Question

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.

Science   Chemistry   
0 0
Add a commentTranscribed image text
Next >

Homework Answers

Answer #1

Given below is the mechanism of the formation of 1-chlormethylnaphthalene from the Fridel-Crafts alkylation reaction between naphthalene, formaldehyde and HCl. The first step is formation of electrophilic reagent from HCHO and HCl by protonation of C=O oxygen. The electrophile is attacked by naphthalene pi-electrons to form an intermediate which looses a H and rearomatization occurs to give 1-hydroxymethylnaphthalene. This then undergoes an SN2 reaction with HCl to give the desired end product.

0 0
Know the answer?
Your Answer:

Post as a guest

Your Name:

What's your source?

Earn Coins

Coins can be redeemed for fabulous gifts.

Log In

Sign Up

Not the answer you're looking for?
Ask your own homework help question
Similar Questions
Write a net ionic equation for the reaction that occurs when aqueous solutions of hydrochloric acid...
Write a net ionic equation for the reaction that occurs when aqueous solutions of hydrochloric acid and sodium hydroxide are combined. __ + __+__+__ ----> __ + __ Write a net ionic equation for the reaction that occurs when aqueous solutions of hypochlorous acid and barium hydroxide are combined. __+__+__+__ ----> __+__
1. Write the net ionic equation for the reaction that occurs when a solution of hydrochloric...
1. Write the net ionic equation for the reaction that occurs when a solution of hydrochloric acid (HCl) is mixed with a solution of sodium formate (NaCHO2). 2. Calculate the equilibrium constant for this reaction. 3. Calculate the equilibrium concentrations of Na+, Cl?,H+, CHO?2, and HCHO2 when 50.0 mL of 0.35 M HCl is mixed with 50.0 mL of 0.35 MNaCHO2.
Write out the net ionic equations for the following reactions: 1. Reaction when nitric acid is...
Write out the net ionic equations for the following reactions: 1. Reaction when nitric acid is added to solid copper metal 2. Reaction when sodium hydroxide is added to the above solution ^ (#1) 3. Reaction that occurs when the solution in #2 is heated 4. The reaction that occurs when concentrated hydrochloric acid is added to the solution in #3 5. The reaction that occurs when solid zinc is added to the solution in #4 6. The reaction that...
1. Write a net ionic equation for the reaction that occurs when aqueous solutions of barium...
1. Write a net ionic equation for the reaction that occurs when aqueous solutions of barium hydroxide and hypochlorous acid are combined. 2. Write a net ionic equation for the reaction that occurs when excess hydroiodic acid and potassium carbonate (aq) are combined. 3. Write a net ionic equation for the reaction that occurs when ammonium sulfide and excess hydrochloric acid (aq) are combined. 4. Write a net ionic equation for the reaction that occurs when barium sulfite (s) and...
Write the steps in the mechanism of the base catalyzed condensation of the following reaction: acetone...
Write the steps in the mechanism of the base catalyzed condensation of the following reaction: acetone + Benzaldehyde (2.0 equivalents) ---(NaOH, H2O, heat)----> dibenzalacetone a) The first step is the deprotonation of acetone to form the reactive enolate nucleophile. Draw a reasonable and detailed arrow pushing mechanism for the following transformation. b) Next, the reactive enolate will react with the electrophile, benzaldehde. This will give the addition product of the Aldol reaction. Draw a reasoable and detailed arrow pushing mechanism...
0.727 g of an unknown metal is reacted with excess concentrated hydrochloric acid according to the...
0.727 g of an unknown metal is reacted with excess concentrated hydrochloric acid according to the reaction below.  0.335 L of hydrogen gas was collected over water on a day when the temperature was 25.0 oC and the pressure was 0.98 atm. The vapor pressure of water at 25.0 oC is 23.8 torr. Report the partial pressure of hydrogen gas in atmospheres, the molar mass of the metal and the atomic symbol for the metal. The ideal gas law constant R...
How would I write out the reaction that happen when NaOH is added to the 0.5...
How would I write out the reaction that happen when NaOH is added to the 0.5 M solution of hydrochloric acid? Also, the reaction when NaOH is added to the 0.5 solution of phosphoric acid?
The reactants zinc and hydrochloric acid are involved in a redox reaction. Which of the following...
The reactants zinc and hydrochloric acid are involved in a redox reaction. Which of the following is a product of the reaction? Select the correct answer below: Cl2(g) H2(g) ZnCl(aq) none of the above
Write the net ionic equations for each reaction Iron (III) chloride + Sodium hydroxide Hydrochloric acid...
Write the net ionic equations for each reaction Iron (III) chloride + Sodium hydroxide Hydrochloric acid + Sodium hydroxide Copper (II) sulfate + Sodium phosphate Potassium carbonate + Hydrochloric acid For each anion below, give the formula for all of the insoluble products that would form when the following cations are mixed with a solution of the anion given. Cations: Ag+, Pb2+, Fe3+, Sr2+, Na+ a) hydroxide b) phosphate c) sulfide d) bromide
1. Write net ionic equations for: a. the reaction between hydrochloric and sodium hydroxide b. the...
1. Write net ionic equations for: a. the reaction between hydrochloric and sodium hydroxide b. the reaction between calcium and water ( assume that the solution containing the calcium hydroxide is dilute and that the calcium hydroxide has completely dissociated into its ions) c. the reaction between calcium and hydrochloric acid. 2. a.Arrange the equations in 1a and 1b so that algebraic addition yields the equation in 1c. b. Add your experimentally determined values for the molar heats of reaction...
ADVERTISEMENT
Need Online Homework Help?

Get Answers For Free
Most questions answered within 1 hours.

Ask a Question
ADVERTISEMENT