Solutions_Manual_for_Organic_Chemistry_6th_Ed 333

Solutions_Manual_for_Organic_Chemistry_6th_Ed 333 - 1 5 1 7...

Info icon This preview shows page 1. Sign up to view the full content.

View Full Document Right Arrow Icon
1 5 - 1 7 These structures show the alignment of diene and dienophile in the Diels-Alder transition state, leading to 1 ,4-orientation in (a) and 1 ,2-orientation in (b ) . (a) : 0 : this left structure is a VERY minor resonance contributor; however, it explains the orientation for the diene as carbon- l is more negative and carbon-2, a 3°C, is slightly more positive because of methyl group stabilization (b) 1 5- 1 8 For clarity, the bonds formed in the Diels-Alder reaction are shown in bold. COOCH3 (b) 1 5 - 1 9 For a photochemically allowed process, one molecule must use an excited state in which an electron has been promoted to the first anti bonding orbital. All orbital interactions between the excited molecule's
Image of page 1
This is the end of the preview. Sign up to access the rest of the document.

{[ snackBarMessage ]}

What students are saying

  • Left Quote Icon

    As a current student on this bumpy collegiate pathway, I stumbled upon Course Hero, where I can find study resources for nearly all my courses, get online help from tutors 24/7, and even share my old projects, papers, and lecture notes with other students.

    Student Picture

    Kiran Temple University Fox School of Business ‘17, Course Hero Intern

  • Left Quote Icon

    I cannot even describe how much Course Hero helped me this summer. It’s truly become something I can always rely on and help me. In the end, I was not only able to survive summer classes, but I was able to thrive thanks to Course Hero.

    Student Picture

    Dana University of Pennsylvania ‘17, Course Hero Intern

  • Left Quote Icon

    The ability to access any university’s resources through Course Hero proved invaluable in my case. I was behind on Tulane coursework and actually used UCLA’s materials to help me move forward and get everything together on time.

    Student Picture

    Jill Tulane University ‘16, Course Hero Intern