Download Dr. Steward`s Quiz #1 1. Use the following condensed structure to

Dr. Steward’s Quiz #1
1. Use the following condensed structure to draw a Lewis structure and skeletal structure.
CH3COOC(CH3)2CCOCH2NBrCHO
2. Determine how each of the structures below is related to the following structure:
same molecule, constitutional isomer, or neither.
isomer
neither
isomer
same
neither
neither
neither
3. For each of the following determine the number of carbons, hydrogens, heteroatoms, and lone pairs
of electrons.
C’s: __7__
HA’s: __1__
C’s: __11_
HA’s: __2__
C’s: __12_
HA’s: __1__
H’s: __14__
Lone Pairs: __0__
H’s: __12_
Lone Pairs: __4__
H’s: __17_
Lone Pairs: _2___
4. Draw two resonance structures for the structure provided. Show curvy arrows to show how you
determined the structures. Note: The lone pair(s) suggested by the formal charge are not shown.
Place any lone pairs in the original and subsequent structures.

Rank the structures above in terms of: major contributor, minor contributor, and very minor
contributor. Explain your reasoning.
Major: 3rd structure. Full octets, only one formal charge, negative charge on most electronegative atom.
Minor: 2nd structure. Full octets, only one formal charge, negative charge not on most electronegative atom.
Very Minor: 1st structure. One incomplete octet. Most formal charges.
5. Give the approximate bond angles around the following atoms:
1: _180°_
2: _120°_
4: _180°_
5: _120°_
3: _109.5°
6. Determine the hybridization of each of the labeled atoms in the structure below.
sp
sp3
sp3
sp3
sp
sp2
7. Answer the questions concerning bonding using the following structure:
Using bonds 1, 2, and 3:

Which bond is the longest? __3___

Which bond is the strongest? __2___
a
b
c
Using bonds a, b, and c:
2
3
1

Which bond is the shortest? __a____

Explain why the three single bonds a, b, and c are not the same length.
Using all bonds

How many bonds are formed from sp-sp2 overlap? __1___

How many bonds are formed from sp2-sp3 overlap? __1___

How many total pi bonds are in the structure? __3___
8. Using skeletal structures, draw as many alcohols as possible with the formula C4H10O.
9. Using skeletal structures, draw as many ethers as possible with the formula C4H10O.