Name ____________________________________________________Period _____ Table# _____

Bonding Test Form A Part I (answer on scantron)

1. Which of the following molecules includes a ketone functional group?

(A) (B)

(C) (D)

2. Which of the following could be 2-pentene

(A) C5H12 (B)C5H14 (C) C6H12 (D) C6H14 (E) C5H10

3. Which of the following molecules includes an organic acid functional group?

(A) (B)

(C) (D)

4. What type of hybrid orbital is present in ammonia (NH 3)?

(A) sp2 (B) sp3 (C) sp3d (D) sp (E) sp3d2

5. Atom X in the structure below is most likely:

(A) Cl (B) S (C) P (D) Si (E) Al

6. The geometry of the SO3 molecule is best described as
(A) trigonal planar (B) bent (C) trigonal pyramidal (D) tetrahedral (E) square pyramidal

7. Which of the following has a zero dipole moment?

(A) HCN (B) SO2 (C) NH3 (D) PF5 (E) NO2

Normal Boiling
Hydrogen Halide
Point, °C

HF +19

HCl - 85

HBr - 67

HI - 35

8. The liquefied hydrogen halides have the normal boiling points given above. The relatively high boiling point
of HF can be correctly explained by which of the following?

(A) HF gas is more ideal.

(B) HF is the strongest acid.
(C) HF molecules have a smaller dipole moment.
(D) HF is much less soluble in water.
(E) HF molecules tend to form hydrogen bonds.
9. Pi bonding occurs in each of the following species EXCEPT

(A) CO2 (B) C2H4 (C) CN¯ (D) C6H6 (E) CH4
10. For which of the following molecules are resonance structures necessary to describe the bonding
satisfactorily?

(A) H2S (B) SO2 (C) CO2 (D) OF2 (E) PF3
Use these answers for questions 11 - 14.

(A) hydrogen bonding (B) hybridization (C) ionic bonding (D) resonance
(E) van der Waals forces (London dispersion forces)
11. Is used to explain why iodine molecules are held together in the solid state

12. Is used to explain why the boiling point of HF is greater than the boiling point of HBr

13. Is used to explain the fact that the four bonds in methane are equivalent

14. Is used to explain the fact that the carbon-to-carbon bonds in benzene, C6H6, are identical

15. The Lewis dot structure of which of the following molecules shows only one unshared pair of
valence electron?

(A) Cl2 (B) N2 (C) NH3 (D) CCl4 (E) H2O2

16. The SbCl5 molecule has trigonal bipyramid structure. Therefore, the hybridization of Sb orbitals
should be
(A) sp2 (B) sp3 (C) dsp2 (D) dsp3 (E) d2sp3

17. CCl4, CO2, PCl3, PCl5, SF6 Which of the following does not describe any of the molecules above?
(A) Linear (B) Octahedral (C) Square planar (D) Tetrahedral (E) Trigonal pyramidal

18. In a molecule in which the central atom exhibits sp3d2 hybrid orbitals, the electron pairs are
directed toward the corners of

(A) a tetrahedron (B) a square-based pyramid (C) a trigonal bipyramid (D) a square
(E) an octahedron

19. CH3CH2OH boils at 78 °C and CH3OCH3 boils at - 24 °C, although both compounds have the same
composition. This difference in boiling points may be attributed to a difference in

(A) molecular mass (B) density (C) specific heat (D) hydrogen bonding
(E) heat of combustion
Questions 20-22 refer to the following molecules.

(A) CO2 (B) H2O (C) CH4 (D) C2H4 (E) PH3

20. The molecule with only one double bond.

21. The molecule with the largest dipole moment.
22. The molecule that has trigonal pyramidal geometry.

23. What type of hybrid orbital is present in methane (CH 4)? (A) sp2 (B) sp3 (C) sp3d (D) sp (E) sp3d2

24. What is the oxidation number and formal charge of iodine in the IF 4+ ion?

oxidation state (number) formal charge

(A) -1 -1

(B) +1 +5

(C) +3 0

(D) +5 +1

(E) +5 +5

25. How many non-bonding electrons are located on the central atom of ICl 4-?

(A) 0 (B) 1 (C) 2 (D) 4 (E) 6

26. Which of the following ionic compounds has the largest lattice energy?

(A) NaCl (B) NaI (C) KI (D) MgO (E) MgS

27. orbital overlap involves:

(A) "end-on" bonding with s orbitals. (B) "sideways" approach of pairs of p orbitals.

(C) overlap of an s with a p orbital. (D) production of a bonding but not an antibonding orbital.

(E) None of the above

28. Which of the following statements are true?

(A) The number of MO's in a molecule equals twice the number of constituent atomic orbitals.

(B) As bonding MO's become more stable, antibonding MO's become equally less stable.

(C) In MO's, the number of bonding electrons equals the number of antibonding electrons.

(D) Each bonding MO can accomodate only one electron.

(E) None of the above.

