Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th
Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th
9th Edition
ISBN: 9781305082144
Author: John E. McMurry
Publisher: Cengage Learning
Question
Book Icon
Chapter 9.SE, Problem 29AP
Interpretation Introduction

Interpretation:

Given that terminal alkynes react with bromine and water to yield bromoketones. A mechanism for the reaction is to be proposed. To what reaction of alkenes this reaction is analogous is also to be stated.

Concept introduction:

Addition of bromine to alkynes occurs through the formation of a cyclic bromonium ion intermediate. Water being nucleophilic, if present will attack the bromonium ion to yield an enol. The enol will then tautomerize to a ketone. Thus in thr product a bromine and a hydroxyl group are added to the triple bond. This reaction is similar to the addition of halohydrins to alkenes.

To propose:

A mechanism for the reaction in which ethynylbenzene reacts with bromine and water to yield a bromoketone is to be proposed. Further to state to what reaction of alkenes this reaction resembles.

Blurred answer
Students have asked these similar questions
10 5 4. These four 'H NMR spectra were recorded from different isomers with molecular formula CsH,CIO. They all contain a carbonyl group. Determine the structure of the different isomers. 0 10 5 0 10 5 10 9 8 7 6 5 4 3. 1 0 9 10 10 66 9 0 10 9 10 5 1 8 7 6 5 3 2 -a 8 7 6 5 1 10 9 8 7 6 5 22 2 1 0 3 2 16 1 0 3 2 1 2 6 0
Use the expression below to ⚫ calculate its value and report it to the proper number of significant digits (you may need to round your answer). ⚫ calculate the % error (or % relative error or % inherent error) ⚫ calculate the absolute error. (20.54±0.02 × 0.254±0.003) / (3.21±0.05) = Value: % Error: Absolute error: ± | % (only 1 significant digit) (only 1 significant digit)
In each case (more ductile, more brittle, more tough or resistant), indicate which parameter has a larger value. parameter Elastic limit Tensile strength more ductile Strain at break Strength Elastic modulus more fragile more tough or resistant

Chapter 9 Solutions

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th

Ch. 9.8 - Prob. 11PCh. 9.9 - Show the terminal alkyne and alkyl halide from...Ch. 9.9 - Beginning with acetylene and any alkyl halide...Ch. 9.SE - Name the following alkynes, and predict the...Ch. 9.SE - From what alkyne might each of the following...Ch. 9.SE - Prob. 16VCCh. 9.SE - The following cycloalkyne is too unstable to...Ch. 9.SE - Prob. 18MPCh. 9.SE - Assuming that strong acids add to alkynes in the...Ch. 9.SE - Prob. 20MPCh. 9.SE - Prob. 21MPCh. 9.SE - Prob. 22MPCh. 9.SE - Prob. 23MPCh. 9.SE - Prob. 24MPCh. 9.SE - Reaction of acetone with D3O+ yields...Ch. 9.SE - Give IUPAC names for the following compounds:Ch. 9.SE - Draw structures corresponding to the following...Ch. 9.SE - Prob. 28APCh. 9.SE - Prob. 29APCh. 9.SE - Prob. 30APCh. 9.SE - Predict the products from reaction of l-hexyne...Ch. 9.SE - Prob. 32APCh. 9.SE - Prob. 33APCh. 9.SE - Propose structures for hydrocarbons that give the...Ch. 9.SE - Identify the reagents a-c in the following scheme:Ch. 9.SE - Prob. 36APCh. 9.SE - Prob. 37APCh. 9.SE - Prob. 38APCh. 9.SE - How would you carry out the following...Ch. 9.SE - Prob. 40APCh. 9.SE - Synthesize the following compounds using 1-butyne...Ch. 9.SE - Prob. 42APCh. 9.SE - Prob. 43APCh. 9.SE - Prob. 44APCh. 9.SE - Prob. 45APCh. 9.SE - A hydrocarbon of unknown structure has the formula...Ch. 9.SE - Compound A(C9H12) absorbed 3 equivalents of H2 on...Ch. 9.SE - Hydrocarbon A has the formula C12H8. It absorbs 8...Ch. 9.SE - Occasionally, a chemist might need to invert the...Ch. 9.SE - Prob. 50APCh. 9.SE - Prob. 51APCh. 9.SE - Prob. 52APCh. 9.SE - Prob. 53APCh. 9.SE - Prob. 54APCh. 9.SE - Prob. 55APCh. 9.SE - Prob. 56APCh. 9.SE - Prob. 57AP
Knowledge Booster
Background pattern image
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
Macroscale and Microscale Organic Experiments
Chemistry
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Brooks Cole
Text book image
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning