4) Multistriatin, one of the pheremones of the elm bark beetle, is a volatile compound released by a virgin female beetle when she has found a good food source - an elm tree. Male beetles, which carry the Dutch elm disease fungus, are attracted by the pheromone; the tree becomes infected with the fungus and soon dies. Multistriatin is used to trap the beetles, but the amount in beetles is so miniscule that the compound must be synthesized. The following synthesis of multistriatin uses only chemistry that we have seen in Chem 348. HO НО type Br type. H fet H type JCH 3 HO НО. type H CH3 type "H OH H hint: anhydrous cond CH3 H O = H type type HO -CH3 H O O H type CH3 H O Multistriatin Multistriatin

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4) Multistriatin, one of the pheremones of the elm bark beetle, is a volatile
compound released by a virgin female beetle when she has found a good food
source - an elm tree. Male beetles, which carry the Dutch elm disease fungus,
are attracted by the pheromone; the tree becomes infected with the fungus and
soon dies. Multistriatin is used to trap the beetles, but the amount in beetles
is so miniscule that the compound must be synthesized. The following synthesis
of multistriatin uses only chemistry that we have seen in Chem 348.
HO.
НО
Br
type
O
type.
H
type
H
H
CH3
H
HO
HO
type
O
H
CH3
"Η
OH
type
H
hint: anhydrous cond
CH3
H
=
H
type
type
HO
CH3
H
H
type
CH 3
H
Multistriatin
Multistriatin
Transcribed Image Text:4) Multistriatin, one of the pheremones of the elm bark beetle, is a volatile compound released by a virgin female beetle when she has found a good food source - an elm tree. Male beetles, which carry the Dutch elm disease fungus, are attracted by the pheromone; the tree becomes infected with the fungus and soon dies. Multistriatin is used to trap the beetles, but the amount in beetles is so miniscule that the compound must be synthesized. The following synthesis of multistriatin uses only chemistry that we have seen in Chem 348. HO. НО Br type O type. H type H H CH3 H HO HO type O H CH3 "Η OH type H hint: anhydrous cond CH3 H = H type type HO CH3 H H type CH 3 H Multistriatin Multistriatin
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