Organic Chemistry: Principles And Mechanisms
Organic Chemistry: Principles And Mechanisms
2nd Edition
ISBN: 9780393663549
Author: KARTY, Joel
Publisher: W. W. Norton and Company
Question
Book Icon
Chapter 11, Problem 11.15P
Interpretation Introduction

Interpretation:

The complete, detailed mechanism for the given reaction is to be drawn, and the major product is to be drawn for the same reaction.

Concept introduction:

The triple bond in alkynes is sufficiently electron rich. The pi electrons in alkynes are easily accessible, and hence they readily undergo electrophilic addition reactions. Alkynes undergo acid catalyzed hydration reactions to yield a ketone. Step 1 is the electrophilic addition of proton, which produces a resonance-stabilized vinylic carbocation intermediate. In Step 2, water behaves as a nucleophile, attacking the positively charged carbon atom of that intermediate. Deprotonation in Step 3 produces the uncharged OH group, which is attached to an alkene carbon. The product of Step 3 is an enol. Under these conditions, the enol tautomerizes to the more stable keto form. Tetrafluoromethanesulfuric acid, also known as triflic acid, and 2, 2, 2-trifluoroethanol make it a strong acid that can be used as a catalyst in the acid-catalyzed hydration reactions of alkynes.

Blurred answer
Students have asked these similar questions
1. Predict the organic product(s) of the following reactions. Assume excess of reagents unless otherwise noted. a) &l BH3 •THF b) 1) NaOH 2) H3O+ solve d) ala 1) EtMgBr 2) H3O+ e) H2N سكر CuLi NH2 1) SOCI2 2) EtMgBr 3) H3O+ NC H3O+ Δ
There are 48 pairs of students in the following table. Each pair has quantitatively determined the mass of taurine in a 250 mL can of the popular energy drink marketed as “Munster” using High Performance Liquid Chromatography (HPLC). The class results are presented below:  QUESTION: Summarise and report these results including an indication of measurement uncertainty.  In both calculation samples calculate if an outlier is present, max value, number of samples, mean, standard deviation, g (suspect), g (critical) and t (critical).   Mass of Taurine (mg) Mass of Taurine (mg) (Table continued) 152.01 152.23 151.87 151.45 154.11 152.64 152.98 153.24 152.88 151.45 153.49 152.48 150.68 152.33 151.52 153.63 152.48 151.68 153.17 153.40 153.77 153.67 152.34 153.16 152.57 153.02 152.86 151.50 151.23 152.57 152.72 151.54 146.47 152.38 152.44 152.54 152.53 152.54 151.32…
Indicate the rate expressions for reactions that have order 0, 1, and 2.

Chapter 11 Solutions

Organic Chemistry: Principles And Mechanisms

Knowledge Booster
Background pattern image
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning