General, Organic, and Biochemistry
General, Organic, and Biochemistry
9th Edition
ISBN: 9780078021541
Author: Katherine J Denniston, Joseph J Topping, Dr Danae Quirk Dorr
Publisher: McGraw-Hill Education
Question
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Chapter 11.5, Problem 11.19Q

(a)

Interpretation Introduction

Interpretation:

Equation for complete hydration of the alkyne given has to be written.

General, Organic, and Biochemistry, Chapter 11.5, Problem 11.19Q , additional homework tip  1

Concept Introduction:

Addition of water molecule to an unsaturated bond present in hydrocarbon is known as hydration.  In hydration of alkyne, the product formed is an aldehyde or a ketone depending upon the group that is attached to the carbon atom that is present in the unsaturated bond.  During hydration of alkyne an enol intermediate is formed which is unstable and it isomerizes to either an aldehyde or ketone.

General structure of alkyne can be given as,

General, Organic, and Biochemistry, Chapter 11.5, Problem 11.19Q , additional homework tip  2

Two cases are possible here.  One is that the R group can be hydrogen atom and R group can be an alkyl group.

R1 group being Hydrogen:

General, Organic, and Biochemistry, Chapter 11.5, Problem 11.19Q , additional homework tip  3

R1 group being alkyl:

General, Organic, and Biochemistry, Chapter 11.5, Problem 11.19Q , additional homework tip  4

(b)

Interpretation Introduction

Interpretation:

Equation for complete hydration of the alkyne given has to be written.

General, Organic, and Biochemistry, Chapter 11.5, Problem 11.19Q , additional homework tip  5

Concept Introduction:

Refer part (a).

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Part II. two unbranched ketone have molecular formulla (C8H100). El-ms showed that both of them have a molecular ion peak at m/2 =128. However ketone (A) has a fragment peak at m/2 = 99 and 72 while ketone (B) snowed a fragment peak at m/2 = 113 and 58. 9) Propose the most plausible structures for both ketones b) Explain how you arrived at your conclusion by drawing the Structures of the distinguishing fragments for each ketone, including their fragmentation mechanisms.
Part V. Draw the structure of compound tecla using the IR spectrum Cobtained from the compound in KBr pellet) and the mass spectrum as shown below. The mass spectrum of compound Tesla showed strong mt peak at 71. TRANSMITTANCE LOD Relative Intensity 100 MS-NW-1539 40 20 80 T 44 55 10 15 20 25 30 35 40 45 50 55 60 65 70 75 m/z D 4000 3000 2000 1500 1000 500 HAVENUMBERI-11

Chapter 11 Solutions

General, Organic, and Biochemistry

Ch. 11.3 - Draw each of the cis-trans isomers in Question...Ch. 11.3 - Prob. 11.7QCh. 11.3 - Prob. 11.8QCh. 11.5 - Prob. 11.6PPCh. 11.5 - Prob. 11.7PPCh. 11.5 - Prob. 11.9QCh. 11.5 - Write balanced equations for the hydrogenation of...Ch. 11.5 - Prob. 11.11QCh. 11.5 - Prob. 11.12QCh. 11.5 - Prob. 11.8PPCh. 11.5 - Prob. 11.13QCh. 11.5 - Prob. 11.14QCh. 11.5 - Prob. 11.15QCh. 11.5 - Prob. 11.16QCh. 11.5 - Prob. 11.9PPCh. 11.5 - Prob. 11.17QCh. 11.5 - Prob. 11.18QCh. 11.5 - Prob. 11.19QCh. 11.5 - Prob. 11.20QCh. 11.5 - Write a balanced equation for the hydrobromination...Ch. 11.6 - Name the following compounds using the IUPAC and...Ch. 11.6 - Prob. 11.21QCh. 11.6 - Prob. 11.22QCh. 11 - Prob. 11.23QPCh. 11 - Prob. 11.24QPCh. 11 - Prob. 11.25QPCh. 11 - Prob. 11.26QPCh. 11 - Prob. 11.27QPCh. 11 - Prob. 11.28QPCh. 11 - Prob. 11.29QPCh. 11 - Prob. 11.30QPCh. 11 - Prob. 11.31QPCh. 11 - Prob. 11.32QPCh. 11 - Prob. 11.33QPCh. 11 - Prob. 11.34QPCh. 11 - Prob. 11.35QPCh. 11 - Prob. 11.36QPCh. 11 - Prob. 11.37QPCh. 11 - Prob. 11.38QPCh. 11 - Prob. 11.39QPCh. 11 - Prob. 11.40QPCh. 11 - Prob. 11.41QPCh. 11 - Prob. 11.42QPCh. 11 - Prob. 11.43QPCh. 11 - Prob. 11.44QPCh. 11 - Prob. 11.45QPCh. 11 - Prob. 11.46QPCh. 11 - Which of the following alkenes can exist as...Ch. 11 - Prob. 11.48QPCh. 11 - Prob. 11.49QPCh. 11 - Prob. 11.50QPCh. 11 - Prob. 11.51QPCh. 11 - Prob. 11.52QPCh. 11 - Prob. 11.53QPCh. 11 - Prob. 11.54QPCh. 11 - Prob. 11.55QPCh. 11 - Prob. 11.56QPCh. 11 - Prob. 11.57QPCh. 11 - Prob. 11.58QPCh. 11 - Prob. 11.59QPCh. 11 - Prob. 11.60QPCh. 11 - Prob. 11.61QPCh. 11 - Prob. 11.62QPCh. 11 - Prob. 11.63QPCh. 11 - Prob. 11.64QPCh. 11 - Prob. 11.65QPCh. 11 - Prob. 11.66QPCh. 11 - Prob. 11.67QPCh. 11 - Prob. 11.68QPCh. 11 - Prob. 11.69QPCh. 11 - Prob. 11.70QPCh. 11 - Prob. 11.71QPCh. 11 - Prob. 11.72QPCh. 11 - Prob. 11.73QPCh. 11 - Prob. 11.74QPCh. 11 - Prob. 11.75QPCh. 11 - Prob. 11.76QPCh. 11 - Prob. 11.77QPCh. 11 - Prob. 11.78QPCh. 11 - Prob. 11.79QPCh. 11 - Prob. 11.80QPCh. 11 - Prob. 11.81QPCh. 11 - Prob. 11.82QPCh. 11 - Prob. 11.83QPCh. 11 - Write an equation for the addition reaction that...Ch. 11 - Prob. 11.85QPCh. 11 - Draw the structure of each of the following...Ch. 11 - Prob. 11.87QPCh. 11 - Prob. 11.88QPCh. 11 - Prob. 11.89QPCh. 11 - Prob. 11.90QPCh. 11 - Prob. 11.91QPCh. 11 - Prob. 11.92QPCh. 11 - Draw each of the following compounds, using...Ch. 11 - Prob. 11.94QPCh. 11 - Prob. 11.95QPCh. 11 - Prob. 11.96QPCh. 11 - Prob. 11.97QPCh. 11 - Prob. 11.98QPCh. 11 - Prob. 11.99QPCh. 11 - Prob. 11.100QPCh. 11 - Prob. 11.101QPCh. 11 - Prob. 11.102QPCh. 11 - Prob. 11.103QPCh. 11 - What biological molecules contain purine rings? Ch. 11 - Prob. 1CPCh. 11 - Prob. 2CPCh. 11 - Prob. 3CPCh. 11 - Prob. 4CPCh. 11 - Prob. 5CP
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