문제 2
Draw both condensed and line structures corresponding to the following IUPAC names:
a. 3-Methyl-1-heptene
b. 4,4-Dimethyl-2-pentyne
c. 2-Methyl-3-hexene
d. 1,3,3-Trimethylcyclohexene
문제 4
Which of the following substances exist as can cis–trans isomers? Draw both isomers for those that do.
a. 2,3-Dimethyl-2-pentene (condensed structures only)
b. 2-Methyl-2-hexene (both condensed and line structures)
c. 2-Hexene (line structures only)
문제 7
Classify the following reactions as an addition, elimination, or substitution:
a. CH3Br + NaOH → CH3OH + NaBr
b. H2C═CH2 + HCl → CH3CH2Cl
c. CH3CH2Br → H2C═CH2 + HBr
문제 8a
Many biological transformations can be simply classified as additions, eliminations, or substitutions. How would you classify the following reactions?
a. Fumaric acid to malic acid
문제 8b
Many biological transformations can be simply classified as additions, eliminations, or substitutions. How would you classify the following reactions?
b. 2-Phosphoglyceric acid to phosphoenolpyruvic acid
문제 11
Draw all possible products formed when 2-methyl-2-butene undergoes addition with HCl. Label them as being either the major or the minor product.
문제 13a
In the following addition reactions, are the given alkyl halides obtained as the major products? Give a reason for your answer.
a. 3-Chloro-3-ethylpentane from addition of HCl to 3-ethyl-2-pentene
문제 16
Draw the structures of the two different alkenes from which 3-methyl-3-pentanol, shown in the margin, can be made. Draw them in both condensed and line format.
문제 17
The structure of vinyl acetate is shown below (the partial structure H2C=CH-is known as a vinyl group). When polymerized it produces poly(vinyl acetate), a polymer used for the springy soles in running shoes. Draw the structure of the polymer obtained if three vinyl acetate units underwent polymerization.
문제 20
Draw structures corresponding to the following names (refer to Table 13.2 if necessary):
a. m-Chloronitrobenzene
b. o-Nitrotoluene
c. p-Methylaniline
d. p-Nitrophenol
문제 23
Reaction of Br2 and FeBr3 with phenol can lead to three possible substitution products. Show the structure of each and name them.
문제 27
Draw the product from reaction of the following substances with (1) Br2 and FeBr3 and (2) SO3 and H2SO4 catalyst (red=O):
(a) <IMAGE>
(b) <IMAGE>
문제 28
Alkynes undergo hydrogenation to give alkanes, just as alkenes do. Draw and name the products that would result from hydrogenation of the alkynes shown in Problem 13.25.
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문제 30a
What do the terms saturated and unsaturated mean?
문제 30b
Draw an example of a saturated four carbon compound and an unsaturated four carbon compound.
문제 31a
What does the term 'aromatic' refer to when discussing organic molecules?
문제 31b
What is resonance and why is it important in aromatic compounds?
문제 33
What prefixes are used in naming the following?
a. A 1,3-disubstituted benzene
b. A 1,4-disubstituted benzene
문제 34a
Write structural formulas for compounds that meet the following descriptions:
a. A 6-carbon alkene whose longest chain is 4 carbons in length (three possibilities)
문제 34b
Write structural formulas for compounds that meet the following descriptions:
b. An alkyne with 5 carbons total (three possibilities)
문제 34d
Write structural formulas for compounds that meet the following descriptions:
d. A disubstituted benzene with a total of 8 carbons (three possibilities)
문제 35a
Write structural formulas for compounds that meet the following descriptions:
a. An alkene, C6H12, that cannot have cis–trans isomers and whose longest chain is 5 carbons long
문제 35b
Write structural formulas for compounds that meet the following descriptions:
b. An alkene with a chemical formula of C10H12, that has cis–trans isomers and contains a benzene ring.
문제 38a,b,c,d
Draw structures corresponding to the following IUPAC names:
a. trans-2-Pentene
b. trans-3,4-Dimethyl-3-hexene
c. 2-Methyl-1,3-butadiene
d. trans-3-Heptene
문제 40
Seven alkynes have the formula C6H10. Draw them using line structures.
문제 41
Draw and name all phenols with the formula C7H8O .
문제 42
When ethylbenzene is reacted with nitric acid, three possible benzenes containing both a nitro group and an ethyl group are obtained. Draw and name them.
문제 52
What is the difference between a substitution reaction and an addition reaction?
문제 54
If 2-methyl-2-pentene were converted into 1-hexene, what kind of reaction would that be?
문제 55
If bromocyclohexane were converted into cyclohexene, what kind of reaction would that be?
Ch.13 Alkenes, Alkynes, and Aromatic Compounds
