{[ promptMessage ]}

Bookmark it

{[ promptMessage ]}

mt no2 answers - Chem 140C Midterm I Q1(7 points Q2(8...

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

View Full Document Right Arrow Icon
Chem 140C Midterm I January 26, 2009 Q1_________(7 points) Q2_________(8 points) Q3_________(15 points) Q4_________(15 points) Q5_________(20 points) Q6_________(20 points) Q7_________(15 points) Total_________(100 points) Only use the front side of each page for your answers. Nothing on the back sides will be graded. If you write the exam in pencil or erasable pen, you give up your right to any kind of regrade. Name_______________________ PID#_________________________
Background image of page 1

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

View Full Document Right Arrow Icon
1. Resonance and Inductive Effects (7 points). Place the compounds below in order of increasing reactivity with nucleophiles in a nucleophilic addition process. Clearly explain the rationale for your choice. The amide will be less reactive than any of the esters due to greater resonance interaction of the carbonyl with the nitrogen atom vs. the ester oxygen. The ester (2) is next because it has the most electron rich carbonyl of all the esters because there is not an inductive electron withdrawing halogen in the molecule. The ester (3) is next because it has the halogen farthest away for the carbonyl. The ester (5) is more reactive towards nucleophilic addition than the ester (4) because it has two halogens at the alpha carbon as opposed to only one in (4).
Background image of page 2
2.
Background 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
This is the end of the preview. Sign up to access the rest of the document.

{[ snackBarMessage ]}