ORGANIC CHEMISTRY
ORGANIC CHEMISTRY
6th Edition
ISBN: 9781260826791
Author: SMITH
Publisher: MCG
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Chapter 10.10, Problem 17P
Interpretation Introduction

Interpretation: The reaction of 3methylcyclohexene with HCl gives 1chloro3methylcyclohexane and 1chloro1methylcyclohexane. The mechanism for the formation of these two products is to be drawn.

Concept introduction: The reaction of hydrogen halide with alkene results in the formation of alkyl halide. This type of reaction is an electrophilic addition of hydrogen halide. Electrophilic addition reactions are those in which breaking of pi bond take place to form new sigma bond. In this type of reaction, carbocation is formed during the formation of new bond.

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(a 4 shows scanning electron microscope (SEM) images of extruded actions of packing bed for two capillary columns of different diameters, al 750 (bottom image) and b) 30-μm-i.d. Both columns are packed with the same stationary phase, spherical particles with 1-um diameter. A) When the columns were prepared, the figure shows that the column with the larger diameter has more packing irregularities. Explain this observation. B) Predict what affect this should have on band broadening and discuss your prediction using the van Deemter terms. C) Does this figure support your explanations in application question 33? Explain why or why not and make any changes in your answers in light of this figure. Figure 4 SEM images of sections of packed columns for a) 750 and b) 30-um-i.d. capillary columns.³
fcrip = ↓ bandwidth Il temp 32. What impact (increase, decrease, or no change) does each of the following conditions have on the individual components of the van Deemter equation and consequently, band broadening? Increase temperature Longer column Using a gas mobile phase instead of liquid Smaller particle stationary phase Multiple Paths Diffusion Mass Transfer
34. Figure 3 shows Van Deemter plots for a solute molecule using different column inner diameters (i.d.). A) Predict whether decreasing the column inner diameters increase or decrease bandwidth. B) Predict which van Deemter equation coefficient (A, B, or C) has the greatest effect on increasing or decreasing bandwidth as a function of i.d. and justify your answer. Figure 3 Van Deemter plots for hydroquinone using different column inner diameters (i.d. in μm). The data was obtained from liquid chromatography experiments using fused-silica capillary columns packed with 1.0-μm particles. 35 20 H(um) 큰 20 15 90 0+ 1500 100 75 550 01 02 594 05 μ(cm/sec) 30 15 10

Chapter 10 Solutions

ORGANIC CHEMISTRY

Ch. 10.10 - Prob. 16PCh. 10.10 - Prob. 17PCh. 10.10 - Addition of HBr to which of the following alkenes...Ch. 10.11 - Problem 10.19 Draw the products, including...Ch. 10.11 - Prob. 20PCh. 10.12 - Problem 10.21 What two alkenes give rise to each...Ch. 10.12 - Prob. 22PCh. 10.13 - Problem 10.23 Draw the products of each reaction,...Ch. 10.14 - Problem 10.24 Draw all stereoisomers formed in...Ch. 10.15 - Prob. 25PCh. 10.16 - Problem 10.26 What alkylborane is formed from...Ch. 10.16 - Draw the products formed when each alkene is...Ch. 10.16 - What alkene can be used to prepare each alcohol as...Ch. 10.16 - Prob. 29PCh. 10.17 - Draw the products of each reaction using the two...Ch. 10.18 - Problem 10.31 Devise a synthesis of each compound...Ch. 10 - Give the IUPAC name for each compound. a.b.Ch. 10 - a Label the carbon-carbon double bond in A as E or...Ch. 10 - Prob. 34PCh. 10 - 10.35 Calculate the number of degrees of...Ch. 10 - Prob. 36PCh. 10 - Label the alkene in each drug as E or Z....Ch. 10 - Give the IUPAC name for each compound. a. c. e. b....Ch. 10 - Prob. 39PCh. 10 - 10.40 (a) Draw all possible stereoisomers of, and...Ch. 10 - Prob. 41PCh. 10 - 10.42 Now that you have learned how to name...Ch. 10 - Prob. 43PCh. 10 - Prob. 44PCh. 10 - Prob. 45PCh. 10 - Draw the products formed when (CH3)2C=CH2 is...Ch. 10 - What alkene can be used to prepare each alkyl...Ch. 10 - Prob. 48PCh. 10 - Draw the constitutional isomer formed in each...Ch. 10 - Prob. 50PCh. 10 - Draw all stereoisomers formed in each reaction. a....Ch. 10 - Draw the products of each reaction, including...Ch. 10 - Prob. 53PCh. 10 - Draw a stepwise mechanism that shows how all three...Ch. 10 - Less stable alkenes can be isomerized to more...Ch. 10 - Prob. 60PCh. 10 - Prob. 61PCh. 10 - Bromoetherification, the addition of the elements...Ch. 10 - Devise a synthesis of each product from the given...Ch. 10 - 10.65 Draw a synthesis of each compound from...
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