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Stability of Allyl Radicals

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Product Mixture in Radical Chlorination<br />

• Chlorination <strong>of</strong> CH 3CH 2CH 3 affords a 1:1 mixture <strong>of</strong> CH 3CH 2CH 2Cl and<br />

(CH 3) 2CHCl.<br />

• CH 3CH 2CH 3 has six 1° hydrogens and only two 2° hydrogens, so the<br />

expected product ratio <strong>of</strong> CH 3CH 2CH 2Cl to (CH 3) 2CHCl (assuming all<br />

hydrogens are equally reactive) is 3:1.<br />

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