T-Dimethoxybenzene Lab Report
Abstract
A Friedel-Crafts alkylation was performed by adding t-butyl alcohol to p-dimethoxybenzene in order to produce 1,4-di-t-butyl-2,5-dimethoxybenzene. This reaction yielded 0.009g of 1,4-di-t-butyl-2,5-dimethoxybenzene having a percent yield of 5%, and a melting point range of 54.8°C-56.9°C.
Introduction
This reaction is designed to put functional groups onto aromatic rings. This is done through an electrophilic aromatic substitution where a positive species is strong enough to pull electrons out of the ring to bond it, and the ring pulls hydrogens in to rearomatize the ting is substitution. One way of doing this is through using a Friedel-Crafts method. If there are already substituents already on the ring the electrophilic attack of the carbocation or acylium ion so that the new group goes ortho or para to that group, depending on which group is the strongest electron donating group. If there are electron withdrawing groups present, the reaction will …show more content…
This is a very low percent yield. This low percent yield can be partially attributed to loosing crystals in each transferring step. When the product was poured into the funnel a lot of the crystals were retained at the bottom of the test tube. Then when washing the test tube out with solution some of the crystals were suspended back into solution because the solution used was not ice cold. For further experiments this step will only use chilled solvents when washing the crystals in the funnel and the test tube to avoid having yields this low again. Since we started with such a small amount of p-dimethoxybenzene the final product of 1,4-di-t-butyl-2,5-dimethoxybenzene was only expected to be 0.18g if everything went perfectly in the
A Friedel-Crafts alkylation was performed by adding t-butyl alcohol to p-dimethoxybenzene in order to produce 1,4-di-t-butyl-2,5-dimethoxybenzene. This reaction yielded 0.009g of 1,4-di-t-butyl-2,5-dimethoxybenzene having a percent yield of 5%, and a melting point range of 54.8°C-56.9°C.
Introduction
This reaction is designed to put functional groups onto aromatic rings. This is done through an electrophilic aromatic substitution where a positive species is strong enough to pull electrons out of the ring to bond it, and the ring pulls hydrogens in to rearomatize the ting is substitution. One way of doing this is through using a Friedel-Crafts method. If there are already substituents already on the ring the electrophilic attack of the carbocation or acylium ion so that the new group goes ortho or para to that group, depending on which group is the strongest electron donating group. If there are electron withdrawing groups present, the reaction will …show more content…
This is a very low percent yield. This low percent yield can be partially attributed to loosing crystals in each transferring step. When the product was poured into the funnel a lot of the crystals were retained at the bottom of the test tube. Then when washing the test tube out with solution some of the crystals were suspended back into solution because the solution used was not ice cold. For further experiments this step will only use chilled solvents when washing the crystals in the funnel and the test tube to avoid having yields this low again. Since we started with such a small amount of p-dimethoxybenzene the final product of 1,4-di-t-butyl-2,5-dimethoxybenzene was only expected to be 0.18g if everything went perfectly in the