
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Question
Chapter 8.SE, Problem 47AP
Interpretation Introduction
Interpretation:
Given that cis- and trans-isomers of 2-butene give different cyclopropane products in the Simmons-Smith reaction. The structures of both the products are to be given and the difference is to be explained.
Concept introduction:
The reaction given is an example of Simmons-Smith reaction. When CH2I2 is treated with Zn/Cu couple, iodomethylzinc iodide, ICH2ZnI, is formed. This ICH2ZnI transfers a CH2 group to the double bond in
To give:
The structures of the products produced when cis- and trans-isomers of 2-butene react in Simmons-Smith reaction and to explain the difference.
Expert Solution & Answer

Trending nowThis is a popular solution!

Students have asked these similar questions
when performing the reaction that involves 2 equivalents of 3-(diethylamino)-phenol and Phthalic anhydride with sulfuric acid and water react to form rhodamine b where the Phthalic anhydride cleaves in acid and how does Excessive Washing (w/ Base) & Subsequent Resonance Structure get affected
3. The strongest acid of the following compounds is ___.A. p-nitrophenol; B. m-nitrophenol; C. o-chlorophenol;D. p-methoxyphenol; E. o-methylphenol
Please explain your steps and thought process. Thank you!
Using the general properties of equilibrium constants
At a certain temperature, the equilibrium constant K for the following reaction is 1.3 × 10 4:
Cl2(g) + CHCl3(g) HCl(g) + CC₁(g)
Use this information to complete the following table.
Suppose a 16. L reaction vessel is filled with 1.6 mol of HCI and
1.6 mol of CCl4. What can you say about the composition of the
mixture in the vessel at equilibrium?
There will be very little Cl2 and CHCl3.
☐ x10
There will be very little HCI and CCl4.
Neither of the above is true.
What is the equilibrium constant for the following reaction? Be
sure your answer has the correct number of significant digits.
HCl(g)+CC14(g)
12
Cl2(9)+CHCl3(9)
K = 0 ☐
What is the equilibrium constant for the following reaction? Be
sure your answer has the correct number of significant digits.
2 Cl₂(9)+2CHCl3(9)
2 HCl(9)+2CC₁₁(9)
K =
✓
00.
18
Ar
Chapter 8 Solutions
Organic Chemistry
Ch. 8.1 - Prob. 1PCh. 8.1 - How many alkene products, including E,Z isomers,...Ch. 8.2 - Prob. 3PCh. 8.2 - Addition of HCl to 1, 2-dimethylcyclohexene yields...Ch. 8.3 - Prob. 5PCh. 8.3 - Prob. 6PCh. 8.4 - Prob. 7PCh. 8.4 - From what alkenes might the following alcohols...Ch. 8.5 - Prob. 9PCh. 8.5 - What alkenes might be used to prepare the...
Ch. 8.5 - Tho following cycloalkene gives a mixture of two...Ch. 8.6 - Prob. 12PCh. 8.7 - Prob. 13PCh. 8.7 - Starting with an alkene, how would you prepare...Ch. 8.8 - Prob. 15PCh. 8.8 - Prob. 16PCh. 8.9 - What products would you expect from the following...Ch. 8.10 - Prob. 18PCh. 8.10 - Prob. 19PCh. 8.13 - Prob. 20PCh. 8.13 - What products are formed from hydration of...Ch. 8.SE - Name the following alkenes, and predict the...Ch. 8.SE - Prob. 23VCCh. 8.SE - Prob. 24VCCh. 8.SE - Prob. 25VCCh. 8.SE - Prob. 26MPCh. 8.SE - Prob. 27MPCh. 8.SE - Draw the structures of the organoboranes formed...Ch. 8.SE - Prob. 29MPCh. 8.SE - Provide the mechanism and products for the...Ch. 8.SE - Propose a curved-arrow mechanism to show how ozone...Ch. 8.SE - Prob. 32MPCh. 8.SE - Prob. 33MPCh. 8.SE - Prob. 34MPCh. 8.SE - 10-Bromo- α -chamigrene, a compound isolated from...Ch. 8.SE - Isolated from marine algae, prelaureatin is...Ch. 8.SE - Dichlorocarbene can be generated by heating sodium...Ch. 8.SE - Reaction of cyclohexene with mercury(II) acetate...Ch. 8.SE - Use your general knowledge of alkene chemistry to...Ch. 8.SE - Prob. 40MPCh. 8.SE - Hydroboration of 2-methyl-2-pentene at 25°C,...Ch. 8.SE - Prob. 42APCh. 8.SE - Suggest structures for alkenes that give the...Ch. 8.SE - Prob. 44APCh. 8.SE - Prob. 45APCh. 8.SE - Prob. 46APCh. 8.SE - Prob. 47APCh. 8.SE - Predict the products of the following reactions....Ch. 8.SE - Prob. 49APCh. 8.SE - How would you carry out the following...Ch. 8.SE - Draw the structure of an alkene that yields only...Ch. 8.SE - Show the structures of alkenes that give the...Ch. 8.SE - Prob. 53APCh. 8.SE - Which of the following alcohols could not be made...Ch. 8.SE - Prob. 55APCh. 8.SE - Prob. 56APCh. 8.SE - Prob. 57APCh. 8.SE - Compound A has the formula C10HI6. On catalytic...Ch. 8.SE - Prob. 59APCh. 8.SE - Prob. 60APCh. 8.SE - Prob. 61APCh. 8.SE - Draw the structure of a hydrocarbon that absorbs 2...Ch. 8.SE - Prob. 63APCh. 8.SE - The sex attractant of the common housefly is a...Ch. 8.SE - Prob. 65APCh. 8.SE - Prob. 66APCh. 8.SE - α-Terpinene, C10H16, is a pleasant-smelling...Ch. 8.SE - Prob. 68APCh. 8.SE - Prob. 69APCh. 8.SE - Prob. 70APCh. 8.SE - Prob. 71APCh. 8.SE - Prob. 72AP
Knowledge Booster
Similar questions
