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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

Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter10: Oxidation And Reduction
Section: Chapter Questions
Problem 4CTQ
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Using the table determine which products are major in halogenation reaction Then draw arrows pushing mechanisms to explain formation of major product.
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: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
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
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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