Science Quiz / Radical Halogenation True-False

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Can you state whether each of these statements about radical halogenation reactions are TRUE or FALSE?

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StatementTrue/False + Explanation
High yields of a single organic haloalkane result upon chlorination of cyclohexane.
The propagation steps of the free radical halogenation mechanism sum up to the net reaction.
High yields of a single organic haloalkane result upon radical bromination of 2-methylpentane.

Free radical chlorination is not selective.
The termination step in free radical halogenation may be classified as homogenic bond formation.
Two-headed arrows are used to illustrate arrow flow in the free radical halogenation mechanism.

Bond dissociation energies are always negative.
Upon monobromination of 2,3,4-trimethylpentane, one alkyl bromide product results.
Upon monochlorination of 2,3,4-trimethylpentane, four unique alkyl chloride products result.

Alkyl iodides may be prepared by free radical iodination.
Monochlorination of 2-methylpropane yields only one chloroalkane product.
The mechanism of free radical halogenation involves heterolytic cleavage reactions.

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