29. Indicate the number and kinds of bonds present in HCN.

(A) 1 sigma and 1 (B) 1 sigma and 2 (C) 1 sigma and 3 (D) 2 sigma and 1 (E) 2 sigma and 2

30. The molecular shape of H3O+ is:

(A) linear. (B) planar. (C) see-saw. (D) trigonal planar. (E) trigonal pyramidal.

31. For the amino acid alanine, what is the bond angle about the indicated carbon atom?

(A) 109.5o (B) 120o (C)180o (D) 90o (E) 360o

32. What type of attractive forces are being overcome when liquid oxygen boils at 90 K?

(A) ionic bonds (B) dipole-dipole forces (C) covalent bonds (D) dispersion forces (E) hydrogen bonds

The next three questions refer to 4 liquids, all of which have the molecular formula C 4H10O and which have
the following boiling points: A (117.5 oC); B (82.9oC); C (34.6oC); D (99.5oC).

33. The liquid likely to have the highest vapor pressure at 25 oC is:
(A) A (B) B (C) C (D) D (E) All four substances would have the same vapor pressure since they have the
same molecular weight.

34. The intermolecular attractive forces of these are likely to be ordered:

(A) A > D > B > C (B) B > D > A > C (C) C > B > D > A (D) D > C > B > A (E) none of the above

35. Given the structural isomers below, the one most likely to be liquid C is:

36. Which force makes the most important contribution to the lattice energy of solid argon?

(A) metallic bonding (B) hydrogen bonding (C) ionic bonding (D) covalent bonding

(E) van der Waals forces

37. Which of the following has the lowest boiling point?

(A) F2 (B) Cl2 (C) Br2 (D) I2

38. Which of the following has the strongest intermolecular forces?

(A) O2 (B) Ar (C) CH4 (D) HF (E) HBr

The next three questions refer to the following molecules:

(A)CO (B) CH4 (C) HF (D) PH3 (E) F2

39. Contains 2 Pi bonds

40. Has the highest dipole moment

41. Has a molecular geometric shape that is trigonal pyramidal

42. Types of hybridization exhibited by carbon atoms in a molecule of propyne, CH 3CCH,

include which of the following?

I sp II sp2 III sp3

(A) I only (B) III only (C) I and III only (D) II and III only (E) I, II, and III

Part II 1. (a) Draw the Lewis electron dot structures for the following molecules:
 (A) [IF2 ]1+ (B) BrF5

(C) SF6 (D) BF3

(E) OF2 (F) CO

(G) [NO3 ]1- (H) [H 3O]+1

1. (b) Which of the structures in 1a show resonance? __________________________

1. (c) how many regions of high electron density exist about the central atom in each of the structures
of 1a (A) _____ (B) _____ (C) _____ (D) _____ (E) _____ (F) _____ (G) _____(H) ____

1. (d) The molecules (1a)A through G have geometries and molecular shapes that can be described as:

Geometry Shape

(A) __________________________________ (A) ______________________________

(B) __________________________________ (B) ______________________________

(C) __________________________________ (C) ______________________________

(D) __________________________________ (D) ______________________________

(E) ___________________________________ (E) ______________________________

(F) ___________________________________ (F) ______________________________

(G) ___________________________________ (G) ______________________________

(H) ___________________________________ (H) ______________________________

1 (e) Which of the molecules in 1a have a central atom that is SP hybridized ___________

1.(f) Which of the molecules in 1a, have a central atom that is SP 2 hybridized ___________

1(g) Which of the molecules in 1a, have a central atom that is SP 3 hybridized ___________

1 (h) Which of the molecules in 1a, have a central atom that is SP 3d hybridized __________

1(i) Which of the molecules in 1a, have a central atom that is SP 3d2 hybridized ____________

1(j) Which of the molecules in 1a, are polar molecules ___________

2.(A) The boiling points of the following compounds increase in the order in which they are listed below:

CH4 < H2S < NH3

Discuss the intermolecular forces involved and use them to account for this order.

2 (B) Consider the molecules CF4 and SF4.

(i) Draw the complete Lewis electron-dot structure for each molecule.
(ii) In terms of molecular geometry, account for the fact that the CF4 molecule is nonpolar,
 whereas the SF4 molecule is polar.

3. Match the following names of functional groups to the structures shown:

(A) Alkane (B) Alkene (C) Alkyne (D) Alcohol (E) Aldehyde (F) Amine (G) Carboxylic acid

(H) Ester (I) Ether (J) Ketone

1. 2. 3.
4. 5. 6.

7. 8. 9. 10.

1. _____ 2. ______ 3. _____ 4. _____ 5. _____ 6. _____ 7. _____ 8. _____ 9. _____ 10. _____

4. Draw four isomers of n-heptane and give their names

Isomer # 1

Name _____________________________________________________

Isomer # 2
Name _______________________________________________________
Isomer # 3

Name _____________________________________________________________

Isomer # 4

Name ________________________________________

5. Draw a structural formula for 3 ethyl, 4 methyl 1-hexene