Organic Chemistry Answers

In this experiment, acetaminophen is first combined with the sodium hydroxide/ethanol solution, followed by the addition of 1-iodobutane. Explain briefly the purpose of this step. Would the SN2 still proceed if all reagents were added at the same time? As part of your answer, include a comparative energy diagram illustrating the reaction with and without NaOH.
Refer to the ‘Formatting Equations and Schemes’ document for information on how to present your energy diagram.

You are responsible for preparing p-guaiacol, a flavoring agent. Your supervisor asks you to make 8.1 g of the compound and you can expect a yield of 77 %. You need to calculate the reagent quantities necessary and choose to use the stoichiometry you learned in experiment 3 of CHEM 266L.


(i) 1 M NaOH/Ethanol is not available, what mass of NaOH(s) should be used instead?

(ii) What mass/volume of hydroquinone should be used?

(iii) What volume of iodomethane (CH3I) should be used?

(iv) Would the SN2 still be possible if methanol and the electrophile below was used instead of p-guaiacol and iodomethane? Briefly explain your answer.

Outline a reaction scheme to show how you would synthesize trans-2-undecene starting from acetylene and other appropriate carbon-containing compound(s). [Include all reagents at each step and show structure of all intermediates leading to your product].

4) A 45 liters cylinder containing Oxygen at 27.5 atm. is used in a medical chamber having a volume of 8.5 m3 . Find the pressure in the chamber when it is filled with the oxygen:Temperature remains constant

draw the structure of 2,3,3-trimethyl-1,4,6-octatrine

How many unique products would we have when 4 – ethyl – 1,2 – dimethylcyclopentane
reacts with one equivalent of chlorine in the presence of light? Draw each of the following
products

Draw two different chair conformations of trans–1,3–dimethylcyclohexane that shows a ringflip

Draw the possible Newman projections of 2,3–dimethylbutane from the C2 – C3 perspective,
keeping C2 in its place while rotating C3. Sketch an energy diagram as a function of the
degrees of rotation

3–ethyl–3,4–dimethyloctane structure

If a chemist is going to prepare a chromatography using diethyl ether and ethanol. Which solvent would they use to start the elution? What would happen if they used the other instead?