Name: Organic Chemistry
Author: Bruice
ISBN: 9780135213711

Ch. 3 - An Introduction to Organic Compounds: Nomenclature, Physical Properties, and Structure

뒤로

모든 교과서

Bruice 8th Edition

Ch. 3 - An Introduction to Organic Compounds: Nomenclature, Physical Properties, and Structure

문제 27f

Give a systematic name and a common name (if it has one) for each of the following amines and indicate whether each is a primary, secondary, or tertiary amine:

문제 28a,b

Are the following compounds primary, secondary, or tertiary?

문제 29b

Draw condensed and skeletal structures for each of the following amines:

b. N-ethylethanamine

문제 29c

Draw condensed and skeletal structures for each of the following amines:

c. 5-methyl-1-hexanamine

문제 29e

Draw condensed and skeletal structures for each of the following amines:

e. N,N-dimethyl-3-pentanamine

문제 29f

Draw condensed and skeletal structures for each of the following amines:

f. cyclohexylethylmethylamine

문제 30a

For each of the following, give the systematic name and the common name (if it has one) and then indicate whether it is a primary, secondary, or tertiary amine:

문제 30b

For each of the following, give the systematic name and the common name (if it has one) and then indicate whether it is a primary, secondary, or tertiary amine:

문제 30c

For each of the following, give the systematic name and the common name (if it has one) and then indicate whether it is a primary, secondary, or tertiary amine:

문제 30d

For each of the following, give the systematic name and the common name (if it has one) and then indicate whether it is a primary, secondary, or tertiary amine:

문제 31a

Predict the approximate size of the following bond angles.

(a) the C—O—C bond angle in an ether

문제 31b

Predict the approximate size of the following bond angles.

(b) the C—N—C bond angle in a secondary amine

문제 31d

Predict the approximate size of the following bond angles.

(d) the C—N—C bond angle in a quaternary ammonium salt

문제 32

What is the smallest straight-chain alkane that is a liquid at room temperature (which is about 25 °C)?

문제 33a(1,2,3)

Which of the following compounds forms hydrogen bonds between its molecules?

1. CH₃CH₂OCH₂CH₂OH

2. CH₃CH₂N(CH₃)₂

3. CH₃CH₂CH₂CH₂Br

문제 33b(4,5,6)

Which of the preceding compounds forms hydrogen bonds with a solvent such as ethanol?

4. CH₃CH₂CH₂NHCH₃

5. CH₃CH₂CH₂COOH

6. CH₃CH₂CH₂CH₂F

문제 33b(1,2,3)

Which of the preceding compounds forms hydrogen bonds with a solvent such as ethanol?

1. CH₃CH₂OCH₂CH₂OH

2. CH₃CH₂N(CH₃)₂

3. CH₃CH₂CH₂CH₂Br

문제 34a,b

Explain why

a. H₂O (100 °C) has a higher boiling point than CH₃OH 165 °C2.

b. H₂O (100 °C) has a higher boiling point than NH₃ (-33 °C).

문제 34c,d

Explain why

c. H₂O (100 °C) has a higher boiling point than HF 120 °C2.

d. HF 120 °C2 has a higher boiling point than NH₃ (-33 °C).

문제 35

Rank the following compounds from highest boiling to lowest boiling:

문제 37

In which solvent would cyclohexane have the lowest solubility: 1-pentanol, diethyl ether, ethanol, or hexane?

문제 39

The effectiveness of a barbiturate as a sedative is related to its ability to penetrate the nonpolar membrane of a cell. Which of the following barbiturates would you expect to be the more effective sedative?

문제 40a

Draw all the staggered and eclipsed conformers that result from rotation about the C-2-C-3 bond of pentane.

문제 40b

Draw a potential-energy diagram for rotation about the C-2---C-3 bond of pentane through 360°, starting with the least stable conformer.

문제 41

Convert the following Newman projections to skeletal structures and name them.

문제 42a

Using Newman projections, draw the most stable conformer for each of the following:

a. 3-methylpentane, viewed along the C-2---C-3 bond

문제 42b

Using Newman projections, draw the most stable conformer for each of the following:

b. 3-methylhexane, viewed along the C-3----C-4 bond

문제 42c

Using Newman projections, draw the most stable conformer for each of the following:

c. 3,3-dimethylhexane, viewed along the C-3---C-4 bond

문제 43

The bond angles in a regular polygon with n sides are equal to 180° - 360°/n

a. What are the bond angles in a regular octagon?

b. What are the bond angles in a regular nonagon?

문제 44

Verify the strain energy shown in Table 3.8 for cycloheptane