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Synthesis of hexaphenylbenzene Attached Files: student-handout-set3day2.pdf (81.

ID: 713211 • Letter: S

Question

Synthesis of hexaphenylbenzene Attached Files: student-handout-set3day2.pdf (81.795 KB) Ph heat 3.5 Ph Ph Ph 3.6 3.3 This experiment is a high temperature reaction (you will use flame to heat the reaction) of diphenylacetylene and tetraphenylcyclo made on Day 1. Prelab assignment 1. Prepare the stoichiometry table for the condensation reaction and calculate theoretical yield. 2. Read sections 17.11-17.13 in Klein's Organic Chemistry textbook and answer the following questions: o What part of the visual spectrum is absorbed by diphenylacetylene? Diphenylacetylene is a yellow solid. o What part of the visual spectrum is absorbed by tetraphenylcyclopentadienone? absorb in visual range of electromagnetic spectrum?

Explanation / Answer

Organic chemistry

1. Reagents table

               FW(g/mol)        mmol            mass(g)        

3.3            384.48              5                  1.922

3.5            178.24              5                  0.891

3.6            534.70              5                  2.673 (formed)

Theoretical yield of product = 0.005 mol x 534.702 g/mol = 2.673 g

2. Diphenylacetylene absorbs in the visible region

3. tetraphenylcyclopentandienone absorbs in the visible region

4. The compounds have extended conjugation in the structure due to phenyl groups and therefore they absorb in these regions of the electromagnetic spectrum.