Organic Chemistry

(Dana P.) #1
106 CHAPTER 2 An Introduction to Organic Compounds


  1. a. How many primary carbons does the following structure have?


b. How many secondary carbons does the structure have?
c. How many tertiary carbons does it have?


  1. Which of the following conformers of isobutyl chloride is the most stable?

  2. Draw the structural formula of an alkane that has
    a. six carbons, all secondary
    b. eight carbons and only primary hydrogens
    c. seven carbons with two isopropyl groups

  3. Give two names for each of the following compounds:
    a. e. i.


b. f. j.

c. g.

d. h.


  1. Which of the following pairs of compounds has
    a. the higher boiling point: 1-bromopentane or 1-bromohexane?
    b. the higher boiling point: pentyl chloride or isopentyl chloride?
    c. the greater solubility in water: 1-butanol or 1-pentanol?
    d. the higher boiling point: 1-hexanol or 1-methoxypentane?
    e. the higher melting point: hexane or isohexane?
    f. the higher boiling point: 1-chloropentane or 1-pentanol?
    g. the higher boiling point: 1-bromopentane or 1-chloropentane?
    h. the higher boiling point: diethyl ether or butyl alcohol?
    i. the greater density: heptane or octane?
    j. the higher boiling point: isopentyl alcohol or isopentylamine?
    k. the higher boiling point: hexylamine or dipropylamine?

  2. 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?

  3. Al Kane was given the structural formulas of several compounds and was asked to give them systematic names. How many did Al
    name correctly? Correct those that are misnamed.


CH 3 CHCH 2 CHCOOH

CH 3 CH 3

CHCOOH

F CH 3

Ansaid Motrin

Br

CH 3 CH 2 CHCH 3

Cl

CH 3 CH 2 CHCH 3 OH

NH 2

CH 3 CH 2 CH(CH 3 )NHCH 2 CH 3

CH 2 CH 3

CH 3 C

CH 3

Br

CH 3 CHCH 2 CH 2 CH 2 OH

CH 3

CH 3

CH 3 CHCH 2 CH 2 CH 3 CH 3 CHNH 2

CH 3

CH 3 CH 2 CH 2 OCH 2 CH 3

Cl

Cl

Cl
CH 3

CH 3

H 3 C

CH 3 CH 3

H CH 3

H H

H

H

H

H

H H

CH 3

CH 2 CH 3

CH 2 CHCH 3

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