What are the hybridizations of...

CHM 260 (Spring 2018) HW #2 (structure review cont/functional groups), page 1 of 3

*Due in class Monday, 2/12*

*Answer on separate pages. No need to scrunch everything here. ☺*

1) Consider the structure shown below... (19 pts total)

What are the hybridizations of...

N1; C1; C2; N2; C3; and O1? (Hint: remember the lone pairs for the N and O atoms!) (6 pts total)

What type of bond is the N1 - H bond? Sigma or pi? (1 pt)

What orbitals are involved in the... (6 pts total)

N1 - H bond N1 - C1 bond C1 - C3 bond

How many sigma and pi bonds are in the C2 - N2 triple bond? (2 pts)

What orbitals are involved in the C2-N2  bond? (2 pts)

What orbitals are involved in the C2-N2  bond? (2 pts)

(Shouldn't be bent. Too lazy to change it. ^_^)

F

CHM 260 (Spring 2018) HW #2 (structure review cont/functional groups), page 2 of 3

*Due in class Monday, 2/12*

2) Refer to the Lewis structures for the following compounds... (7 pts total)

- Based on the Lewis structures, what is the hybridization of each Si atom in SiH4, SiH2O, and SiO? (Remember the lone pairs!) (3 pts)

- Draw the orbital diagrams for the hybridized Si atoms in SiH2O and SiO (Hint: i) Si is a group 4 element. Remember the “cheat” step that we talked about in class before hybridizing; ii) for SiO, one of the hybrids will have a pair of electrons - this is due to formal charge on the silicon atom) (4 pts)

3) Draw the Lewis and Kekule ("zig-zag") structures for the following compounds... (4 pts total)

a) CH3CH2CH2Cl b) CH2CHCH2Br (Hint: pay attention to the formula!)

c) CH3COCH3 d) CHC(CH)2CH3

4) Determine the chemical formulas of the structures shown below... (2 pts total)

a) b)

SiH4 SiH2O SiO

F N

O

NHCH3

CH2OH

O

OH

O

SH S S

O

O

CHM 260 (Spring 2018) HW #2 (structure review cont/functional groups), page 3 of 3

*Due in class Monday, 2/12*

5) Identify the functional groups on the following compounds (ignore alkanes). There could be more than one functional group on the same molecule! (15 pts total)

a) b)

c)

d) e) f)

g) h) i)

j)