Name ______________
Organic 2012 TEST
meth, eth, prop,but,pent,hex,hept,oct,non,dec
methyl, ethyl, propyl,butyl,pentyl,hexyl,heptyl,octyl,nonyl,decyl
mono,di,tri,tetra,penta
Molecular Geometry
Straight Chain, Branched Chain, Cyclic, Single,Double,Triple,Cis,Trans,Mirror Image
Functional Groups – ol,al,one,oxy/ether,oic acid, yl oate ester
Fluro,chloro,bromo,iodio
Amines
-O-H, C=O,C, -O-, C – O – H, C – O – C
O
O
O
F, Cl,Br,I
NH2
Intermolecular Forces of Attraction – Fritz London Dispersion, Dipole Dipole, Hydrogen Bonding
Polymers – monomers, addition and condensation polymerization
What are the bond angles associated with the third carbon in this compound?
H O C
O
1.
H
H
C
N C
H H
H
H
4 to 1 and 0 nonbonding pairs of electrons around the carbon generate 109.5o bond angles
3 to 1 and 0 nonbonding pairs of electrons around the carbon generate 1200 bond angles
2. a) What is the name of the following compound?
Longest Chain- Branches-#of Branches-Locations
heptane dimethyl ethyl  5-ethyl-2,3-dimethyl-heptane
b) What is the molecular formula of the compound? C?H?
C11H24 CnH2n+2
3. a) What is the name of the following compound?
hexyne dimethyl  2,5-dimethyl-3-hexyne
b) What is the molecular formula of the compound? C?H?
C8H14 CnH2n-2
4a) What is the name of the following compound? Make sure you indicate the
compound’s type of geometric arrangement about the double bond.
cis-4-octene
b) What is the molecular formula of the compound? C?H?
C8H16 CnH2n
5.What is the name of the following compound?
cyclobutane dimethyl propyl  1,1-dimethyl-3-propyl-cyclobutane
6.What is the name of the following compound?
pentanal
7. What is the name of the following compound?
butanoic acid
8. What is the name of the following compound?
ethyloxypropane or ethyl propyl ether
9. What is the name of the following compound?
4-decamine
10.What is the name of the following compound?
ethyl pentanoate
11. What is the name of the following compound?
4-methyl-3-hexanol
12.What is the name of the following compound?
methyl butanoate
13. What is the name of the following compound?
2-heptanone
14.What is the name of the following compound?
Octane-dibromo-fluro-methyl  2,6-dibromo-4-fluoro-5-methyl-octane
15
Cl
H
C
Cl
Br
Br
C
C
H
C
They are mirror images of each other, they will rotate plane polarized light in different directions, they
require different enzymes.
14.What force is responsible for intermolecular forces of attraction?
a) magnetic force
d) frictional force
b) gravitational force
e) normal force
c) tension
f) electrostatic force
15.a) What causes a Fritz London Dispersion Force?
Momentary shifts (sloshing around ) in electrons that create short lived positive and negative regions
within a molecule
b) Which of the following will have the largest London Dispersion Forces AND why?
i) CH4 ii) C2H6 iii) C2H4
iv) C2H2
There is a greater probability of momentary shifts in electrons that create London Dispersion forces as
the number of atoms/electrons increase, therefore larger molecules generate larger london dispersion
forces.
iv)
Which of the following have greater intermolecular forces of attraction and Why?
H
H
Cl
H C
H
H
H
C
Cl
Cl
H
C
Cl
Cl
The chloromethane would have greater intermolecular forces because it contains a polar bond between
the carbon and the chlorine and has an asymmetrical shape. It is a polar molecule that can attract other
chloromethanes by dipole dipole intermolecular forces. The tetrachoromethane is symmetrical and
therefore is a nonpolar molecule that can not attract other molecules through dipole dipole
intermolecular forces
v)
Which of the following have greater intermolecular forces of attraction and why?
H H
H H
H H
H
H
H
C C
H
H
H
H C
H
C
H
O
H
H C
H
C=O
H–C–O–C–H
H
H
The ethanol contains an oxygen bond to a hydrogen and therefore can develop hydrogen bonds
between ethanol molecules. Hydrogen bonding are the strongest type of intermolecular forces that can
develop between molecules.
17.i) Draw the product of the following three molecules?
H
H
H
C=C
H
H
C=C
H
C
H
H
H H H H
H
C–C-C-C-C–C -
C=C
H
H
O
H
H
O
O
H C H
H C H
H
H
H
H
O H O H
H C H HCH
H
H
O
HCH
H
ii)
What type of reaction causes these molecules to form a larger molecule?
Addition Polymerization
iii)
H
Which of the following molecules will produce a larger molecule with the least
attraction for other molecules and Why?
H
H
C= C
H
H
C=C
H
C=C
H
H
C=C
H H
H O
H Cl
H Br
Ethene can only develop london dispersion forces between ethene molecules because it does not
contain polar covalent bonds and asymmetrical shapes like the remaining compounds. London
Dispersion forces are weaker than Dipole Dipole or Hydrogen Bonding.
18.iName the following molecule? 3pts each
octane
a)
C
C
C
C
C
C
C
C
ii) Draw and name two isomers of the above compound
2-methyl heptane
b)
C
C
C
C
C
C
C
C
C
C
3-methyl-heptane
c)
C
C
C
C
C
C
19. a) Circle the longest chain in the following molecule/Redraw the molecule
illustrating the longest chain 2pts
b) What is the molecular formula of the following hydrocarbon? C? H ? 2pts C20H42
C) Name the molecule twice. 6 pts
d) Which of the formula would be the accepted IUPAC name and why? 2pts
C
C
C
C C
C
C C
C
C
C
C
C
C
C
C
C
C
C
C
4,7-diethyl-5,7,8-trimethyl-6-propyl-decane
4,7-diethyl-3,4,6-trimethyl-5-propyl-decane – lowest possible location #’s
20. Draw the structure of the following compounds containing functional groups
a) 2,2,3,- trifluoro-heptane
F
C – C – C –C – C – C –C
F F
b) 2-Propanamine
C–C–C
N
c) 3 – methyl – 2 - pentanone
C – C – C –C – C
O C
d) diethyl ether
C–C–O–C–C
e) butanoic acid
C–C–C–C–O-H
O
f) pentanal
C – C – C –C – C=O
g) 3 – pentanone
C – C – C –C – C
O
h) Hexyl ethanoate
C – C – C –C – C – C – O – C – C
O
i) methyl hexanoate
C – O – C –C – C – C – C – C
O
21. The following compounds will react to form an artificial “flavoring”.
a)What is the name of the following molecule? 2pts
b) What is the name of this
molecule?
Hexanoic acid
ethanol
H
H
H
H
H O
H
H
Heat
H C
C
C
C
C
C
O
H
+
H
O
H H H H H
(aq)
c) What are the structures and names of the two products? 2pts
ethyl hexanoate
O
C – C – C – C –C – C – O – C – C
C
H
C
H
H
H2SO4
water
H-O
H
22. Using the draw program draw the carbon atoms found in the following hydrocarbons. 3pts each
a) 3,3 – diethyl – 4,5 –dimethyl – octane
c) 5,5 dibutyl– decane
d) 4 – methyl – 2 - hexene
e) 1 – ethyl – 3 – propyl - cyclohexane
f) 2,2 - dimethyl – 4- hexyne