Abstract
A Friedal-Craft reaction was performed to synthesize 1,4-di-t-butyl-2,5-dimethoxy-benzene from p-dimethoxybenzene and t-butyl alcohol. The product of the reaction was filtered using a Hirsch funnel, before recrystallizing and filtering a second time. The recorded mass of the product was .08g and the melting point was 47-52.7 °C.
Introduction1
This experiment was designed to practice working with electrophilic aromatic substitution reactions. Specifically, a Friedel-Craft reaction was used to synthesize 1,4-di-t-butyl-2,5-dimethyoxybenzene from p-dimethoxybenzene and t-butyl alcohol. These reactions are designed so that a substituent can be added to a benzene ring. This is significant due to the stability of the aromatic substance. For this reaction to occur, a carbocation must be formed on the substituent being added to the ring. Electrons from a double bond …show more content…
To begin the reaction,1ml of acetic acid was added to 0.1g p-dimethoxybenzene and 0.20ml of t-butyl alcohol in a test tube. The solution was mixed and placed in an ice bath. Approximately 34 drops of sulfuric acid from a plastic pipette dropper was slowly added to the solution. The solution remained under the ice bath during this addition to control heat production. The reaction produced no noticeable heat. A small white solid formed in the solution, which produced a slight yellow coloring. Water was added to the solution before pouring onto a Hirsch funnel for separation. The crystals were washed with methanol, and removed from the filter to dissolve in methanol and recrystallization. The crystals had a white, clear appearance. These were added to methanol and heated for recrystallization. It was noticed that small black particles had appeared in the solution. The filtration step was repeated before measuring the mass and melting point of the product. The mass was found to be .08g and the melting point was 47-52.7
A Friedal-Craft reaction was performed to synthesize 1,4-di-t-butyl-2,5-dimethoxy-benzene from p-dimethoxybenzene and t-butyl alcohol. The product of the reaction was filtered using a Hirsch funnel, before recrystallizing and filtering a second time. The recorded mass of the product was .08g and the melting point was 47-52.7 °C.
Introduction1
This experiment was designed to practice working with electrophilic aromatic substitution reactions. Specifically, a Friedel-Craft reaction was used to synthesize 1,4-di-t-butyl-2,5-dimethyoxybenzene from p-dimethoxybenzene and t-butyl alcohol. These reactions are designed so that a substituent can be added to a benzene ring. This is significant due to the stability of the aromatic substance. For this reaction to occur, a carbocation must be formed on the substituent being added to the ring. Electrons from a double bond …show more content…
To begin the reaction,1ml of acetic acid was added to 0.1g p-dimethoxybenzene and 0.20ml of t-butyl alcohol in a test tube. The solution was mixed and placed in an ice bath. Approximately 34 drops of sulfuric acid from a plastic pipette dropper was slowly added to the solution. The solution remained under the ice bath during this addition to control heat production. The reaction produced no noticeable heat. A small white solid formed in the solution, which produced a slight yellow coloring. Water was added to the solution before pouring onto a Hirsch funnel for separation. The crystals were washed with methanol, and removed from the filter to dissolve in methanol and recrystallization. The crystals had a white, clear appearance. These were added to methanol and heated for recrystallization. It was noticed that small black particles had appeared in the solution. The filtration step was repeated before measuring the mass and melting point of the product. The mass was found to be .08g and the melting point was 47-52.7