Reactions of Alkenes (C=C)

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Last updated 9:27 PM on 7/5/26
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13 Terms

1
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Addition Reaction of an Alkene

carbon-carbon double bond breaks, and two new atoms or groups are added across the double bond, converting it into a single bond.

<p>carbon-carbon double bond breaks, and two new atoms or groups are added across the double bond, converting it into a single bond.</p>
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Addition Reaction Types

  1. Br2

  2. Br2/H2O

  3. MCPBA/ H+ H2O

  4. O5O4/NaHSO3

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Br2 (addition reaction)


Product: 2 Br’s. Pie bond broken, one Br coming to you, the other Br going away

<p><br>Product: <strong>2 Br’s</strong>. Pie bond broken, one Br coming to you, the other Br going away</p>
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Br2/H2O (Addition Reaction)

Product: Br & OH. Pie bond broken, one group going away from you and another coming towards you.

<p>Product: <strong>Br </strong>&amp;<strong> OH</strong>. Pie bond broken, one group going away from you and another coming towards you.</p>
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Diol: MCPBA/ H+ H2O (addition reaction)

Product: 2 OH’s, Pie bond broken, one OH coming to you, one going away

<p>Product:<strong> 2 OH’s</strong>, Pie bond broken, one OH coming to you, one going away</p>
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OSO4/ NaHSO3 (addition reaction)

Product: 2 OH’s, pie bond broken, both coming towards you or both going away from you

<p>Product:<strong> 2 OH’s</strong>, pie bond broken, both coming towards you or both going away from you</p>
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H2 & Pd/C (Reduction)

Product: Pie bond is broken, goes from being a cyclohexene to a cyclohexane.

<p>Product: Pie bond is broken, goes from being a cyclohexene to a cyclohexane.</p>
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CHCl3/ KOH

Product: pie bond is broken, both Carbons attach to a new carbon, and both Chlorines are also connected to that new Carbon, with one Chlorine coming towards you and one away from you.

<p>Product: pie bond is broken, both Carbons attach to a new carbon, and both Chlorines are also connected to that new Carbon, with one Chlorine coming towards you and one away from you.</p>
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CH2I2 & Zn/Cu (Simmon’s Smith Reaction)

Product: pie bond is broken, both Carbons are attached to a new carbon (can draw regular bond lines unless stereochemistry is asked, in which case both are coming towards you OR going away from you).

<p>Product: pie bond is broken, both Carbons are attached to a new carbon (can draw regular bond lines unless stereochemistry is asked, in which case both are coming towards you OR going away from you).</p>
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O3 & Zn/HOAc

Product: Find the double bond, Cut it, Put an oxygen (=O) on each carbon.

<p>Product: Find the <strong>double bond</strong>, <strong>Cut it, </strong>Put an <strong>oxygen (=O)</strong> on each carbon.</p>
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Oxymercuration

  1. Hg(OAc)2, THF/H2O

  2. NaBH4

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Oxymercuration

  1. BH3, THF/H2O

  2. H2O2/ OH-

(Major Product, OH gets added to MOST substituted Carbon)

<ol><li><p>BH<sub>3</sub>, THF/H<sub>2</sub>O</p></li><li><p>H<sub>2</sub>O<sub>2</sub>/ OH<sup>-</sup></p></li></ol><p>(<strong>Major Product</strong>, OH gets added to <u>MOST </u>substituted Carbon)</p>
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Hydroboration

  1. BH3, THF/ H2O

  2. H2O2/ OH-

(Minor product, OH goes to LEAST substituted Carbon)