React molecule with cl2 and identify all mono halogenated productsThen label all stereogenic centers, R/S configuration and label reaction products as chiral or achiralThen determine major product using tableLastly draw arrow pushing mechanism to explain formation of major product in halogenation reaction 2-Bromo(tert-Butyl bromide)90%10%Less (primary)0.06%Expected (statistical) ratioC-H bond reactivityExperimental ratioMore (tertiary)99.94%In Summary Increased reactivity goes hand in hand with reduced selectivity in radioastitution reactions. Fluorine and chlorine, the more reactive halogens, discriminate hathe various types of C-H bonds much less than does the less reactive bromine (Table 3Relative Reactivities of the Four Types of Alkane C-H Bondsin HalogenationsTable 3-6F•C-H bondCl•(25°C, gas)(25°C, gas)Br.(150°C, gCH3-HRCH,-H"R,CH-HR;C-H0.50.00410.0021.2111.4480primary C-H bond.1700

When alkanes react with chlorine (Cl2), the mono substituted products are formed by breaking th eC-H…

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Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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React molecule with cl2 and identify all mono halogenated products Then label all stereogenic centers, R/S configuration and label reaction products as chiral or achiral Then determine major product using table Lastly draw arrow pushing mechanism to explain formation of major product in halogenation reaction

2-Bromo
(tert-Butyl bromide)
90%
10%
Less (primary)
0.06%
Expected (statistical) ratio
C-H bond reactivity
Experimental ratio
More (tertiary)
99.94%
In Summary Increased reactivity goes hand in hand with reduced selectivity in radioa
stitution reactions. Fluorine and chlorine, the more reactive halogens, discriminate ha
the various types of C-H bonds much less than does the less reactive bromine (Table 3
Relative Reactivities of the Four Types of Alkane C-H Bonds
in Halogenations
Table 3-6
F•
C-H bond
Cl•
(25°C, gas)
(25°C, gas)
Br.
(150°C, g
CH3-H
RCH,-H"
R,CH-H
R;C-H
0.5
0.004
1
0.002
1.2
1
1
1.4
4
80
primary C-H bond.
1700

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