Fluorination of alkane free radical subsitutisn example of to is aud it leads formation ol mixture of various mono hala. products. CH - CH- CH, -CH3 2°c CHy- - CH- CH, -CH,-F | CH2- 3°c I'C CH - CH- CH -CH2 F -c - CH,-CHy + F- CH,-CH-CH,-CH3 fow Oalulogeneted
Fluorination of alkane free radical subsitutisn example of to is aud it leads formation ol mixture of various mono hala. products. CH - CH- CH, -CH3 2°c CHy- - CH- CH, -CH,-F | CH2- 3°c I'C CH - CH- CH -CH2 F -c - CH,-CHy + F- CH,-CH-CH,-CH3 fow Oalulogeneted
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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Question
Using the table determine which products are major in halogenation reaction
Then draw arrows pushing mechanisms to explain formation of major product.

Transcribed Image Text: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

Transcribed Image Text:example of
to
free radical substtutisn and it leads
is
Fluorination of alkane
an
moro halo.
poducts.
formetion ol mixture of various
CH2
Fa
CH2-CH- CH2-CH3
2°c'
CHy-CH- CH,-CH,F
|
3°c
CH - CH- CH -CH2
F
- си, —снg
-
CHz
F- CH,-CH- CH,-CHz
four monokalogeneted
products
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