Propose a mechanism for the conversion

Reference no: EM13161906

Treating 1-butanol with sulfuric acid establishes an equilibrium with 1-butyl bisulfate and water as shown.

CH3(CH2)2CH2OH + H2SO4 ----> CH3(CH2)2CH2OSO3H + H2O

a. Using curved arrows to symbolize the flow of electrons, propose a mechanism for the conversion of 1-butanol to 1-butyl bisulfate.

b. 1-Butyl bisulfate may serve as the precursor to an ether and an alkene, as well as the desired 1-bromobutane.

i. Provide the structures expected for the ether and the alkene that might be produced from 1-butyl bisulfate.

ii. Using curved arrows to symbolize the flow of electrons, provide reaction mechanisms for the formation of each of these by-products and specify whether the mechanisms you write are SN1, SN2, E1, E2, or none of these.

iii. Explain why you would expect bisulfate to be a good leaving group for substitution or elimination reactions.

Reference no: EM13161906

Questions Cloud

What was the initial concentration : A zero-order reaction has a constant rate of 2.00×10-4 . If after 50.0 seconds the concentration has dropped to 6.00×10-2 , what was the initial concentration?

Skeletal muscle-human body : The voluntarily controlled sphincter fashioned by skeletal muscle at the point where the urethra passes through the pelvic fl oor is called the.

What mass of silver chloride should you form : You mix 55 mL of 1.00M silver nitrate with 25 mL of 0.81 M sodium chloride. What mass of silver chloride should you form?

Calculate the molarity and mole fraction of acetone : Calculate the molarity and mole fraction of acetone in a 1.82 molality solution of acetone in ethanol. Density of acetone is .788 g/cm^3. Density of ethanol is .789 g/cm^3. Assume that the volume of acetone and ethanol add.

Propose a mechanism for the conversion : Treating 1-butanol with sulfuric acid establishes an equilibrium with 1-butyl bisulfate and water as shown.

Treaty of vincennes : The treaty of Vincennes added which territory to the United States? Southeastern Florida, Western Pennsylvania, North Great Lakes region, Southern Indiana.

What was the final temperature : A 4.40 g nugget of pure gold absorbed 295 J of heat. The initial temperature was 21.0°C. What was the final temperature?

Explain and assess the philosophical issues : Explain and assess the philosophical issues that Heraclitus is raising in this quotation

What is the final temperature of gold : Suppose that 25.0g of gold is initially at 27.0 Celsius. What is the final temperature of gold upon absorbing 2.35kJ of heat?

User Account

All Pages