Alkene/Alkyne Reactions

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65 Terms

1
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Hydrohalogenation

Alkene Reaction

<p>Alkene Reaction</p>
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Hydrohalogenation (with Rearrangement)

Alkene Reaction

<p>Alkene Reaction</p>
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Halogenation

Alkene Reaction

<p>Alkene Reaction</p>
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Hydrobromination with Peroxide

Alkene Reaction

<p>Alkene Reaction</p>
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Hydration

Alkene Reaction

<p>Alkene Reaction</p>
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Hydration (with rearrangement)

Alkene Reaction

<p>Alkene Reaction</p>
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Bromination in H₂O

Alkene Reaction

<p>Alkene Reaction</p>
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Oxymercuration-Demercuration

Alkene Reaction

<p>Alkene Reaction</p>
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Hydroboration-Oxidation

Alkene Reaction

<p>Alkene Reaction</p>
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Syn-Hydroxylation

Alkene Reaction

<p>Alkene Reaction</p>
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Anti-Hydroxylation

Alkene Reaction

<p>Alkene Reaction</p>
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Addition of an Alcohol

Alkene Reaction

<p>Alkene Reaction</p>
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Bromination in Alcohol

Alkene Reaction

<p>Alkene Reaction</p>
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Alkoxymercuration-Demercuration

Alkene Reaction

<p>Alkene Reaction</p>
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Epoxidation

Alkene Reaction

<p>Alkene Reaction</p>
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Catalytic Hydrogenation

Alkene Reaction

<p>Alkene Reaction</p>
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Ozonolysis (Reducing Conditions)

Alkene Reaction

<p>Alkene Reaction</p>
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Ozonolysis (Oxidizing Conditions)

Alkene Reaction

<p>Alkene Reaction</p>
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Oxidative Cleavage

Alkene Reaction

<p>Alkene Reaction</p>
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Catalytic Hydrogenation (Catalytic reduction)

Alkyne Reaction

<p>Alkyne Reaction</p>
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Reduction to Cis-Alkene

Alkyne Reaction

<p>Alkyne Reaction</p>
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Reduction to Trans-Alkene

Alkyne Reaction

<p>Alkyne Reaction</p>
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Hydrohalogenation with HBr (Terminal Alkyne)

Alkyne Reaction

<p>Alkyne Reaction</p>
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Hydrohalogenation with HBr (Internal Alkyne)

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Halogenation with Br₂

Alkyne Reaction

<p>Alkyne Reaction</p>
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Hydration of an Internal Alkyne

Alkyne Reaction

<p>Alkyne Reaction</p>
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Hydration of a Terminal Alkyne (Markovnikov)

Alkyne Reaction

<p>Alkyne Reaction</p>
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Hydration of a Terminal Alkyne (Anti-Markovnikov)

Alkyne Reaction

<p>Alkyne Reaction</p>
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SN2 Addition of an Acetylide Ion to an Alkyl Halide

Alkyne Reaction

<p>Alkyne Reaction</p>
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SN2 Addition of an Acetylide Ion to a Ketone

Alkyne Reaction

<p>Alkyne Reaction</p>
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SN2 Addition of an Acetylide Ion to an Epoxide

Alkyne Reaction

<p>Alkyne Reaction</p>
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Ozonolysis

Alkyne Reaction

<p>Alkyne Reaction</p>
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Oxidative Cleavage

Alkyne Reaction

<p>Alkyne Reaction</p>
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1,2-Hydride Shift

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1,2-Methyl Shift

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Allyl

Contains Resonance

<p>Contains Resonance</p>
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Which carbocations are too unstable to form?

Primary and Methyl carbocations

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Markovknikov Product

Alkene addition product from most stable carbocation intermediate

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Angle Strain

When rings deviate significantly from ideal bond angles

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Most stable carbon ring sizes

5 - 6 membered rings are most favorable - 109.5 Degree bond angles

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Oxygen bonds in a neutral state

Oxygen has 2 Bonds in a neutral state

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Oxygen with a positive charge

Oxygen with 3 bonds

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Ether

Carbon Groups on e(i)ther sides of an Oxygen

<p>Carbon Groups on e(i)ther sides of an Oxygen</p>
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Anti-Markovknikov Product

Alkene addition from the LEAST stable carbocation intermediate

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Peroxide

Oxygen single bonded to an Oxygen

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ROOR

Peroxide

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H₂O₂

Hydrogen Peroxide

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H₃O⁺

Acid

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CH₃OH

ROH

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Peroxy Acid

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Epoxide

3 Membered ring, with two carbons and an Oxygen

<p>3 Membered ring, with two carbons and an Oxygen</p>
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mCPBA

Peroxy Acid

<p>Peroxy Acid</p>
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O₃

Ozone

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(CH₃)₂S

DMS

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carboxylic acid

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Enol

OH Bonded to Carbon, double bonded to another carbon

<p>OH Bonded to Carbon, double bonded to another carbon</p>
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Ketone

O double bonded to Carbon

<p>O double bonded to Carbon</p>
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Peroxide with OH⁻, and H₂O

Basic Peroxide

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aldehyde

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alkylhalide

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Hydrobromination with peroxide of Alkynes

Br will go to least stable Carbon, producing Anti-markovnikov Product

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mCPBA/H₂O₂/Peroxy acids form:

Epoxide

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CH₃MgBr Acts as:

H3C-

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Lithium is a

Electrophile, gives away its electrons

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CHO

Aldehyde

<p>Aldehyde</p>