Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Question
Chapter 14.SE, Problem 19VC
Interpretation Introduction
Interpretation:
The structure of the conjugated diene that reacts with HBr to give the carbocation intermediate shown and that of the final products obtained during the reaction are to be given.
Concept introduction:
Conjugated dienes undergo electrophilic addition reactions through the formation of an allyl carbocation. The allyl cation is resonance stabilized and the attack of bromide ion on each of these forms leads to the formation of a mixture of 1, 2- and 1, 4-addition products.
To give:
The structure of the conjugated diene that reacts with HBr to give the carbocation intermediate shown and that of the final product obtained during the reaction.
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
Draw product A, indicating what type of reaction occurs.
NH2
F3C
CF3
NH
OMe
NH2-NH2, ACOH
A
Photochemical smog is formed in part by the action of light on nitrogen dioxide. The wavelength of radiation absorbed by NO2 in this reaction is 197 nm.(a) Draw the Lewis structure of NO2 and sketch its π molecular orbitals.(b) When 1.56 mJ of energy is absorbed by 3.0 L of air at 20 °C and 0.91 atm, all the NO2 molecules in this sample dissociate by the reaction shown. Assume that each absorbed photon leads to the dissociation (into NO and O) of one NO2 molecule. What is the proportion, in parts per million, of NO2 molecules in this sample? Assume that the sample behaves ideally.
Correct each molecule in the drawing area below so that it has the skeletal ("line") structure it would have if it were
dissolved in a 0.1 M aqueous solution of HCI.
If there are no changes to be made, check the No changes box under the drawing area.
No changes.
HO
Explanation
Check
NH,
2
W
O
:□
G
©2025 M
unter Accessibility
Chapter 14 Solutions
Organic Chemistry
Ch. 14.1 - Prob. 1PCh. 14.2 - Give the structures of both 1, 2 and 1, 4 adducts...Ch. 14.2 - Prob. 3PCh. 14.2 - Give the structures of both 1, 2 and 1, 4 adducts...Ch. 14.3 - Prob. 5PCh. 14.3 - Prob. 6PCh. 14.5 - Predict the product of the following Diels–Alder...Ch. 14.5 - Prob. 8PCh. 14.5 - Which of the following dienes have an s-cis...Ch. 14.5 - Predict the product of the following Diels–Alder...
Ch. 14.6 - Prob. 11PCh. 14.6 - Prob. 12PCh. 14.7 - Prob. 13PCh. 14.7 - Prob. 14PCh. 14.8 - Which of the following compounds would you expect...Ch. 14.SE - Prob. 16VCCh. 14.SE - Show the product of the Diels–Alder reaction of...Ch. 14.SE - Prob. 18VCCh. 14.SE - Prob. 19VCCh. 14.SE - Prob. 20MPCh. 14.SE - Prob. 21MPCh. 14.SE - In light of your answer to Problem 14-21 propose...Ch. 14.SE - Luminol, which is used by forensic scientists to...Ch. 14.SE - Prob. 24MPCh. 14.SE - Give IUPAC names for the following compounds:Ch. 14.SE - Prob. 26APCh. 14.SE - Prob. 27APCh. 14.SE - Electrophilic addition of Br2 to isoprene...Ch. 14.SE - Prob. 29APCh. 14.SE - Prob. 30APCh. 14.SE - Predict the products of the following...Ch. 14.SE - 2,3-Di-tert-butyl-1,3-butadiene does not undergo...Ch. 14.SE - Prob. 33APCh. 14.SE - Prob. 34APCh. 14.SE - Prob. 35APCh. 14.SE - Prob. 36APCh. 14.SE - Rank the following dienophiles in order of their...Ch. 14.SE - Prob. 38APCh. 14.SE - Prob. 39APCh. 14.SE - Prob. 40APCh. 14.SE - Although the Diels–Alder reaction generally...Ch. 14.SE - Prob. 42APCh. 14.SE - Tires whose sidewalls are made of natural rubber...Ch. 14.SE - Prob. 44APCh. 14.SE - Prob. 45APCh. 14.SE - Prob. 46APCh. 14.SE - Would