Chem316F03MT4a

Chem316F03MT4a - Chem 316 F03 Page 1 of 7 Kantorowski Exam...

Info iconThis preview shows pages 1–4. Sign up to view the full content.

View Full Document Right Arrow Icon
Chem 316 F03 Page 1 of 7 Kantorowski Exam IV 20 November 2003 Name: ___________________________________________ This exam contains 4 pages of questions – confirm this once you begin . You will have 80 minutes. No models or calculators are permitted. Read all questions carefully – answer the question that is asked! Illegible or indecipherable answers may not receive potential partial credit. Good luck! 1. (6 pts) Identify each of the following as nucleophilic (N), electrophilic (E) or neither (0). If a nucleophile also indicate if it is an ambident nucleophile (A). LiOCH 3 NaNO 2 Cl OTs N E E E N, A 0 Both N and O have an available lone pair The ultimate C electrophile. .. a carbocation!
Background image of page 1

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

View Full DocumentRight Arrow Icon
Chem 316 F03 Page 2 Initials________ 2. (4 pts) For each of the following rate equations indicate the effect of doubling the concentration of component A. a) rate = k[A][B] rate doubles b) rate = k[B] no effect (A is not involved in the RDS) c) rate = k[A] rate doubles d) rate = k[A] 2 rate quadruples 3. (9 pts) When ( 2R , 3S )-2-bromo-3-methylpentane is treated with ethoxide there are three elimination products possible (compounds A , B , and C ). H Br CH 3 H O OH Na A B C H CH 3 + + a) Provide a complete and detailed mechanism (i.e., electron arrow pushing) that accounts for the formation of C . H Br CH 3 H Na C H CH 3 H O Identify a proton b to the C bearing the Br. Na O H Br + + b) It is found that only one of the internal alkenes is formed. Determine whether A or B is formed and clearly justify your choice. H Br CH 3 H The mechanism is E2; see question #7 Look down C2-C3 bond. The b -proton to be deprotonated is on C3 CH 2 CH 3 H CH 3 CH 3 H Br 2 3 Need to be anti periplanar CH 3 CH 2 CH 3 H CH 3 H Br H 3 C CH 2 CH 3 H CH 3 H Br H These groups will be cis once the p -bond forms B
Background image of page 2
Chem 316 F03 Page 3 Initials________ 4.
Background image of page 3

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

View Full DocumentRight Arrow Icon
Image of page 4
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 316 taught by Professor Kantorowski during the Winter '08 term at Cal Poly.

Page1 / 7

Chem316F03MT4a - Chem 316 F03 Page 1 of 7 Kantorowski Exam...

This preview shows document pages 1 - 4. Sign up to view the full document.

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