- 10. The most important reason why Br- is a better nucleophile than Cl-is ___. A. polarizability; B. size; C. solvation; D. basicity; E. polarity. Please include all steps. Thanks!arrow_forwardPredicting the qualitative acid-base properties of salts Consider the following data on some weak acids and weak bases: base acid Ка K₁₁ name formula name formula nitrous acid HNO2 4.5×10 4 pyridine CHEN 1.7 × 10 9 4 hydrofluoric acid HF 6.8 × 10 methylamine CH3NH2 | 4.4 × 10¯ Use this data to rank the following solutions in order of increasing pH. In other words, select a '1' next to the solution that will have the lowest pH, a '2' next to the solution that will have the next lowest pH, and so on. solution 0.1 M NaNO2 0.1 M KF pH choose one v choose one v 0.1 M C5H5NHBr 0.1 M CH3NH3CI choose one v ✓ choose one 1 (lowest) 2 ☑ 3 4 (highest) 000 18 Ararrow_forward4. The major product from treatment of 2-propanol with the Jonesreagent is ___.A. acetone; B. none of the other answers is correct C. propene; D.propanoic acid; E carbon dioxide. Please include all steps! Thank you!arrow_forward
- 7. All of the following compounds that are at the same oxidation levelare ___.u. methyl epoxide, v. propyne, w. propanal, x. propene,y. 2,2-dihydroxypropane, z. isopropanol?A. u,v,w,y; B. u,v,w; C. v,w,y,z; D. v, z; E. x,y,z Please include all steps. Thank you!arrow_forward9. Which one of the following substituents is the worst leaving group inan SN2 reaction? A. -NH2; B. -OH; C. –F; D. NH3; E. H2O Please include all steps. Thanks!arrow_forwardUsing the general properties of equilibrium constants At a certain temperature, the equilibrium constant K for the following reaction is 2.5 × 105: CO(g) + H2O(g) CO2(g) + H2(g) Use this information to complete the following table. Suppose a 7.0 L reaction vessel is filled with 1.7 mol of CO and 1.7 mol of H2O. What can you say about the composition of the mixture in the vessel at equilibrium? What is the equilibrium constant for the following reaction? Be sure your answer has the correct number of significant digits. CO2(9)+H2(g) CO(g)+H₂O(g) What is the equilibrium constant for the following reaction? Be sure your answer has the correct number of significant digits. 3 CO(g)+3H2O(g) = 3 CO2(g)+3H2(g) There will be very little CO and H2O. x10 There will be very little CO2 and H2. 000 Neither of the above is true. K = ☐ K = ☐ 18 Ararrow_forward
- 8. When ethane thiol is treated with hydrogen peroxide the product is___.A. ethane disulfide; B. diethyl sulfide; C. ethane sulfoxide; D. ethanesulfate; E. ethyl mercaptan. Please include all steps. Thanks!arrow_forward5. The major product of the three step reaction that takes place when 1-propanol is treated with strong acid is?A. dipropyl ether; B. propene; C. propanal; D. isopropyl propyl ether;E. 1-hexanol Please include all steps. Thank you!arrow_forward6. The formula of the product of the addition of HCN to benzaldehydeis ___.A. C8H7NO; B. C8H6NO; C. C14H11NO; D. C9H9NO; E. C9H8NO Please include all steps. Thank you!arrow_forward
- Predicting the qualitative acid-base properties of salts Consider the following data on some weak acids and weak bases: base acid K K a name formula name formula nitrous acid HNO2 4.5×10 hydroxylamine HONH2 1.1 × 10 8 hypochlorous acid HCIO 8 3.0 × 10 methylamine CH3NH2 | 4.4 × 10¯ 4 Use this data to rank the following solutions in order of increasing pH. In other words, select a '1' next to the solution that will have the lowest pH, a '2' next to the solution that will have the next lowest pH, and so on. 0.1 M KCIO solution PH choose one 0.1 M NaNO2 0.1 M CH3NH3Br 0.1 M NaBr choose one ✓ choose one v ✓ choose one 1 (lowest) ☑ 2 3 4 (highest)arrow_forwardFor this Orgo problem, don't worry about question 3 below it. Please explain your thought process, all your steps, and also include how you would tackle a similar problem. Thank you!arrow_forwardUsing the general properties of equilibrium constants At a certain temperature, the equilibrium constant K for the following reaction is 0.84: H2(g) + 2(g) 2 HI(g) = Use this information to complete the following table. Suppose a 34. L reaction vessel is filled with 0.79 mol of HI. What can you say about the composition of the mixture in the vessel at equilibrium? There will be very little H2 and 12. ☐ x10 There will be very little HI. Neither of the above is true. What is the equilibrium constant for the following reaction? Be sure your answer has the correct number of significant digits. 2 HI(g) H₂(9)+12(9) K = What is the equilibrium constant for the following reaction? Be sure your answer has the correct number of significant digits. 2 H2(g)+212(9) 4 HI(g) K = ☐ ☑arrow_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 LearningPrinciples of Modern ChemistryChemistryISBN:9781305079113Author:David W. Oxtoby, H. Pat Gillis, Laurie J. ButlerPublisher:Cengage Learning

Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning

Principles of Modern Chemistry
Chemistry
ISBN:9781305079113
Author:David W. Oxtoby, H. Pat Gillis, Laurie J. Butler
Publisher:Cengage Learning