Professional Documents
Culture Documents
CHAPTER 6
ORGANIC CHEMISTRY
ANSWERS TO QUESTIONS:
2. Carbon is a unique element because it can form four strong covalent bonds. Carbon, unlike
most elements, can also bond to itself repeatedly, as well as to other elements. The combination
of these properties leads to an almost infinite number of variations of different carbon-based
structures based on chains, rings, branches, and even three-dimensional frameworks.
4.
a) table salt inorganic
b) sugar organic
c) copper inorganic
d) diamond inorganic
e) gold inorganic f)
vegetable oil organic
5. Vitalism became a popular belief because scientists were unsuccessful in preparing organic
compounds. Thus, it was thought that living systems possessed some mysterious “vital” force
which enabled organisms to synthesize them.
6. The notion of vitalism prevailed until 1828 until Fredrich Wöhler synthesized the organic
compound urea, thereby proving that this mystical “vital” force was not in fact necessary to
synthesize organic compounds.
54 54
7.
a) Hydrocarbons are organic compounds that contain only carbon and hydrogen.
b) Functionalized hydrocarbons are hydrocarbon molecules that contain an atom or group of
atoms of a different element or elements. These functional groups confer very different
properties on the molecule; compounds containing the same functional groups tend to have
similar characteristic properties.
8.
alkane CnH2n+2
alkene CnH2n
alkyne CnH2n–2
55 55
Chapter 6Chemistry in Focus, 6th edition Instructor’s Manual Tro
9.
Stuctural formula for pentane Condensed structural formula
H H H H H
terminal
H C C C C C H carbon CH3CH2CH2CH2CH3 methyl group
H H H H H methylene group
interior
carbon
methane CH4
propane CH3CH2CH3
butane CH3CH2CH2CH3
octane CH3(CH2)6CH3
11. As the chain length increases, the boiling point of the alkane increases.
12. Saturated means literally saturated with bonds so no more atoms can be added to the molecule.
Saturated hydrocarbons are alkanes, which contain no double or triple bonds. Unsaturated
hydrocarbons are capable of having bonds added to them, and are characterized by containing
multiple bonds. Alkenes and alkynes are unsaturated because they contain multiple bonds,
which can be opened up and additional single bonds formed.
13. Two important properties of alkanes are their flammability and nonpolar nature.
14. As a rule, we can say that like molecules attract like molecules, and unlike molecules repel
each other. Water is a very polar molecule and owes many of its properties to hydrogen
bonding. Oil, on the other hand, is a nonpolar molecule. Therefore, water molecules attract each
other strongly but reject oil molecules and, since oil is less dense than water, oil forms a layer
on the surface of the water.
16. propene
H H H
H C C C H
H
propyne
H
H C C C H
H
56 56
Chapter 6Chemistry in Focus, 6th edition Instructor’s Manual Tro
17. Ethylene is a natural ripening agent for fruit. Ethylene is also the most important monomer in
the production of polymers like polyethylene. Acetylene is a fuel used in welding torches.
18. Isomers are molecules having the same molecular formula (i.e. the same atoms), but in
different arrangements. For example, C2H6O is the molecular formula for both ethanol,
CH3CH2OH, and dimethyl ether, CH3OCH3. In ethanol, the O atom is attached to the C as a
hydroxyl (-OH) group, whereas in the ether, the O atom is bonded between two C atoms.
Isomers can have very different properties as a result.
19. The short answer is no, isomers do not have the same properties. Depending on the type of
isomer and the degree of difference in the atomic arrangements, variations in properties can
vary from slight to dramatic. Isomers of hydrocarbons will be characterized by slightly
different boiling points. On the other hand, ethanol and dimethyl ether, which are isomers, (see
question 18), have very different physical and chemical properties.
20.
a) alkane CnH2n+2 CH3CH3
CH3CH2CH3
c) alkyne CnH2n-2 HC CH
CH3C CH
d) aromatic R C6H6
C6H5CH3
57 57
Chapter 6Chemistry in Focus, 6th edition Instructor’s Manual Tro
21.
O O O
a) aldehyde
R CH CH3 CH CH3CH2 CH
O O O
b) ketone
R C R CH3 C CH3 CH3CH2 C CH3
c) carboxylic acid O O O
R C OH CH3 C OH CH3CH2 C OH
O O O
d) ester
R C OR CH3 C OCH3 CH3CH2 C OCH3
22.
a) dye aromatics
b) fuel hydrocarbon
c) perfume ester
d) refrigerant chlorofluorocarbons
e) insecticide chlorinated hydrocarbon
f) illicit drug amine
24. Chlorofluorocarbons are hydrocarbons in which all the H atoms have been replaced by Cl and
F atoms. The main commercial applications were as propellants and refrigerants.
