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Hour: _____
Date: _____________
AP Chemistry: 25HW
Alkanes
If given a name, provide the structure. If given a structure or formula, provide the name.
1.
6. bromomethane
2. cyclopropane
7.
F
F
NO2
3. CH3(CH2)2Cl
8. pentane (or n-pentane)
4. 2,3-dimethylbutane
9.
5.
10. 4,5-diethyl-2-methylheptane
11. ethylcyclopentane
16. CH3(CH2)4CH3
12.
17. 3-ethylpentane
13. 4-bromo-1,2-diiodocycloheptane
18.
14.
19. 1,3-difluoropropane
15. 2-amino-3-chlorooctane
20. 2,3,4-trimethylpentane
Alkenes/Alkynes
If given a name, provide the structure. If given a structure or formula, provide the name.
1.
6. 6-chloro-3-heptyne
2. 2,3-difluorocyclobutene
7.
F
NO2
3.
8. 7-amino-5-ethyl-1-octene
4. 3-nonene
9. 6-ethyl-3-octene
Cl
5.
Br
10. 4-ethylcycloheptyne
11. 2-methyl-2-butene
16.
12.
17. 2,4-heptadiene
13. CH2CHCH3
18.
Br
14.
19. CH3(CH)2C(CH3)3
15. 4,6-diethyl-3,6-decadiene
20.
Structural and Geometric Isomers
1. Draw and name the five structural isomers of hexane.
2. Draw each of the following.
trans-2-butene
3. Draw and name the six non-cyclic isomers of C5H10.
cis-2,3-dichloro-2-pentene
Benzene, Phenol, and Toluene
If given a name, provide the structure. If given a structure or formula, provide the name.
1.
OH
6. fluorobenzene
F
NH2
CH3
2. 2,4,6-trinitrotoluene
7.
Br
Br
Br
Br
3.
8. 4-ethylphenol
Br
4. 4-ethyl-1,2-diiodobenzene
9.
5.
10. 3-ethyl-2-propyltoluene
Cl
CH3
Alcohols, Phenol, and Phenyl
If given a name, provide the structure. If given a structure or formula, provide the name.
1.
6. 3-bromo-4-fluoro-2-nitrophenol
Br
I
OH
2. 5,6-dichloro-2,3,4-triphenyl-2-nonene
7.
OH
3.
8. 2-nitro-1,3-heptanediol
Cl
4. 3,4-dichloro-2-butanol
9.
Br
OH
OH
5.
10. 5-amino-6-phenyl-2-hexyne
O2N
NH2
The Carbonyl Group: Ketones, Aldehydes, Esters, Carboxylic Acids
If given a name, provide the structure. If given a structure or formula, provide the name.
O
1.
6. 3-aminobutanal
O
2. 1,1,3-tribromo-1,3,3-trifluoropropanone
7.
O
OH
NH2
O
3.
8. butyl pentanoate
I
O
4. 3-ethyl-2-methylpentanoic acid
9.
Cl
F
5.
O
10. 5-bromo-3-hexanone
O
11. 3,3-dichloropropanoic acid
O
16.
O
12.
17. ethyl heptanoate
I
I
O
13. trifluoroethanal
18.
O
14.
O
19. 2-chloro-4-phenylhexanoic acid
O
15. 6-chloro-4,5-difluoro-3-heptanone
20.
OH
Functional Groups and Molecular Masses
For each structure given, circle and label any of the following functional groups that are present: alcohol, ether,
amine, aldehyde, ketone, carboxylic acid, ester, or amide. Then calculate the molecular mass of each
structure.
Br
1.
Br
O
2.
O
O2N
O
N
OH
O
3.
O
Br
O
4.
N
Cl
OH
O
OH
5.
6.
O
O
OH
N
O
O
OH
7.
O
O
OH
Br
Br
Br
O
Cl
Cl
8.
OH
F
N
O
O
O
HO
Organic Reactions
Write a balanced equation for each reaction. For simple substances (like water or hydrogen gas), write
formulas in your equation; otherwise, draw structures. Below each formula or structure, unless otherwise
specified, write the substance’s name.
1.
the complete combustion of 3,4-diphenylheptane
2.
the addition of hydrogen chloride to 2-butene
3.
the addition of water to 2,5-dimethyl-3-hexene
4.
the polymerization of tetrachloroethene (Do not write the name of the product.)
5.
the condensation reaction between 1-propanol and ethanol (Do not write the name of the main product.
Instead, classify the main product based on the functional group that is present.)
6.
the elimination reaction between propanoic acid and 1-aminopropane (Do not write the name of the main
product. Instead, classify the main product based on the functional group that is present.)
7.
the halogenation of ethane with bromine (Show only the first substitution.)
8.
the complete hydrogenation of 1,3-octanediene
9.
the reaction between propanoic acid and 1-pentanol