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Chemistry 2311 Homework Problems- Chapter 4

Use MSWord and/or ChemBioDraw softwares to answer all questions except where
indicated. For structures select and then copy the red rectangle for the question and paste
it into the ChemBioDraw window. Draw the requested structures and then copy the
rectangle and its contents in ChemBioDraw and paste them back into MS Word. Answer
sheet to be printed out, one side of page only (only front side of pages will be
graded).

You may collaborate on the development of strategies to answer to these problems.


HOWEVER, all work using must be completed independently of others. You cannot
exchange electronic files with other students or cut-and-paste from other students.
Violators of this instruction will receive a zero for the assignment and be referred to the
Dean of Students for further sanction.

1. (a)5-ethyl-3-methylheptane

(b)5-ethylnonane

(c)cis-1,3-dimethylcyclohexane

(d)4-methyl-2,3-pentanediol

(e)Bicyclo[3.3.3]undecane

(f)cis-Bicyclo[4.2.0]octane

(g)cyclohex-1,3-dien

(h)6-methylhept-5-en-3-yne

(i)cis-cyclohenxan-1,2-diol

(j)gauche-1,3-dibromo-1,3-dimethylbutane
2.
Br
(a) (b)

(c) (d)
F F OH

(e) (f)

(g) (h)
3. Me Me

Me
Me Me H Me H Me
H
H Me
H Me H Me
Me Me
Potential Energy

Me Me Me Me
Me H Me Me H Me Me H

H Me H Me H Me H Me
Me H Me Me
I II III IV V VI I
0o 60o 120o 180o 240o 300o 360o

Angle

I Me II Me Me III Me
Me H Me Me
H

H Me H Me H Me
Me H
Me

IV Me Me V VI
Me H Me
H Me
Me
Me
H Me
H H Me H Me
Me Me

4. _______A____________
Cl Cl
5. Cl Cl

Cl Cl

Cl Cl

6.
(a) (b) D

DO Na

7.

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