Chem237B Quiz #1A (80/2 points)
Name______________________
October 9th 2012
TA: Church
Quiz Section________________
Ingalls
Weller
Ewing
(indicate which)
(16 pts) 1) Concerta, a central nervous system stimulant pictured below, is used to treat attention
deficit hyperactivity disorder (ADHD) and narcolepsy, a sleep disorder that causes excessive
daytime sleepiness and sudden attacks of sleep.
(4) Fill in all the lone pairs required to complete the full Lewis structure of this molecule.
(5) Next to each carbon atom in the molecule designate its hybridization (i.e. sp, sp2, or sp3).
(3) Circle one possible Lewis basic site in this molecule.
(4) How many π bonds does this molecule contain?_____4_________
(14 pts) 2) Show the complex formed and indicate the Lewis acid, Lewis base, and adduct in the
equation below. Indicate the mechanism or reaction with arrows.
Arrow (4 pts), 4pts for product structure, 2 pts per “name”
(12 pts) 3) Draw the complete Lewis structure of the following compounds. Describe the
geometry (tetrahedral, etc.) of the indicated atom.
HONO2
[ClO]
C2N2
Geometry at N
Geometry at C
Geometry at O
Trigonal Planar______
Linear______________
Tetrahedral________
3 pts per Lewis structure, 1 pt per geometry
(15 pts) 4) Rank the following molecules in terms of acidity 1-5 (5 being most acid and 1 being
least acidic)
(a) 5
(b) 2
(c) 3
(d) 1
(e) 4
4pts each for correct 1 and 5, 4 pts (b) and (c) correct order, 3 pts (c) and (e) in correct order
(12 pts) 5) Name the following molecules
4-hydroxy-3-methyl heptane
2-chloro-5,5-dimethyl hexane
4pts per name
3-chloro-1-hydroxy-5-
tert-butyl octane
(11 pts) 6) Write the structural formulas for all the constitutional isomers of
11pt max, but
a)C3H8O
3/2/2
and 3 / 2
b)C3H6