215F07-E1-key - Remember "Lone pair-assisted ionization."...

Info iconThis preview shows pages 1–2. Sign up to view the full content.

View Full Document Right Arrow Icon
Remember “Lone pair-assisted ionization.” Name___KEY ________________________ 215 F07-Exam No. 1 Page 2 I . (20 points) The following compounds are those used in our study on the enzymatic transformation of cholesterol to pregnenolone. 1) Designate in each of the boxes below the stereochemistry ( R or S ) at the indicate carbon center and 2) provide in each of the boxes provided the formal oxidation number of each of the indicated carbon atoms in pregnenolone. H H H HO O H H H H HO H OH H H H H H HO OH H H H H HO HO OH H H R or S ? 2 R or S ? 2 R or S ? 2 R or S ? 2 oxidation #: 2 R or S ? 2 H O H HO H H H oxidation #: 2 oxidation #: 2 oxidation #: 2 1) stereochemistry ( R or S ) of the designated carbon centers: pregnenolone 2) oxidation numbers of the designated carbon atoms: oxidation #: 2 S S R R S -1 -1 +2 -3 0 II . (10 points) Write in the boxes below the expected hybridization of each of the indicated atoms (i.e., sp 3 , sp 2 , or sp) in the following molecules. O O O N N H H H H 2 hybridization : 2 hybridization : 2 hybridization : 2 hybridization : 2 hybridization : sp 2 sp 2 sp 2 sp 2 sp 3 III . (10 points) For each of the following pairs of compounds, predict which compound is more acidic. Compare the two underlined Hs for each pair and circle the compound that is more acidic for each pair.
Background image of page 1

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

View Full DocumentRight Arrow Icon
Image of page 2
This is the end of the preview. Sign up to access the rest of the document.

This note was uploaded on 04/01/2008 for the course CHEM 215 taught by Professor Koreeda during the Fall '07 term at University of Michigan.

Page1 / 5

215F07-E1-key - Remember "Lone pair-assisted ionization."...

This preview shows document pages 1 - 2. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online