1. The Guam bubble snail (Haminoea cymbalum) contains kumepaloxane, a chemical signalagent discharged when this mollusk is disturbed by predatory carnivorous fish. Thebiosynthesis of kumepaloxane is thought to occur via an enzymatic equivalent of a "Br₂/H₂O" - halohydrin formation.Br₂(b)(c)Precursor?(R)(R)(S)(S)||||| CH3HBrKumepaloxaneBrDraw the structure of the precursor to kumepaloxane which is an alkene alcohol.Write a detailed mechanism by which the alkene alcohol in part (a) is converted tokumepaloxane when Br₂ (no light and no perxoxide) is added.What is the other stereoisomer of kumepaloxane that could be formed?

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1. The Guam bubble snail (Haminoea cymbalum) contains kumepaloxane, a chemical signal agent discharged when this mollusk is disturbed by predatory carnivorous fish. The biosynthesis of kumepaloxane is thought to occur via an enzymatic equivalent of a "Br₂/ H₂O" - halohydrin formation. ICH 3 Br₂ Precursor? (R) .... (R) (S) (S) (E) HBr Kumepaloxane Br Draw the structure of the precursor to kumepaloxane which is an alkene alcohol. Write a detailed mechanism by which the alkene alcohol in part (a) is converted to kumepaloxane when Br2 (no light and no perxoxide) is added. What is the other stereoisomer of kumepaloxane that could be formed?

1. The Guam bubble snail (Haminoea cymbalum) contains kumepaloxane, a chemical signal agent discharged when this mollusk is disturbed by predatory carnivorous fish. The biosynthesis of kumepaloxane is thought to occur via an enzymatic equivalent of a "Br₂/ H₂O" - halohydrin formation. ICH 3 Br₂ Precursor? (R) .... (R) (S) (S) (E) HBr Kumepaloxane Br Draw the structure of the precursor to kumepaloxane which is an alkene alcohol. Write a detailed mechanism by which the alkene alcohol in part (a) is converted to kumepaloxane when Br2 (no light and no perxoxide) is added. What is the other stereoisomer of kumepaloxane that could be formed?

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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Concept explainers

Aromatic Compounds

Aromatic organic compound or aromatic system is an important class of hydrocarbons under the branch of organic chemistry. Aromatic compounds are also called arenas. The definition of aromatic organic compounds can be stated as a class of organic compounds with a planar cyclic ring of atoms bonded through alternated single and double bonds. Due to these alternating bonds, a peculiar feature termed as ‘resonance’, that is, delocalization of pi electrons or the electrons is shared within the atoms of the ring which are present in the aromatic compounds. The word ‘aromatic’ includes a Greek word ‘aroma’ which means smell, indicating that they were named as such due to the sweet odor they produce. Many well-known flavors such as vanilla, cinnamon, and few scents from flowers are extracted from aromatic compounds. Benzene with chemical formula C6H6 is a very common aromatic compound that contains six atoms of carbon held in the cyclic ring of alternate double bonds. It is also to be noted that not all aromatic compounds contain benzene ring. This can be explained by Huckel’s rule.

Question

1. The Guam bubble snail (Haminoea cymbalum) contains kumepaloxane, a chemical signal
agent discharged when this mollusk is disturbed by predatory carnivorous fish. The
biosynthesis of kumepaloxane is thought to occur via an enzymatic equivalent of a "Br₂/
H₂O" - halohydrin formation.
Br₂
(b)
(c)
Precursor?
(R)
(R)
(S)
(S)
||||| CH3
HBr
Kumepaloxane
Br
Draw the structure of the precursor to kumepaloxane which is an alkene alcohol.
Write a detailed mechanism by which the alkene alcohol in part (a) is converted to
kumepaloxane when Br₂ (no light and no perxoxide) is added.
What is the other stereoisomer of kumepaloxane that could be formed?

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