Pheromones are chemicals or mixtures of certain chemicals secreted by insects and some animals for c — Analytical Chemistry Chemistry Question
Pheromones
Pheromones are chemicals or mixtures of certain chemicals secreted by insects and some animals for communication. They bring about certain responses in another individual of the same species. In the problem below you will find a number of pheromones undergoing reactions which were used in determining their structures. In each case give the structure or structures of the products produced. Show geometric (cis/trans) isomers where appropriate (in part (9.5). You may ignore other forms of stereoisomerism.
isoamyl acetate, bee alarm pheromene
+ NaOH
Model Answer
Na(+) CH3-C(=O-O(-) and HOCH2CH2CH(CH3)2
2-heptanone ant alarm pheromone
i) I2 / NaOH
ii) NaBH4
iii) CH3CH2MgBr, H3O+
Model Answer
i) CH3-(CH2)4-C(=O-O(-) Na(+) and CHI3
ii) CH3-(CH2)4-CH(OH-CH3
iii) CH3-(CH2)4-C(OH)(CH2CH3)-CH3
green peach - aphid pheromone
i) O3, Zn, H3O+
ii) O3, H2O2, H2O/H2SO4
Model Answer
i)
ii)
(i) Na2Cr2O7 / H2SO4
(ii) CH3COOH, H+
(iii)
Model Answer
i)
ii)
iii)
i) Br2 / CCl4
ii) KMnO4, OH-
iii) H3O+
iv) HBr
v) BH3, ether, H2O2, OH-
vi) H2 / Pt
Model Answer
i)
ii)
iii)
iv)
v)
vi)