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Unformatted text preview: NAME __________________________________ ___ last, CHEMISTRY 2211 EXAM 1 February 02, 2011 first Be sure to read each question carefully. Partial credit will be assigned where appropriate. Only answers written in the boxes or on the lines will be graded. I. (14 points) Draw isomeric structures with molecular formula C4H6 that satisfy the following criteria. a) Three cyclic isomers that contain two sp2 carbon atoms and two s/ carbon atoms !II b) Two chain isomers that contain two sp carbon atoms and two s/ carbon atoms. c) One chain isomer containing four sl carbon atoms 810# SCORE 1. ___ _ 2. ___ _ 3. ___ _ 4. ___ _ 5. ___ _ 6. ___ _ 7. ____ _ 8. ___ __ 80nu5, ___ _ TOTAL d) One chain isomer containing two Sp 2 carbon atoms, one sp carbon atom, and one s/ carbon atom. 2 2. (8 points - problems 2.34 & 2.53) Draw resonance structures for the following species and assign non-zero formal charges to each atom where appropriate. e a~ H ---. - :0 $ 0 H 2 C=N=N: ........ -. 0 --- r .0 II. i-I)...c... - /'-.1 = N : This resonance form is unstabl e because one of the atoms has an incomplete valence. It is an important form because it illustrates the electrophilicity of the carbon atom....
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