문제 1a
Using the general molecular formula for alkanes:
a. Predict the molecular formula of the C28 straight-chain alkane.
문제 2a
Name the following alkanes and haloalkanes. When two or more substituents are present, list them in alphabetical order.
(a)
문제 2b
Name the following alkanes and haloalkanes. When two or more substituents are present, list them in alphabetical order.
(b)
문제 2c,d
Name the following alkanes and haloalkanes. When two or more substituents are present, list them in alphabetical order.
(c)
(d)
- The following names are all incorrect or incomplete, but they represent real structures. Draw each structure and name it correctly. a. 2-ethylpentane b. 3-isopropylhexane
문제 3
- The heat of combustion of cis-1,2-dimethylcyclopropane is larger than that of the trans isomer. Which isomer is more stable? Use drawings to explain this difference in stability
문제 3
- All of the following names are incorrect or incomplete. In each case, draw the structure (or a possible structure) and name it correctly. a. 3-ethyl-4-methylpentane b. 2-ethyl-3-methylpentane c. 3-dimethylhexane
문제 3
문제 3a
Write structures for the following compounds.
a. 3-ethyl-4-methylhexane
b. 3-ethyl-5-isobutyl-3-methylnonane
c. 4-tert-butyl-2-methylheptane
d. 5-isopropyl-3,3,4-trimethyloctane
문제 4a,b,c
Provide IUPAC names for the following compounds.
a. (CH3)2CHCH2CH3
b. CH3—C(CH3)2—CH3
c.
문제 4d,e,f
Provide IUPAC names for the following compounds.
(d)
(e)
(f)
문제 5a,b,c
All of the following names are incorrect or incomplete. In each case, draw the structure (or a possible structure) and name it correctly.
a. 3-ethyl-4-methylpentane
b. 2-ethyl-3-methylpentane
c. 3-dimethylhexane
문제 5d,e,f
All of the following names are incorrect or incomplete. In each case, draw the structure (or a possible structure) and name it correctly.
d. 4-isobutylheptane
e. 2-bromo-3-ethylbutane
f. 2,3-diethyl-5-isopropylheptane
문제 6a
Give structures and names for
a. the five isomers of C6H14
문제 7a
Draw the structures of the following groups, and give their more common names.
a. the (1-methylethyl) group
b. the (2-methylpropyl) group
c. the (1-methylpropyl) group
d. the (1,1-dimethylethyl) group
e. the (3-methylbutyl) group, sometimes called the 'isoamyl' group
문제 8a
Draw the structures of the following compounds.
a. 4-(1,1-dimethylethyl)octane
문제 8b
Draw the structures of the following compounds.
b. 5-(1,2,2-trimethylpropyl)nonane
문제 8c
Draw the structures of the following compounds.
c. 3,3-diethyl-4-(2,2-dimethylpropyl)octane
문제 9
Without looking at the structures, give molecular formulas for the compounds: (a) 4-(1,1-dimethylethyl)octane and (b) 5-(1,2,2-trimethylpropyl)nonane. Use the names of the groups to determine the number of carbon atoms; then use the (2n + 2) rule.
문제 10a
List each set of compounds in order of increasing boiling point.
a. hexane, octane, and decane
문제 10b
List each set of compounds in order of increasing boiling point.
b. Octane, (CH3)3C—C(CH3)3 and CH3CH2C(CH3)2CH2CH2CH3
문제 11a
Draw Newman projections of the following molecules viewed from the direction of the blue arrows.
(a)
문제 11b
Draw Newman projections of the following molecules viewed from the direction of the blue arrows.
(b)
문제 11c
Draw Newman projections of the following molecules viewed from the direction of the blue arrows.
(c)
문제 12
Draw a graph, similar to Figure 3-9, of the torsional strain of 2-methylpropane as it rotates about the bond between C1 and C2. Show the dihedral angle and draw a Newman projection for each staggered and eclipsed conformation.
문제 13
Draw a graph, similar to Figure 3-11, of the torsional energy of 2-methylbutane as it rotates about the C2—C3 bond.
문제 14
Draw a perspective representation of the most stable conformation of 3-methylhexane.
문제 15a,b,c
Give IUPAC names for the following compounds.
문제 16a,b
Draw the structure and give the molecular formula for each of the following compounds.
a. 1-ethyl-3-methylcycloheptane
b. isobutylcyclohexane
문제 16c,d
Draw the structure and give the molecular formula for each of the following compounds.
c. cyclopropylcyclopentane
d. 3-ethyl-1,1-dimethylcyclohexane
문제 16e,f
Draw the structure and give the molecular formula for each of the following compounds.
e. 3-ethyl-2,4-dimethylhexane
f. 1,1-diethyl-4-(3,3-dimethylbutyl)cyclohexane
Ch.3 - Structure and Stereochemistry of Alkanes
