Title: Dehydration of 2,2-Dimethylcyclohexanol - Formation of Alkenes---**1. The alkene mixture obtained on dehydration of 2,2-dimethylcyclohexanol contains a significant amount of 1,2-dimethylcyclohexene****a. Draw the structure of 1,2-dimethylcyclohexene**- [Diagram needed: Draw a cyclohexane ring with double bonds between carbons 1 and 2, and methyl groups (CH3) attached to carbons 1 and 2]**b. Show a mechanism for the formation of this alkene product**- [Diagram needed: Illustrate the dehydration mechanism] 1. **Protonation**: The hydroxyl group (-OH) is protonated by an acid, forming water (H2O) which is a good leaving group. 2. **Formation of Carbocation**: The departure of water creates a carbocation intermediate at carbon-1. 3. **Rearrangement (if necessary)**: No rearrangement is needed for this molecule as it already forms a stable carbocation. 4. **Elimination**: A base abstracts a proton (H+) from the carbon adjacent to the carbocation, leading to the formation of a double bond (alkene).**c. Draw the structures and give the names of any other alkene products, explaining how they could arise from the dehydration reaction**- [Diagram needed: Draw the structure of 1,3-dimethylcyclohexene] - **1,3-Dimethylcyclohexene**: Another product of the reaction where the double bond is between carbons 1 and 3, and methyl groups at carbons 1 and 3. - Mechanism: 1. **Protonation**: The hydroxyl group (-OH) is protonated and leaves as water, forming a carbocation at carbon-1. 2. **Rearrangement**: The carbocation can shift to carbon-2 to form a more stable secondary carbocation. 3. **Elimination**: A base abstracts a proton from the carbon adjacent to the carbocation, forming the double bond.By drawing out these structures and understanding the mechanisms, students can gain insight into organic reaction mechanisms, specifically involving dehydration of alcohols to form alkenes

a) The structure of 1,2-dimethylcyclohexene is as follows: b) The mechanism of formation of this…

1. The alkene mixture obtained on dehydration of 2,2-dimethylcyclohexanol contains a significant amount of 1,2-dimethylcyclohexene a. Draw the structure of 1,2-dimethylcyclohexene b. Show a mechanism for the formation of this alkene product c. Draw the structures and give the names of any other alkene products, explaining how they could arise from the dehydration reaction

1. The alkene mixture obtained on dehydration of 2,2-dimethylcyclohexanol contains a significant amount of 1,2-dimethylcyclohexene a. Draw the structure of 1,2-dimethylcyclohexene b. Show a mechanism for the formation of this alkene product c. Draw the structures and give the names of any other alkene products, explaining how they could arise from the dehydration reaction

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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For each reaction identify the reaction type. Reaction Туре a. Methylbenzene and bromine in the presence of ultraviolet light forming 1- bromo-2-methylbenzene and hydrogen bromide. b. 2-methyldecane plus hydrogen reacts to produce heptane and butane c. Hex-2-ene plus hydrogen chloride produces 2-chlorohexane. d. Propane plus pentane reacts to produce 1,2-dimethylcyclohexane and hydrogen
2. Alcohols Write the complete step-by-step mechanism for the reaction of 3-methyl-2-pentanol with sulfuric acid.
1. The reactant (2-methyl-2-butanol) has a limited solubility in water at room temperature. 10.0 mL of 2-methyl-2-butanol will dissolve in ~ 80 mL of water. In this experiment, 10.0 mL of 2-methyl-2-butanol readily dissolved in 20 mL of 12 mol/L aqueous HCl. a. Why does this compound exhibit some solubility in water? Consider intermolecular forces and include a diagram to illustrate the relevant intermolecular forces. Why is it not completely miscible in water (in all proportions)?
Using the Functional Group and Reagent to Identity the Type of Reaction Draw the product of each reaction.
what volume of oxygen at 35 C and 2.15 atmos neededto produce 100.0g of nitrogen monoxide
4) Complete each reaction and name the product w (CH3)2C=CHCH3 2-methyl-2-butene HCI Br₂ H₂O/acid i) BH3 ii) H₂O₂ & base Ozone, O3
2. Name each alkyne. a. CH3CH₂CH₂C=CH b. CH3CH₂CH₂C=CCH3 3. Predict the product of the following reactions. a. CH = CCH3 + HCI b. CH CCH₂CH3 + O2