http___rutchem.rutgers.edu_Co...ctice_Exam_I_Chem_315_F08

http___rutchem.rutgers.edu_Co...ctice_Exam_I_Chem_315_F08 -...

Info icon This preview shows pages 1–7. Sign up to view the full content.

View Full Document Right Arrow Icon
Image of page 1

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full Document Right Arrow Icon
(b) Draw the meso stereoisomer of 2,3-difluorobutane, using the wedge-dash representation of stereochemistry AND a Fischer projection. (c) Draw a diastereomer of each of the compounds shown below.
Image of page 2
2. (a) Draw the indicated number of most important additional resonance forms of the structures shown below, and then number all of the resonance forms in order of their importance as contributers to the overall structure (1 = most important, etc.). (b) Draw a p-orbital diagram representing the highest occupied molecular orbital (HOMO) of 1,3-butadiene. (c) Explain why all the atoms in 1,3-butadiene are coplanar in the lowest energy conformer of this molecule.
Image of page 3

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full Document Right Arrow Icon
Image of page 4
Image of page 5

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full Document Right Arrow Icon
Image of page 6
Image of page 7
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: 3. (a) (R)-2-bromobutane has a specific rotation of – 23.1 deg.mL.g-1 .dm-1 . The optical rotation observed for a 2.0 g/mL solution of 2-bromobutane was measured in a cell with pathlength of 10 cm as +23.1 degrees. (i) What percentage of the 2-bromobutane is the (R) enantiomer? (ii) What is the enantiomeric excess of the (S) enantiomer? (b) In each of the structures shown below, indicate whether the hydrogens labeled Ha and Hb are enantiotopic or diastereotopic, and which is the pro-R hydrogen and which is the pro-S hydrogen. (c) Write a synthetic scheme that would convert 2-butyne into a meso compound....
View Full 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