3. Why did breaking the P-C single bond lead to the formation of 2 species containing afree radical (ie. where did those 2 electrons come from)?4. Do you think the photoinitiator 2-hydroxy-2-methylpropiophenone would require ashorter or longer wavelength of light to create a free radical? Explain your answerusing the table provided in question #2 (be specific). The structure of 2-hydroxy-2-methylpropiophenone is shown below.CH3Figure 5: Structure of 2-hydroxy-2-methylpropiophenone. The wavy line showsOH the bond that is photo-sensitive (ie. the bondthat will be broken by light). (Taken fromTehfe et al. 2013, http://www.mdpi.com/2076-3417/3/2/490/htm)ČH35. Why is the PEGDA monomer soluble in water, but the polymer is not? In otherwords, why do you think forming a large molecule would lead to the formation of asolid? (Hint: think about the movement of molecules in a liquid vs solid phase).6. Thinking about the octet rule, why do you think many free radicals are very reactiveand unstable?7. Peroxides are often used as free radical initiators of polymerization reactions.However, ethers are not often used for this purpose. Looking at the structures of thetwo species and also using the table provided in question #2, why do you thinkperoxides are a better choice? Be specific.(а)Figure 6: (a) The structure of benzoyl peroxide, an example of a commonly usedfree radical initiator for polymerization (http:/len.academic.ru/dic.nsf/enwiki/425984).(b) The structure of benzyl ether, which looks similar to benzoyl peroxide, butcontains an ether linkage and not a peroxide linkage. Benzyl ether it is notcommonly used as a free radical initiator for polymerization.(http://tinyurl.com/hstzk32).

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Why did breaking the P-C single bond lead to the formation of 2 species containing a free radical (ie. where did those 2 electrons come from)?

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter21: Benzene And The Concept Of Aromaticity

Section: Chapter Questions

Problem 21.42P

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