Chlorofluorocarbons are characterized by being very stable and unreactive, which made them
extremely attractive for numerous applications. However, this terrestrial stability rendered them
a threat to the stability of the upper atmosphere. CFCs survive the long journey to the upper
atmosphere intact, whereupon the C-Cl bonds were finally broken upon exposure high- energy
UV sunlight. Reactive chlorine atoms released by this process proceeded to catalyze the
58 58
Chapter 6Chemistry in Focus, 6th edition Instructor’s Manual Tro
decomposition of countless ozone molecules, causing holes to appear in the protective ozone
layer.
59 59
Chapter 6Chemistry in Focus, 6th edition Instructor’s Manual Tro
25. Ethanol functions as a depressant on the central nervous system. Excessive alcohol
consumption can lead to loss of coordination, unconsciousness, and even death.
26. One treatment for the ingestion of methanol is the consumption of ethanol. The liver
preferentially metabolizes ethanol while methanol can be removed in the urine.
27. Due to its toxicity to bacteria, formaldehyde is used as a preservative of biological specimens.
28. Acrolein is found in foods. It has a distinctive sharp and biting taste or odor. This flavor is
found in caramelized sugar.
31. 2-heptanone is found in oil of cloves. Ionone is found in raspberries. Butanedione is found in
butter and body odor. Butanedione is released as a waste product when bacteria attack sweat
fluid.
32. Carboxylic acids have a distinctive sour taste and are typically found in citrus fruits, vinegar
and other foodstuffs with tart flavors. Examples include acetic acid, the active component in
vinegar; citric acid, which causes the sour taste in lemons, limes and oranges; lactic acid, which
gives tartness to pickles and sauerkraut.
33. Ethyl butyrate is found in pineapples. Methyl butyrate is found in apples. Ethyl formate is
found in artificial rum flavor. Benzyl acetate is a component of oil of jasmine.
34. The repellant smell of an amine is associated with rotten fish; amines are found in decaying
flesh.
SOLUTIONS TO PROBLEMS:
35.
36.
H H H
H C C C H
H H H
60 60
Chapter 6Chemistry in Focus, 6th edition Instructor’s Manual Tro
37.
38.
39.
40.
There are eighteen isomers for octane. Any three isomers must have the same molecular
formulas but different structures (different IUPAC names.)
H
H H H H H H H H H C H
H C C C C C C C C H H H H H H H
H H H H H H H H H C C C C C C C H
H H H H H H H
H
H C H
H H H H H
H C C C C C C H
H H H H H
H C H
H
61 61
Chapter 6Chemistry in Focus, 6th edition Instructor’s Manual Tro
41. n – heptene
Two additional isomers are possible by only shifting the double bond for a total ofthree.
42. n-octyne
Three additional isomers are possible by shifting the triple bond for a total of four.
43.
a) 2-methylbutane
b) 4-ethyl-2-methylhexane
c) 2,4-dimethylhexane
d) 2,2-dimethylpentane
44.
a) 3-ethylhexane
b) 3-ethyl-2-methylhexane
c) 3-methylpentane
d) 2,3-dimethylbutane
45.
a) 2-butene
b) 4-methyl-2-pentene
c) 2-methyl-3-hexene
46.
a) 2-hexene
b) propene
c) 4-methyl-1-hexene
47.
a) propyne
b) 3-hexyne
c) 4-ethyl-2-hexyne
62 62
Chapter 6Chemistry in Focus, 6th edition Instructor’s Manual Tro
48.
a) 2-pentyne
b) ethyne (more commonly known as acetylene)
49.
a) 4-ethyl-3-methylheptane
b) 4,6-dimethyl-1-heptene
c) 4,4-dimethyl-2-pentyne
50.
a) 3-ethyl-4-methyloctane
b) 3,3-dimethyl-4-heptene
c) 5-ethyl-6-methyl-2-octyne
51.
a) CH3 b) CH3 c) H3C CH3
CH3
d) CH3CHCHCH2CH2CH3
CH2CH3
52.
a) CH3CH2CH2CHCH2CH2CH2CH3 b) CH3CH2CHCH2CH3
CH2CH3 CH3
CH3
c) CH3CHCHCHCH2CH2CH3 d) CH3CHCH2CH2CHCH2CH3
CH3 CH2CH3 CH3 CH3
53.
