
Concept explainers
Locate the isoprene units in each compound.
a. e.
g.
neral patchouli alcohol dextropimaric acid
b. f.
h.
carvone periplanone B
c.
d.

(a)
Interpretation: The isoprene units in the given compound are to be located.
Concept introduction: Terpenes are naturally occurring compounds that are present in plants and animals. Terpenes contain one or more isoprene units. Terpenoids are derivatives of terpenes with oxygen containing functional group such as carbonyl groups.
Answer to Problem 31.26P
The isoprene units in the neral are highlighted by blue color as shown below.
Figure 1
Explanation of Solution
The structure of isoprene is,
Figure 2
The isoprene unit contains four carbon atoms in the long chain and one carbon atom in branch. Isoprene unit in a terpene consists of carbon-carbon sigma or pi bonds.
The isoprene units in the given compound are highlighted by blue color as shown below.
Figure 1
The highlighted bonds represent the isoprene unit. There are two isoprene units present in the given compound.
The isoprene units in the neral are shown in Figure 1.

(b)
Interpretation: The isoprene units in the given compound are to be located.
Concept introduction: Terpenes are naturally occurring compounds that are present in plants and animals. Terpenes contain one or more isoprene units. Terpenoids are derivatives of terpenes with oxygen containing functional group such as carbonyl groups.
Answer to Problem 31.26P
The isoprene units in the carvone are highlighted by blue color as shown below.
Figure 3
Explanation of Solution
The structure of isoprene is,
Figure 2
The isoprene unit contains four carbon atoms in the long chain and one carbon atom in branch. Isoprene unit in a terpene consists of carbon-carbon sigma or pi bonds.
The isoprene units in the given compound are highlighted by blue color as shown below.
Figure 3
The highlighted bonds represent the isoprene unit. There are two isoprene units present in the given compound.
The isoprene units in the carvone are shown in Figure 3.

(c)
Interpretation: The isoprene units in the given compound are to be located.
Concept introduction: Terpenes are naturally occurring compounds that are present in plants and animals. Terpenes contain one or more isoprene units. Terpenoids are derivatives of terpenes with oxygen containing functional group such as carbonyl groups.
Answer to Problem 31.26P
The isoprene units in the lycopene are highlighted by blue color as shown below.
Figure 4
Explanation of Solution
The structure of isoprene is,
Figure 2
The isoprene unit contains four carbon atoms in the long chain and one carbon atom in branch. Isoprene unit in a terpene consists of carbon-carbon sigma or pi bonds.
The isoprene units in the given compound are are highlighted by blue color as shown below.
Figure 4
The highlighted bonds represent the isoprene unit. There are eight isoprene units present in the given compound.
The isoprene units in the lycopene are shown in Figure 4.

(d)
Interpretation: The isoprene units in the given compound are to be located.
Concept introduction: Terpenes are naturally occurring compounds that are present in plants and animals. Terpenes contain one or more isoprene units. Terpenoids are derivatives of terpenes with oxygen containing functional group such as carbonyl groups.
Answer to Problem 31.26P
The isoprene units in the
Figure 5
Explanation of Solution
The structure of isoprene is,
Figure 2
The isoprene unit contains four carbon atoms in the long chain and one carbon atom in branch. Isoprene unit in a terpene consists of carbon-carbon sigma or pi bonds.
The isoprene units in the given compound are highlighted by blue color as shown below.
Figure 5
The highlighted bonds represent the isoprene unit. There are eight isoprene units present in the given compound.
The isoprene units in the

Interpretation: The isoprene units in the given compound are to be located.
Concept introduction: Terpenes are naturally occurring compounds that are present in plants and animals. Terpenes contain one or more isoprene units. Terpenoids are derivatives of terpenes with oxygen containing functional group such as carbonyl groups.
Answer to Problem 31.26P
The isoprene units in the patchouli alcohol are highlighted by blue color as shown below.
Figure 6
Explanation of Solution
The structure of isoprene is,
Figure 2
The isoprene unit contains four carbon atoms in the long chain and one carbon atom in branch. Isoprene unit in a terpene consists of carbon-carbon sigma or pi bonds.
The isoprene units in the given compound are are highlighted by blue color as shown below.
Figure 6
The highlighted bonds represent the isoprene unit. There are three isoprene units present in the given compound.
The isoprene units in the patchouli alcohol are shown in Figure 6.

(f)
Interpretation: The isoprene units in the given compound are to be located.
Concept introduction: Terpenes are naturally occurring compounds that are present in plants and animals. Terpenes contain one or more isoprene units. Terpenoids are derivatives of terpenes with oxygen containing functional group such as carbonyl groups.
Answer to Problem 31.26P
The isoprene units in the periplanone B are highlighted by blue color as shown below.
Figure 7
Explanation of Solution
The structure of isoprene is,
Figure 2
The isoprene unit contains four carbon atoms in the long chain and one carbon atom in branch. Isoprene unit in a terpene consists of carbon-carbon sigma or pi bonds.
The isoprene units in the given compound are highlighted by blue color as shown below.
Figure 7
The highlighted bonds represent the isoprene unit. There are three isoprene units present in the given compound.
The isoprene units in the periplanone B are shown in Figure 7.

