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.

What is each compound's systematic name?

c.

What is each compound's systematic name?

d. CH₃CH₂CH₂OCH₂CH₃

What is each compound's systematic name?

e.

What is each compound's systematic name?

f.

What is each compound's systematic name?

i.

j.

Which has

a. the higher boiling point: 1-bromopentane or 1-bromohexane?

b. the higher boiling point: pentyl chloride or isopentyl chloride?

Which has

c. the greater solubility in water: 1-butanol or 1-pentanol?

d. the higher boiling point: 1-hexanol or 1-methoxypentane?

Which has

g. the higher boiling point: 1-bromopentane or 1-chloropentane?

Which has

h. the higher boiling point: diethyl ether or butyl alcohol?

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?

c. Draw Newman projections of the two conformers of the trans isomer.

d. Which of the conformers predominates at equilibrium?

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?

Draw a picture of the hydrogen bonding in methanol.

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

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

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

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

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

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

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

Which of the following conformers has the highest energy (is the least stable)?

Give the systematic names for all alkanes with molecular formula C₇H₁₆ that do not have any secondary hydrogens.

Draw skeletal structures for the following:

a. 5-ethyl-2-methyloctane

Draw skeletal structures for the following:

b. 1,3-dimethylcyclohexane

Draw skeletal structures for the following:

c. 2,3,3,4-tetramethylheptane

Draw skeletal structures for the following:

d. propylcyclopentane

Draw skeletal structures for the following:

e. 2-methyl-4-(1-methylethyl)octane

Draw skeletal structures for the following:

f. 2,6-dimethyl-4-(2-methylpropyl)decane

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.