C2 H5
63 63
Chapter 6Chemistry in Focus, 6th edition Instructor’s Manual Tro
54.
58.
a) ketone
b) alcohol
c) ester
d) alkene
59.
a) carboxylic acid
b) aromatic hydrocarbon
c) alcohol
d) amine
60.
a) chlorinated hydrocarbon
b) ester
c) ether
d) carboxylic acid
61. Propanol is a polar molecule due to the presence of the -OH functional group. Propane is a
hydrocarbon, a nonpolar molecule. The attractive forces between polar molecules are stronger
than those between nonpolar molecules, and so polar molecules separate into the gas phase less
easily than nonpolar molecules.
62. Ethanol is a polar molecule due to the presence of the -OH functional group. Ethane is a
hydrocarbon, a nonpolar molecule. The attractive forces between polar molecules are stronger
than those between nonpolar molecules, and so polar molecules separate into the gas phase less
easily than nonpolar molecules.
64 64
Chapter 6Chemistry in Focus, 6th edition Instructor’s Manual Tro
69. The formula CH3CH2CH3 cannot mean the structure shown because that would mean that most
of the H atoms are bonded to more than one atom. Since H only forms one bond, this would
be impossible.
diisopropylyamine –
65 65
Another random document with
no related content on Scribd:
Kemmerbund, 320
Kemmercheen, 318
Kerbela, 271
Kerbelai, 387
Kermanshah, 109
cheapness of, 112
Kerman shawls, 162
wine, 235
Kerrij, 27
Kerrind, 126
Khana Zinyūn, 225, 351
Khan Wakeel, 243
Khedkhoda, a, 268
Kherrah, 393
Khona Khora, 260
Khonsar, 131
Khosro Mirza, 203, 205, 217
Khyat, a, 191
“King Panther,” 45
King’s palace, 49
poet, 51
relative, 90
Kishmish wine, 159
Kit for Persia, 3
Knitting socks, 142
Kōhrūd Pass, the, 384
Kola, the, 320
Mūschir, 222
Kolajah, 318
Konar Khora, 356
Koom (or Kūm), 387
Koomishah (or Kūmishah), 268
famine at, 254
Koordi tobacco, 33
Koran reading, 337
Kosh gūzeran, 223
Kossid, a, 355
Kotol, a, 282
Kotul Dokter, 349
Peri Zun, 350
Kotuls, the, 349
Kūh Sufi, 162
Kūm, 387
Kūmishah, 357
Kumrahs, 230
Kūrdi bread, 336
Kurrachee, 344
Kūrsi, 138
Kūrūk, the custom of, 370
Kuttl-i-aum, or general massacre, 272
Lady patients, 38
Shiel, 154
La Fontaine, M., 7
Lake Jeukjar, 18
Lallahs, 326
Law, teachers of the, 338
as to cheques, 239
muleteers, 382
Lawn-tennis, 369
Laying carpets, mode of, 152
Lazarist Fathers, 165
Led horses, 56
Lemur, 343
Letter, a Persian, 289
Lighted charcoal, mode of producing, 390
Lika-ul-Molk, 270
Lilium candidum, 173
Lilliane, 131
Lily, painting the, 173
Linga, 345
Lion and Sun, Order of, 258
country, 351
cubs, 222
the tame, 306
Lioness, story of a, 350
Lisbon, 341
Little bishop, 158
Living, cost of, 186
Lizards, 93
Lodahs, 231
Lost arts, 162
Lottery, Indian, 340
Lutf-Ali-Khan, 264
Lūti-pūti, 239
Lūtis, 306
Lying, 315
Naib-ul-Ayalut, 120
Naksh, 131, 325
Naksh-i-Rūstam, 119
Name of God in conversation, 290
Houssein, 281
Nammad carpets, 152
coats, 152
Narghil, 30
Narrow escape, 203
Nastorange, 309
Natanz, 373
Native agents, 71
bits, 54, 329
Natural hot bath, 348
Needlework, 334
New coinage, 371
year, 48
festival, 51
presents, 379
Night marching, 353
Nishan, the, 250
Nose rings, 323
Nawalla, 103
Nude dervish, 43
Nummud, 40
Nun, cruelty to a, 140
expelled, 163
Nunnery, 139, 163
scandals at, 140
school, 140, 163
Nuns, 163
prayers of the, 139
Quail-shooting, 90
Quarantine, 4
Quarters at Julfa, 206
Quinces, 170, 310
Quinine, 70
a general taking of, 398
Quotation of poetry, 288