Concept explainers
Telfairine, a naturally occurring insecticide, and halomon, an antitumor agent, are two
polyhalogenated compounds isolated from red algae. (a) Classify each halide bonded to an
hybridized carbon as 1°, 2°, or 3°. (b) Label each halide as vinyl, allylic, or neither.
(a)
Interpretation: The halide bonded to
Concept introduction: A halide is classified as
Answer to Problem 7.1P
The halide bonded to
Explanation of Solution
The ball and stick model of telfarine and halomon shows that black balls represent carbon atom, white balls represent hydrogen atom, green and brown balls represent chlorine and bromine atom, respectively.
The actual structure of telfarine and halomon is shown in Figure 1.
Figure 1
A halide is classified as
The
Figure 2
The
Figure 3
The halide bonded to
(b)
Interpretation: Each halide is to be labeled as vinyl, allylic or neither.
Concept introduction: In allyl halide, halogen atom is bonded to
Answer to Problem 7.1P
The allylic and vinyl halides of telfarine and halomon are shown below.
Explanation of Solution
In allyl halide, halogen atom is bonded to
The allylic and vinyl halides of telfarine and halomon are shown in Figure 4.
Figure 4
Each halide is labeled as allylic, vinyl and neither as shown in Figure 4.
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Organic Chemistry
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