Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 12.3, Problem 7P
Muscalure is the sex attractant of the common housefly. Flies are lured to traps filled with bait that contain muscalure and an insecticide. Eating the bait is fatal. How could you synthesize muscalure using 1-bromopentane as one of the starting materials?
muscalure
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Muscalure is the sex attractant of the common housefly. Flies are lured to traps filled with bait that contain muscalure and an insecticide. Eating the bait is fatal. How could you synthesize muscalure using 1-bromopentane as one of the starting materials?
Acetals are formed from the reaction of two alcohols with a carbonyl under acidic
conditions. Acetal formation is faster with 1,2-ethanediol than with two methanol
molecules.
Choose the factor that explains the difference in reaction rates.
A) The reaction with 1,2-ethanediol has a
lower AH (enthalpy) of reaction.
B) The reaction with 1,2-ethanediol has a
higher AH (enthalpy) of reaction.
C) The reaction with 1,2-ethanediol has a
more favorable entropy of reaction.
Starting material options:
benzene, toluene, phenol
Chapter 12 Solutions
Organic Chemistry
Ch. 12.1 - Prob. 1PCh. 12.2 - Which is more reactive an organolithium compound...Ch. 12.2 - Prob. 3PCh. 12.3 - PROBLEM 6♦
Explain why tertiary alkyl halides...Ch. 12.3 - Muscalure is the sex attractant of the common...Ch. 12.3 - Prob. 8PCh. 12.3 - Prob. 9PCh. 12.3 - Prob. 10PCh. 12.4 - Prob. 13PCh. 12.4 - Prob. 14P
Ch. 12.4 - Prob. 15PCh. 12.4 - Show how the Suzuki and/or Heck reactions can be...Ch. 12.4 - Identify two pairs of an alkyl bromide and an...Ch. 12.5 - Prob. 19PCh. 12.5 - Draw the product of ring-closing metathesis for...Ch. 12.5 - Prob. 22PCh. 12 - Prob. 23PCh. 12 - Prob. 24PCh. 12 - Identify A through H.Ch. 12 - 26. Using the given starting material, any...Ch. 12 - Prob. 27PCh. 12 - Prob. 28PCh. 12 - Prob. 29PCh. 12 - Using ethynyleyclohexane as a starting material...Ch. 12 - Prob. 31PCh. 12 - Using the given starting material, any necessary...Ch. 12 - Prob. 33PCh. 12 - A student added an equivalent of...Ch. 12 - Using the given starting material, any necessary...Ch. 12 - Prob. 36PCh. 12 - Prob. 37PCh. 12 - Bombykol is the sex pheromone of the silk moth....Ch. 12 - Prob. 39PCh. 12 - A dibromide loses only one bromine when it reacts...Ch. 12 - What starting material is required in order to...Ch. 12 - Prob. 42PCh. 12 - Prob. 1PCh. 12 - Prob. 2PCh. 12 - Prob. 3PCh. 12 - Prob. 4P
Knowledge Booster
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
- 1-Octen-3-ol is a potent mosquito attractant commonly used in mosquito traps. A number of reactions, including hydrogenation, will transform 1-octen-3-ol into a less effective molecule. Draw the structure of a hydrogenation product of 1-octen-3-ol.arrow_forwardWhat are the products formed when 1-butanal reacts with: NaOH/H2O CrO3, H2SO4, H2Oarrow_forwardDraw the structure of the starting material needed to make 2-methylhept-3-yne using sodium amide in liquid ammonia, followed by 1-bromopropane. The starting hydrocarbon must have no more than five carbons 1) NaNH2, NH3() NaBr + 2) CHзCH2CH2Brarrow_forward
- Identify the best reagents to complete the following reaction. Options are included.arrow_forwardWhat is the IUPAC name for this compound, and what reagents can we use to synthesis it? The starting reactant is benzene.arrow_forward3-Methyl-2-hexenoic acid (mixture of E and Z isomers) has been identified as the substance responsible for the odor of human sweat. Synthesize the compound from raw materials that have five carbons or less.arrow_forward
- Ethyl butyrate, CH3CH2CH2CO2CH2CH3, is an artificial fruit flavor commonly used in the food industry for such flavors as orange and pineapple. Its fragrance and taste are often associated with fresh orange juice, and thus it is most commonly used as orange flavoring.It can be produced by the reaction of butanoic acid with ethanol in the presence of an acid catalyst (H+): CH3CH2CH2CO2H(l)+CH2CH3OH(l)H+⟶CH3CH2CH2CO2CH2CH3(l)+H2O(l). The chemist discovers a more efficient catalyst that can produce ethyl butyrate with a 78.0% yield. How many grams would be produced from 8.50 gof butanoic acid and excess ethanol? Express your answer in grams to three significant figures.arrow_forwardEthyl butyrate, CH3CH2CH2CO2CH2CH3, is an artificial fruit flavor commonly used in the food industry for such flavors as orange and pineapple. Its fragrance and taste are often associated with fresh orange juice, and thus it is most commonly used as orange flavoring.It can be produced by the reaction of butanoic acid with ethanol in the presence of an acid catalyst (H+): CH3CH2CH2CO2H(l)+CH2CH3OH(l)H+⟶CH3CH2CH2CO2CH2CH3(l)+H2O(l) a) Given 7.70 g of butanoic acid and excess ethanol, how many grams of ethyl butyrate would be synthesized, assuming a complete 100% yield? b) A chemist ran the reaction and obtained 5.25 g of ethyl butyrate. What was the percent yield? c) The chemist discovers a more efficient catalyst that can produce ethyl butyrate with a 78.0% yield. How many grams would be produced from 7.70 g of butanoic acid and excess ethanol?arrow_forwardEthyl butyrate, CH3CH2CH2CO2CH2CH3, is an artificial fruit flavor commonly used in the food industry for such flavors as orange and pineapple. Its fragrance and taste are often associated with fresh orange juice, and thus it is most commonly used as orange flavoring.It can be produced by the reaction of butanoic acid with ethanol in the presence of an acid catalyst (H+): CH3CH2CH2CO2H(l)+CH2CH3OH(l)H+⟶CH3CH2CH2CO2CH2CH3(l)+H2O(l) Given 8.50 g of butanoic acid and excess ethanol, how many grams of ethyl butyrate would be synthesized, assuming a complete 100%yield? Express your answer in grams to three significant figures.arrow_forward
- 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.arrow_forwardMany insects utilize cyclic ketal structures as pheromones such as the structure shown below. The biosynthetic pathway involves the cyclization of this acetal from the straight chain structure. Draw the straight chain structure that could be used to form this acetal. Use wedges and dashes to correctly depict the stereochemistry. H3C- >arrow_forward1. What letter has an aldehyde with molecular formula C₄H₈O. 2. What letter has an ester with molecular formula C₄H₈O₂ 3. What letter has a ketone with molecular formula C₄H₈O₂ 4. What letter has a carboxylic acid with molecular formula C₄H₈O₂arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Coenzymes and cofactors; Author: CH15 SWAYAM Prabha IIT Madras;https://www.youtube.com/watch?v=bubY2Nm7hVM;License: Standard YouTube License, CC-BY
Aromaticity and Huckel's Rule; Author: Professor Dave Explains;https://www.youtube.com/watch?v=7-BguH4_WBQ;License: Standard Youtube License