Bruice 8th Edition
Ch. 3 - An Introduction to Organic Compounds: Nomenclature, Physical Properties, and Structure문제 61
Draw a skeletal structure for an alkane that has
a. six carbons, all secondary.
b. eight carbons and only primary hydrogens.
c. seven carbons with two isopropyl groups.
문제 62c
What is each compound's systematic name?
c.
문제 62d
What is each compound's systematic name?
d. CH3CH2CH2OCH2CH3
문제 62e
What is each compound's systematic name?
e.
문제 62f
What is each compound's systematic name?
f.
문제 62i,j
What is each compound's systematic name?
i.
j.
문제 63a,b
Which has
a. the higher boiling point: 1-bromopentane or 1-bromohexane?
b. the higher boiling point: pentyl chloride or isopentyl chloride?
문제 63c,d
Which has
c. the greater solubility in water: 1-butanol or 1-pentanol?
d. the higher boiling point: 1-hexanol or 1-methoxypentane?
문제 63g
Which has
g. the higher boiling point: 1-bromopentane or 1-chloropentane?
문제 63h
Which has
h. the higher boiling point: diethyl ether or butyl alcohol?
문제 63i,j,k
Which has
i. the greater density: heptane or octane?
j. the higher boiling point: isopentyl alcohol or isopentylamine?
k. the higher boiling point: hexylamine or dipropylamine?
문제 64c,d
c. Draw Newman projections of the two conformers of the trans isomer.
d. Which of the conformers predominates at equilibrium?
문제 65
Ansaid and Motrin belong to the group of drugs known as nonsteroidal anti-inflammatory drugs (NSAIDs). Both are only slightly soluble in water, but one is a little more soluble than the other. Which of the drugs has the greater solubility in water?
문제 66
Draw a picture of the hydrogen bonding in methanol.
문제 67a,b
A student was given the structural formulas of several compounds and was asked to give them systematic names. How many did the student name correctly? Correct those that are misnamed.
a. 4-bromo-3-pentanol
b. 2,2-dimethyl-4-ethylheptane
문제 67c,d
A student was given the structural formulas of several compounds and was asked to give them systematic names. How many did the student name correctly? Correct those that are misnamed.
c. 5-methylcyclohexanol
d. 1,1-dimethyl-2-cyclohexanol
문제 67e,f
A student was given the structural formulas of several compounds and was asked to give them systematic names. How many did the student name correctly? Correct those that are misnamed.
e. 5-(2,2-dimethylethyl)nonane
f. isopentylbromide
문제 67g
A student was given the structural formulas of several compounds and was asked to give them systematic names. How many did the student name correctly? Correct those that are misnamed.
g. 3,3-dichlorooctane
문제 67h
A student was given the structural formulas of several compounds and was asked to give them systematic names. How many did the student name correctly? Correct those that are misnamed.
h. 5-ethyl-2-methylhexane
문제 67k
A student was given the structural formulas of several compounds and was asked to give them systematic names. How many did the student name correctly? Correct those that are misnamed.
k. 2-methyl-2-isopropylheptane
문제 67l
A student was given the structural formulas of several compounds and was asked to give them systematic names. How many did the student name correctly? Correct those that are misnamed.
l. 2-methyl-N,N-dimethyl-4-hexanamine
문제 68
Which of the following conformers has the highest energy (is the least stable)?
문제 69
Give the systematic names for all alkanes with molecular formula C7H16 that do not have any secondary hydrogens.
문제 70a
Draw skeletal structures for the following:
a. 5-ethyl-2-methyloctane
문제 70b
Draw skeletal structures for the following:
b. 1,3-dimethylcyclohexane
문제 70c
Draw skeletal structures for the following:
c. 2,3,3,4-tetramethylheptane
문제 70d
Draw skeletal structures for the following:
d. propylcyclopentane
문제 70e
Draw skeletal structures for the following:
e. 2-methyl-4-(1-methylethyl)octane
문제 70f
Draw skeletal structures for the following:
f. 2,6-dimethyl-4-(2-methylpropyl)decane
문제 71a,b
For rotation about the C-3---C-4 bond of 2-methylhexane, do the following:
a. Draw the Newman projection of the most stable conformer.
b. Draw the Newman projection of the least stable conformer.