Synthesis of 1,4-di-t-butyl-2,5-dimethoxybenzene via Friedel-Crafts Alkylation
Describe the HNMR spectrum of this experiment’s product.

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Synthesis of 1,4-di-t-butyl-2,5-dimethoxybenzene via Friedel-Crafts Alkylation Describe the HNMR spectrum of this experiment’s product.
These question are for the Friedel Crafts Alkylation of
1,4-Dimethoxybenzene organic chem lab
1. Why is 1,4-di-t-butyl-2,5-dimethoxybenzene the preferred product of this reaction? Why is neither 1,2-di-t-butyl-3,6-dimethoxybenzene nor 1,3-di-t-butyl-3,6-dimethoxybenzene formed as side products? OCH3 OCH3 OCH3 OCH3 1,2-di-t-butyl-3,6-dimethoxybenzene 1,3-di-t-butyl-3,6-dimethoxybenzene 2. 3. 4. Why was the product washed with water? Why was the product washed with methanol? We used t-butyl alcohol to generate t-butyl cation. Suggest two other compounds that could be used to generate the t-butyl cation.
What's the theoretical yield of 1,4-di-t-butyl-2,5-dimethoxybenzene (MW = 250.38 g/mol) if 0.0008 mols of 1,4-dimethoxybenzene (MW = 138.16 g/mol) were used? Please help and show work if possible.
For a Friedel-Crafts alkylation reaction between 1,4-dimethoxybenzene with 3-methyl-2-butanol and sulfuric acid what product was formed in this reaction? Use a discussion of the reaction mechanism, IR, and NMR data to justify your conclusion. A figure should be included to aid in the discussion of the reaction mechanism.
Provide structures for two compounds that could be used in place of tert-butyl alcohol to form 1,4-di-tert-butyl-2,5-dimethoxybenzene from 1,4- dimethoxybenzene via a Friedel-Crafts reaction:
4.0 g of 1,4-di-t-butyl-2,5-dimethoxynezene (250.37m ) were synthesized by reacting 9.1 mL of t-butyl alcohol (MW 74.125/mol, D 0.799 ,25 mL of concentrated sulfuric acid (MW 98.08 /mol, D 1.84m), and 5.7 g of 1,4-dimethoxybenzene (MW 138.17 /mall together. Calculate the percent yiel of this reaction. t-butanol 1,4-di-tert-butyl-2,5-dimethoxybenzer 1,4-dimethoxybenzene Write your answer without a percent sign and to 2 decimal places. MW=molecular weight, D-density of liquid.
5.8 g of
1,4-di-t-butyl-2,5-dimethoxynezene
(250.37 g/mol) were synthesized by reacting
10.5 mL of t-butyl alcohol (MW 74.12 g/mol, D
0.79 g/mL), 25 mL of concentrated sulfuric
acid (MW 98.08 g/mol, D 1.84
g/mL), and 5.9 g of 1,4-dimethoxybenzene (MW
138.17 g/mol) together. Calculate the percent
yield of this reaction.
Question 1 2 pts 5.8 g of 1,4-di-t-butyl-2,5-dimethoxynezene (250.373/mol) were synthesized by reacting 10.5 mL oft- butyl alcohol (MW 74.12 3/mol. D 0.795/mL), 25 mL of concentrated sulfuric acid (MW 98.08...
5.1 g of
1,4-di-t-butyl-2,5-dimethoxynezene
(250.37 g/mol) were synthesized by reacting
9.7 mL of t-butyl alcohol (MW 74.12 g/mol, D
0.79 g/mL), 25 mL of concentrated sulfuric
acid (MW 98.08 g/mol, D 1.84
g/mL), and 4.2 g of 1,4-dimethoxybenzene (MW
138.17 g/mol) together. Calculate the percent
yield of this reaction. Write your answer without a percent
sign and to 2 decimal places. MW=molecular weight, D=density of
liquid. PLEASE SHOW WORK
OH t-butanol 1,4-di-tert-butyl-2,5-dimethoxybenzene 1,4-dimethoxybenzene
Calculate the moles of 1,4-di-tert-butyl-2,5-dimethoxybenzene (0.500 mL) that 2-methyl-2-propanol would form if it were the limiting reactant. Use proper significant figures, units and show all work.
Give a detailed mechanism including all resonance isomers for intermediates (show electron flow) for the Friedel-Crafts reaction done in the lab. NOTE: It is likely the mechanism from reactants to only 1-t-butyl-2,5-dimethoxybenzene is on the blackboard in class. I want a complete mechanism showing all steps and resonance isomers for the synthesis of the dialkylated product!
QUESTIONS 1. What is the purpose of the sulfuric acid (yes, it's a catalyst, but why is it a catalyst? What is it doing that makes the reaction possible? Would the reaction just go slower without it, or would the reaction not go at all? Why?) 2. If isobutyl alcohol (2 methyl propanol) is used instead of tert butyl alcohol, a mixture of products is obtained. One the products is the same as the product obtained with the tert butyl...