(g)
Interpretation: The isoprene units in the given compound are to be located.
Concept introduction: Terpenes are naturally occurring compounds that are present in plants and animals. Terpenes contain one or more isoprene units. Terpenoids are derivatives of terpenes with oxygen containing functional group such as carbonyl groups.
Answer to Problem 31.26P
The isoprene units in the dextropimaric acid are highlighted by blue color as shown below.
Figure 8
Explanation of Solution
The structure of isoprene is,
Figure 2
The isoprene unit contains four carbon atoms in the long chain and one carbon atom in branch. Isoprene unit in a terpene consists of carbon-carbon sigma or pi bonds.
The isoprene units in the given compound are shown below.
Figure 8
The highlighted bonds represent the isoprene unit. There are four isoprene units present in the given compound.
The isoprene units in the dextropimaric acid are shown in Figure 8.

(h)
Interpretation: The isoprene units in the given compound are to be located.
Concept introduction: Terpenes are naturally occurring compounds that are present in plants and animals. Terpenes contain one or more isoprene units. Terpenoids are derivatives of terpenes with oxygen containing functional group such as carbonyl groups.
Answer to Problem 31.26P
The isoprene units in the
Figure 9
Explanation of Solution
The structure of isoprene is,
Figure 2
The isoprene unit contains four carbon atoms in the long chain and one carbon atom in branch. Isoprene unit in a terpene consists of carbon-carbon sigma or pi bonds.
The isoprene units in the given compound are shown below.
Figure 9
The highlighted bonds represent the isoprene unit. There are four isoprene units present in the given compound.
The isoprene units in the
Want to see more full solutions like this?
Chapter 31 Solutions
Organic Chemistry
- Epoxides can be opened in aqueous acid or aqueous base to produce diols (molecules with two OH groups). In this question, you'll explore the mechanism of epoxide opening in aqueous acid. 2nd attempt Be sure to show all four bonds at stereocenters using hash and wedge lines. 0 0 Draw curved arrows to show how the epoxide reacts with hydronium ion. 100 +1: 1st attempt Feedback Be sure to show all four bonds at stereocenters using hash and wedge lines. See Periodic Table See Hint H A 5 F F Hr See Periodic Table See Hintarrow_forward03 Question (1 point) For the reaction below, draw both of the major organic products. Be sure to consider stereochemistry. > 1. CH₂CH₂MgBr 2. H₂O 3rd attempt Draw all four bonds at chiral centers. Draw all stereoisomers formed. Draw the structures here. e 130 AN H See Periodic Table See Hint P C Brarrow_forwardYou may wish to address the following issues in your response if they are pertinent to the reaction(s) you propose to employ:1) Chemoselectivity (why this functional group and not another?) 2) Regioselectivity (why here and not there?) 3) Stereoselectivity (why this stereoisomer?) 4) Changes in oxidation state. Please make it in detail and draw it out too in what step what happens. Thank you for helping me!arrow_forward
- 1) Chemoselectivity (why this functional group and not another?) 2) Regioselectivity (why here and not there?) 3) Stereoselectivity (why this stereoisomer?) 4) Changes in oxidation state. Everything in detail and draw out and write it.arrow_forwardCalculating the pH at equivalence of a titration 3/5 Izabella A chemist titrates 120.0 mL of a 0.7191M dimethylamine ((CH3)2NH) solution with 0.5501 M HBr solution at 25 °C. Calculate the pH at equivalence. The pk of dimethylamine is 3.27. Round your answer to 2 decimal places. Note for advanced students: you may assume the total volume of the solution equals the initial volume plus the volume of HBr solution added. pH = ☐ ✓ 18 Ar Boarrow_forwardAlcohols can be synthesized using an acid-catalyzed hydration of an alkene. An alkene is combined with aqueous acid (e.. sulfuric acid in water). The reaction mechanism typically involves a carbocation intermediate. > 3rd attempt 3343 10 8 Draw arrows to show the reaction between the alkene and hydronium ion. that 2nd attempt Feedback 1st attempt تعمال Ju See Periodic Table See Hint F D Ju See Periodic Table See Hintarrow_forward
- Draw the simplified curved arrow mechanism for the reaction of acetone and CHgLi to give the major product. 4th attempt Π Draw the simplified curved arrow mechanism T 3rd attempt Feedback Ju See Periodic Table See Hint H -H H -I H F See Periodic Table See Hintarrow_forwardSelect the correct reagent to accomplish the first step of this reaction. Then draw a mechanism on the Grignard reagent using curved arrow notation to show how it is converted to the final product. 4th attempt Part 1 (0.5 point) Select the correct reagent to accomplish the first step of this reaction. Choose one: OA Mg in ethanol (EtOH) OB. 2 Li in THF O C. Li in THF D. Mg in THF O E Mg in H2O Part 2 (0.5 point) Br Part 1 Bri Mg CH B CH, 1 Draw intermediate here, but no arrows. © TE See Periodic Table See Hint See Hint ין Harrow_forwardSelect the product for the following reaction. HO HO PCC OH ○ OH O HO ○ HO HO HOarrow_forward
- 5:45 Х Select the final product for the following reaction sequence. O O 1. Mg. ether 2.D.Oarrow_forwardBased on the chart Two similarities between the molecule with alpha glycosidic linkages. Two similarities between the molecules with beta glycosidtic linkages. Two differences between the alpha and beta glycosidic linkages.arrow_forwardplease help fill in the tablearrow_forward
- Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage Learning