you expect allene, H2C = C = CH2, to show a...Ch. 14.SE - The following ultraviolet absorption maxima have...Ch. 14.SE - Prob. 49APCh. 14.SE - -Ocimene is a pleasant-smelling hydrocarbon found...Ch. 14.SE - Draw the resonance forms that result when the...Ch. 14.SE - Prob. 52APCh. 14.SE - Treatment of 3,4-dibromohexane with strong base...Ch. 14.SE - Prob. 54APCh. 14.SE - Prob. 55APCh. 14.SE - Prob. 56APCh. 14.SE - Prob. 57APCh. 14.SE - Prob. 58APCh. 14.SE - Hydrocarbon A, C10H14, has a UV absorption at...Ch. 14.SE - Prob. 60APCh. 14.SE - Prob. 61APCh. 14.SE - Prob. 62APCh. 14.SE - Prob. 63APCh. 14.SE - Prob. 64APCh. 14.SE - The double bond of an enamine (alkene + amine) is...Ch. 14.SE - Prob. 66AP
Knowledge Booster
Similar questions
- An expression for the root mean square velocity, vrms, of a gas was derived. Using Maxwell’s velocity distribution, one can also calculate the mean velocity and the most probable velocity (mp) of a collection of molecules. The equations used for these two quantities are vmean=(8RT/πM)1/2 and vmp=(2RT/M)1/2 These values have a fixed relationship to each other.(a) Arrange these three quantities in order of increasing magnitude.(b) Show that the relative magnitudes are independent of the molar mass of the gas.(c) Use the smallest velocity as a reference for establishing the order of magnitude and determine the relationship between the larger and smaller values.arrow_forwardThe reaction of solid dimethylhydrazine, (CH3)2N2H2, and liquefied dinitrogen tetroxide, N2O4, has been investigated for use as rocket fuel. The reaction produces the gases carbon dioxide (CO2), nitrogen (N2), and water vapor (H2O), which are ejected in the exhaust gases. In a controlled experiment, solid dimethylhydrazine was reacted with excess dinitrogen tetroxide, and the gases were collected in a closed balloon until a pressure of 2.50 atm and a temperature of 400.0 K were reached.(a) What are the partial pressures of CO2, N2, and H2O?(b) When the CO2 is removed by chemical reaction, what are the partial pressures of the remaining gases?arrow_forwardOne liter of chlorine gas at 1 atm and 298 K reacts completely with 1.00 L of nitrogen gas and 2.00 L of oxygen gas at the same temperature and pressure. A single gaseous product is formed, which fills a 2.00 L flask at 1.00 atm and 298 K. Use this information to determine the following characteristics of the product:(a) its empirical formula;(b) its molecular formula;(c) the most favorable Lewis formula based on formal charge arguments (the central atom is N);(d) the shape of the molecule.arrow_forward
- How does the square root mean square velocity of gas molecules vary with temperature? Illustrate this relationship by plotting the square root mean square velocity of N2 molecules as a function of temperature from T=100 K to T=300 K.arrow_forwardDraw product B, indicating what type of reaction occurs. F3C CF3 NH2 Me O .N. + B OMearrow_forwardBenzimidazole E. State its formula. sState the differences in the formula with other benzimidazoles.arrow_forward
- Draw product A, indicating what type of reaction occurs. F3C CN CF3 K2CO3, DMSO, H₂O2 Aarrow_forward19) Which metal is most commonly used in galvanization to protect steel structures from oxidation? Lead a. b. Tin C. Nickel d. Zinc 20) The following molecule is an example of a: R₁ R2- -N-R3 a. Secondary amine b. Secondary amide c. Tertiary amine d. Tertiary amidearrow_forwardpls helparrow_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