fluorination of alkanes is highly exothermic. Per Hammond’s postulate, assume that the transition state for radical fluorination is almost identical to the starting material. Assuming this fact, estimate the fraction of each monofluoro product formed in the fluorination of 2-methylbutane. Following are balanced equations for fluorination of propane to produce a mixture of1-fluoropropane and 2-fluoropropane.CH;CH,CH3 + F2CH;CH,CH,F + HFPropane1-FluoropropaneFCH,CH,CH3 + F,CH;CHCH, + HFPropane2-FluoropropaneAssume that each product is formed by a radical chain mechanism.

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Following are balanced equations for fluorination of propane to produce a mixture of 1-fluoropropane and 2-fluoropropane. CH;CH,CH3 + F2 CH;CH,CH,F + HF Propane 1-Fluoropropane F CH,CH,CH3 + F, CH;CHCH, + HF Propane 2-Fluoropropane Assume that each product is formed by a radical chain mechanism.

Following are balanced equations for fluorination of propane to produce a mixture of 1-fluoropropane and 2-fluoropropane. CH;CH,CH3 + F2 CH;CH,CH,F + HF Propane 1-Fluoropropane F CH,CH,CH3 + F, CH;CHCH, + HF Propane 2-Fluoropropane Assume that each product is formed by a radical chain mechanism.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter11: Ethers, Epoxides, And Sulfides

Section: Chapter Questions

Problem 11.18P

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Question

fluorination of alkanes is highly exothermic. Per Hammond’s postulate, assume that the transition state for radical fluorination is almost identical to the starting material. Assuming this fact, estimate the fraction of each monofluoro product formed in the fluorination of 2-methylbutane.

Following are balanced equations for fluorination of propane to produce a mixture of
1-fluoropropane and 2-fluoropropane.
CH;CH,CH3 + F2
CH;CH,CH,F + HF
Propane
1-Fluoropropane
F
CH,CH,CH3 + F,
CH;CHCH, + HF
Propane
2-Fluoropropane
Assume that each product is formed by a radical chain mechanism.

Definition Definition Simplest organic compounds that contain only single bonds between carbon – carbon atoms and carbon – hydrogen bonds. This means they are a series of saturated compounds with a general molecular formula, C n H 2n+2 .

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