Assign 16-2 - Assignment 16-2 1. Indicate whether each of...

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

View Full Document Right Arrow Icon
Assignment 16-2 1. Indicate whether each of the following compounds is “aromatic” or “not aromatic.” (In many cases, the structure shown is one of two or more possible resonance structures.) (a) .. .. (d) (b) (c) (e) (f) N .. (Hint: lone electron pair on N is in an sp 2 orbital in the plane of the ring) (g) N .. H (h) CH 2 CH CH CH CH 2 (i) H H (Here lone electron pair lies in p orbital perpendicular to ring. Why? ) : [18] annulene (it's planar) 2. Explain why undergoes hydrolysis faster than Cl 3. Draw a MO energy level diagram for the cyclopropenyl carbanion of problem 1 (a). According to this diagram, is this anion aromatic or nonaromatic?
Background image of page 1

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

View Full DocumentRight Arrow Icon
ANSWERS Assignment 16-2 1 (a) Not aromatic; has 4 π electrons. Disobeys 4n + 2 rule (n = ½) (b) Aromatic; all criteria met. (cyclic, planar, conj. unsat. completely around ring, has 14 π e - ( obeys 4n +2 rule, n = 3) (c) Not aromatic; has 8 π electrons. Disobeys 4n + 2 rule (n = 3/2) (d) Aromatic; all criteria met. (cyclic, planar, conj. unsat. completely around ring,
Background 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 04/07/2009 for the course CHE 312 taught by Professor Drake during the Spring '08 term at American International.

Page1 / 2

Assign 16-2 - Assignment 16-2 1. Indicate whether each of...

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