CHEM 1315 Exam Practice c

Name:______________________ Roll Number ________________

A pKa table is provided on the last page. 1. (40 points, 4 points each) Circle the correct answer. There is only one correct answer. a. A) B) C) D) E) b. A) B) C) D) E) c. A) B) C) D) E) d. A) B) C) D) E) e. A) B) C) D) E) The C1-C2 bond in 2-butyne, is formed by the overlap of what two molecular orbitals? sp3-s sp2-s sp-sp sp3-sp sp2-sp Which of the following describes a double bond? three pi bonds one sigma bond and two pi bonds two sigma bonds and one pi bond one sigma bond and one pi bond two sigma bonds and two pi bonds Which of the following bases is the most reactive (least stable)? Nitrate ion Chloride ion Water Hydride ion Ammonia What is the conjugate acid of CH3NH2? CH3NH + NH4 + CH3NH3 NH2 CH3NH2 Which of the following compounds is a trans-disubstituted cyclohexane? 1,2-disubstituted: one axial and one equatorial substituent 1,3-disubstituted: two equatorial substituents 1,3-disubstituted: two axial substituents 1,4-disubstituted: one axial and one equatorial substituent 1,4-disubstituted: two equatorial substituents

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CHEM 1315 Exam Practice c

Name:______________________ Roll Number ________________

f.

Which of the following structures represents a trans isomer?

A) B) C) D) E) g. A) B) C) D) E) h. A) B) C) D) E) i. A) B) C) D) E)

A and B B and C A only D only C and D Name CH3CH2C(CH3)3. 2-ethylbutane 2,2-dimethylbutane methylneopentane 2-methyl-2-ethylpropane 3,3-dimethylbutane What is the approximate value of the C1-C2-C3 bond angle in trans-2-butene? 60 90 109.5 120 180 Which is the most polar bond? C-H O-O N-H O-H N-N

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CHEM 1315 Exam Practice c

Name:______________________ Roll Number ________________

j.

What is the hybridization of carbon atoms labeled i iii in the following structure?
H O C ii

H3C i

CH2 iii

A) i = sp3; ii = sp; iii = sp2 B) i = sp3; ii = sp2; iii = sp2 C) i = sp2; ii = sp; iii = sp3 D) i = sp; ii = sp; iii = sp3 2. (40 points, 4 points each) SHORT ANSWER. Write the word or phrase that best completes each statement or answers the question. a. Give the structure of one compound that contains four carbons, two of which are sp2 hybridized and two of which are sp3 hybridized.

b. What is the hybridization of the carbon atom in CO2?

c. Draw the conjugate acid of the methoxide ion, CH3O.

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CHEM 1315 Exam Practice c

Name:______________________ Roll Number ________________

d. Consider the following acids. Draw the conjugate base structure for the acid that has the weakest conjugate base? Hydronium ion Ethanol Acetone Methane Ka 5 x 10+1 1 x 10-16 1 x 10-19 1 x 10-50 pKa - 1.7 16 19 50

e. Using Newman projection, draw the most stable conformer for 1,2-dichloroethane, considering rotation about the C1-C2 bond.

f. Provide the systematic name for

g. How many tertiary carbons does the following structure have? CH2CH3

CH2 H3C CH2

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CHEM 1315 Exam Practice c

Name:______________________ Roll Number ________________

h. Provide the systematic name for

i. Indicate the E or Z configuration for the bond indicated below?

CH3

HO j. Draw the structure for 1,3-dimethylcyclohexene

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CHEM 1315 Exam Practice c

Name:______________________ Roll Number ________________

3. (10 points) Identify either the hybridization or number of hydrogens attached for the carbon atoms indicated in the following molecule.

4. (10 points) Draw any three (3) of the constitutional isomers of monocyclic alkanes with the molecular formula C5H10. As appropriate, indicate any cis, trans isomers.

End of Exam

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CHEM 1315 Exam Practice c

Name:______________________ Roll Number ________________

1. 2. 3. 4.

40________ 40________ 10________ 10________

Total 100 ________ Page 7 of 7