free radical substitution (+ intro to mechanisms)

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14 Terms

1
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what is a haloalkane?

an alkane where at least 1 H atom has been replaced w/ a halogen atom

2
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what is the product of free rad sub?

haloalkanes

3
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what is a mechanism?

process showing the step by step movement of e- as reactants are converted into products

4
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what does a single headed curly arrow represent?

movement of a single e-

<p>movement of a single e<sup>- </sup></p>
5
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what does a double headed curly arrow represent?

movement of an e- pair

6
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what is a free radical?

a molecule w/ an odd no. of e- and so an unpaired e-

7
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how reactive are free radicals?

very reactive!

8
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name the steps of free rad sub:

  1. initiation

  2. propagation

  3. termination

9
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give the overall eqn for the reaction of methane w/ chlorine:

CH4 + Cl2 → CH3Cl + HCl

10
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describe and give the eqn for the initiation step of free rad sub of the reaction of methane w/ chlorine:

  • UV light breaks Cl molecules into free radicals by providing the E to break the Cl-Cl bond

  • Cl : Cl → . Cl + . Cl

<ul><li><p>UV light breaks Cl molecules into free radicals by providing the E to break the Cl-Cl bond</p></li><li><p>Cl : Cl → . Cl + . Cl</p></li></ul><p></p>
11
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which side are the radicals on in initiation?

RHS

12
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describe and give the eqn for the propagation step of free rad sub of the reaction of methane w/ chlorine:

  • Cl radicals react w/ alkanes in a chain reaction where the Cl radical acts as a catalyst

  • for each H replaced, there is a pair of propagation steps

  • . Cl + CH4 → HCl + . CH3

  • . CH3 + Cl2 → CH3Cl + . Cl

<ul><li><p>Cl radicals react w/ alkanes in a chain reaction where the Cl radical acts as a catalyst</p></li><li><p>for each H replaced, there is a pair of propagation steps</p></li><li><p>. Cl + CH<sub>4</sub> → HCl + . CH<sub>3</sub></p></li><li><p>. CH<sub>3</sub> + Cl<sub>2</sub> → CH<sub>3</sub>Cl + . Cl</p></li></ul><p></p>
13
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which side are the radicals on in propagation?

both sides

14
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describe and give the eqns for the termination step of free rad sub of the reaction of methane w/ chlorine:

  • when any 2 free radicals meet, they react to form a molecule w/ no unpaired e-, stopping the chain reaction

  • . Cl + .Cl → Cl2

  • OR . Cl + . CH3 → CH3Cl

  • OR . CH3 + . CH3 → C2H6

<ul><li><p>when any 2 free radicals meet, they react to form a molecule w/ no unpaired e<sup>-</sup>, stopping the chain reaction</p></li><li><p>. Cl + .Cl → Cl<sub>2</sub></p></li><li><p>OR . Cl + . CH<sub>3</sub> → CH<sub>3</sub>Cl</p></li><li><p>OR . CH<sub>3 </sub>+ . CH<sub>3</sub> → C<sub>2</sub>H<sub>6</sub></p></li></ul><p></p>