwardFor reaction N2(g) + O2(g) --> 2NO(g) Write the rate of the reaction in terms of change of NO.arrow_forward
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning