Question

Write a rational mechanism for the reaction of 2-methylcyclohexanol with a strong acid.

Write a rational mechanism for the reaction of 2-methylcyclohexanol with a strong acid.

Homework Answers

Answer #1

2-methylcyclohexanol gets dehydrated in presence of strong acids.

The reaction takes place in three steps.

First step includes the removal of water molecule ( dehydration ) to form a 2' carbocation.

Next step involves a rearrangement in which hydride shift converts the 2' cation to 3'carbocation which is more stable.

Final step includes the double bond formation which Zaitsev's rule to from the more substituted alkene as it is more energetically favorable.

Know the answer?
Your Answer:

Post as a guest

Your Name:

What's your source?

Earn Coins

Coins can be redeemed for fabulous gifts.

Not the answer you're looking for?
Ask your own homework help question
Similar Questions
Outline a mechanism for the dehydration of 2-methylcyclohexanol into 1-methylcyclohexene catalyzed by acid. (include all arrows,...
Outline a mechanism for the dehydration of 2-methylcyclohexanol into 1-methylcyclohexene catalyzed by acid. (include all arrows, charges, and intermediates – you can assume H2O behaves as the base)
Write the mechanism for the acetylation reaction of salicylic acid with acetic anhydride
Write the mechanism for the acetylation reaction of salicylic acid with acetic anhydride
A) Write the balanced NET IONIC equation for the reaction that occurs when nitrous acid and...
A) Write the balanced NET IONIC equation for the reaction that occurs when nitrous acid and potassium hydroxide are combined. This reaction is classified as: _________Strong Acid + Strong Base, Weak Acid + Strong Base, Strong Acid + Weak Base, Weak Acid + Weak Base. The extent of this reaction is: _________Below 50%, 50%, Above 50%, 100%. B) Write the balanced NET IONIC equation for the reaction that occurs when nitric acid and potassium hydroxide are combined. This reaction is...
The products of the reaction of a strong acid and a strong base are water and...
The products of the reaction of a strong acid and a strong base are water and a "salt". Which "salt" is the product of the following reaction? HCl + KOH -> H2O + "salt"
Organic chemistry Dehydration of an alcohol Pre-lab Questions Write the complete mechanism for the dehydration of...
Organic chemistry Dehydration of an alcohol Pre-lab Questions Write the complete mechanism for the dehydration of 2-methylcyclohexanol showing the formation of two possible alkene products. Predict the major alkene product. What is the purpose of adding aqueous NaOH to the distillate? A student dehydrated 10.0 g of 2-methylcyclohexanol with 85% H3PO4 and obtained 6.50 g of products. (a) What is the limiting reagent and catalyst in this reaction? (b) Calculate the theoretical yield and percent yield of the rection.
Write a mechanism to explain the following reaction. When naphthalene is reacted with formaldehyde and hydrochloric...
Write a mechanism to explain the following reaction. When naphthalene is reacted with formaldehyde and hydrochloric acid, the product is 1-chlormethylnaphthalene. Be sure your mechanism explains the regiochemistry as well as the product.
what is the system in the neutralization reaction between a strong acid and a strong base....
what is the system in the neutralization reaction between a strong acid and a strong base. identify the surroundings
Draw a mechanism for the reaction of water with formic acid. Formic acid is a carboxylic...
Draw a mechanism for the reaction of water with formic acid. Formic acid is a carboxylic acid with the formula HCOOH and a pKa of 3.76. Draw the products of this reaction, showing all lone pairs of electrons and non-zero formal charges. Include all necessary curved arrows in your mechanism. Indicate which side of the reaction is favored at equilibrium and explain your answer. The pKa of hydronium ion, H3O+, is -1.7. Which side is favored and why? which is...
Write a rational mechanism for the conversion of t-butyl alcohol into t-butyl chloride using appropriate reagents
Write a rational mechanism for the conversion of t-butyl alcohol into t-butyl chloride using appropriate reagents
the reaction of the strong acid HBr with the strong base KOH is: HCl(aq) + CH3NH2(aq)...
the reaction of the strong acid HBr with the strong base KOH is: HCl(aq) + CH3NH2(aq) --> CH3NH+2 (aq) + Cl-(aq) To compute the pH of the resulting solution if 39mL of 0.45M acid is mixed with 51mL of 0.76M base. Let's do the stoich steps: How many moles of acid? How many moles of base? What is the limiting reactant? How many moles of the excess reagent after reaction? What is the concentration of the excess reagent after reaction?...
ADVERTISEMENT
Need Online Homework Help?

Get Answers For Free
Most questions answered within 1 hours.

Ask a Question
ADVERTISEMENT