Organic Chemistry (Binghampton University)
Organic Chemistry (Binghampton University)
16th Edition
ISBN: 9781308795010
Author: Carey
Publisher: MCG CUSTOM
bartleby

Concept explainers

bartleby

Videos

Textbook Question
Book Icon
Chapter 10, Problem 31P

(Z)-9-tricosene [ ( Z ) -CH 3 ( CH 2 ) 7 CH=CH ( CH 2 ) 12 CH 3 ] is the sex pheromone of the femalehousefly. Synthetic (Z)-9-tricosene is used as bait to lure male flies to traps thatcontaininsecticide. Using acetylene and alcohols of your choice as starting materials, along withany necessary inorganic reagents, show how you could prepare (Z)-9-tricosene .

Blurred answer
Students have asked these similar questions
1. Ethylene glycol, a major component of antifreeze, becomes especially poisonous when it is oxidized by the liver. Draw two oxidation products that could be derived from ethylene glycol. 2.When 2-methyl-1-butanol is dehydrated in an acid medi- um to an alkene, it yelds mainly 2-methyl-2-butene rather than 2-methyl-1-butene. This indicates that the dehydra- tion to an alkene is at least a two-step reaction. Suggest a mechanism to explain the reaction.
(Z)-9-Tricosene [(Z)-CH3(CH2)7CH CH(CH2)12CH3] is the sex pheromone of the female housefly. Synthetic (Z)-9-tricosene is used as bait to lure male flies to traps that contain insecticide. Using acetylene and alcohols of your choice as starting materials, along with any necessary inorganic reagents, show how you could prepare (Z)-9-tricosene.
Nitromethane is reacted with ethyl prop-2-enoate with EtO-Na+, EtOH 3 equivalents to give the product X(C16). X then reacts with H2/Raney Ni to give the product Y(C14), which in turn reacts with Na to give Z (C12). Indicate which products X, Y and Z are.
Knowledge Booster
Background pattern image
Chemistry
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
  • Text book image
    Organic Chemistry
    Chemistry
    ISBN:9781305580350
    Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
    Publisher:Cengage Learning
    Text book image
    Organic Chemistry
    Chemistry
    ISBN:9781305080485
    Author:John E. McMurry
    Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305080485
Author:John E. McMurry
Publisher:Cengage Learning
How to Design a Total Synthesis; Author: Chemistry Unleashed;https://www.youtube.com/watch?v=9jRfAJJO7mM;License: Standard YouTube License, CC-BY