Post on 12-Feb-2016
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Draw the resonance structure indicated by the arrows.
1)
2)O
O
3) O O
Label each atom with the correct hybridization.
4)
HOO
sp3
sp3sp3
sp3
sp3sp3
N
5) sp3
sp3
sp2 sp2
6) O
sp3
sp2
sp2
spsp
7) Draw H2NCH2+ in its second best resonance structure.
N CH2
H
H
N CH2
H
HN CH2
H
H
8) Draw the best Lewis structure for CH3CHO, a neutral molecule
H3CC
O
H
9) Draw the Lewis structure for CH3COOH, a neutral molecule.
H3CC
O
OH
10) Draw the Lewis structure for N2H2, a neutral molecule.
HN NH
11) Draw in the electron flow arrows in on the left hand structure that lead to the resonance structure on the right.
O O
12) In the empty box, draw the best resonance structure of the left-hand compound, and draw one or more electron-flow arrows on the preexisting structure that lead to the new structure.
O O
O O
13)
14)
Cl Cl
ClCl
Cl
ClClCl
1
234
Label each of the following as an ionic or covalently bonded compound.
a) NaF
b) BrCl
c) NaOCHe
ionic
covalent
ionic
Calculate the formal charge of nitrogen in each of the following compounds.
a)
b)
N FC = 5 – (4 + (1/2(4))) = -1
N N
FC = 5 – (0 + (1/2(8))) = +1
FC = 5 – (2 + (1/2(6))) = 0
Draw the Lewis structure.
a) (CH3(OH2))+
b) CH3NO2
C O
H
H
H
H
H
C N
H
H
H
O
O
Draw all possible isomers of C2H4O.
H3CC
O
H
CH2CH
HO
H2C CH2
O
Are each of the following pairs isomers or resonance structures?
a)
b)
H3CCH2
CH3 H3CCH2
CH2
Neither, different formulas
O O
Isomers, same formula but different arrangement of atoms.
Draw a resonance structure of each, and identify which is the major contributor.
a)
b)
O
NH2H
O
NH2H
H3C C
O
CH
CH2H3C C
O
CH
CH2
Draw all possible resonance structures of the compound below and it’s resonance hybrid.
CH2 CH2 CH2 CH2
CH2
CH2
Predict the geometry around each indicated atom.
a)
b)
H3C
H2C
CH2
CH3
tetrahderal
CH2
H3C OH
Trigonal planar
Draw the three dimensional structure of the following.
a) CH3OH
b) (CH3)2NH
H
CO
H H
H
H
CN
H H
H
H
HH
Convert each molecule into a skeletal structure.
a) (CH3)2CHCH2CH2CH(CH3)2
b)
C CH3C
H
H
H H
H
H
HCH
CH3
H3C
H
Convert into Lewis structures.
a) (CH3)3COH
b) CH3COCH2Br
H3C
CH3
CH3
O H
OH
H
H
H
H
Br
What is the hybridizatio of th eindicated atom.
a)
b)
sp2
sp3
CO2H
sp
sp2
Which is the weakest of the indicated bonds?
a b c
A is the weakest bond due to it being composed of a sp3 and sp2 hybridized orbital, thus having the least amount of S character
HO
NH2
ab
B is the weakest, b/c bond strength increases across a row in the periodic table and N is to the left of O.
Draw the products and label each part.
O
OH
+ OCH3
O
O
+ HOCH3
ACBB CA
+HNaNH2
+ NH3
Na
ACB
BCA
Draw the products and determine if the reaction occurs.
F3C
O
OH
+ O CH2CH3
F3C
O
O
+ HO CH2CH3
pka=0.2 pka=16Products favored
O
OH
+ NaClO
O
+ HCl
pka=5
pka=-7
reactants favored
Which is the strongest base?
HBr, HCl or HF
HF, b/c it is the weakest acid.
Identify the most acidic hydrogen.
H
H
H
H
H
a
b
c
C is the most acidic hydrogen b/c it’s bonded to an sp hybridized carbon.
Draw the products of each reaction and label the starting materials as a Lewis acid and base.
Cl +Cl
BCl Cl
Cl
BCl Cl
ClLB
LA
O +
Cl
BCl Cl
O
Cl
BCl
ClLB LA