Alkene/Alkyne Reactions

Hydrohalogenation

Alkene Reaction

Hydrohalogenation (with Rearrangement)

Alkene Reaction

Halogenation

Alkene Reaction

Hydrobromination with Peroxide

Alkene Reaction

Hydration

Alkene Reaction

Hydration (with rearrangement)

Alkene Reaction

Bromination in H₂O

Alkene Reaction

Oxymercuration-Demercuration

Alkene Reaction

Hydroboration-Oxidation

Alkene Reaction

Syn-Hydroxylation

Alkene Reaction

Anti-Hydroxylation

Alkene Reaction

Addition of an Alcohol

Alkene Reaction

Bromination in Alcohol

Alkene Reaction

Alkoxymercuration-Demercuration

Alkene Reaction

Epoxidation

Alkene Reaction

Catalytic Hydrogenation

Alkene Reaction

Ozonolysis (Reducing Conditions)

Alkene Reaction

Ozonolysis (Oxidizing Conditions)

Alkene Reaction

Oxidative Cleavage

Alkene Reaction

Catalytic Hydrogenation (Catalytic reduction)

Alkyne Reaction

Reduction to Cis-Alkene

Alkyne Reaction

Reduction to Trans-Alkene

Alkyne Reaction

Hydrohalogenation with HBr (Terminal Alkyne)

Alkyne Reaction

Hydrohalogenation with HBr (Internal Alkyne)

Halogenation with Br₂

Alkyne Reaction

Hydration of an Internal Alkyne

Alkyne Reaction

Hydration of a Terminal Alkyne (Markovnikov)

Alkyne Reaction

Hydration of a Terminal Alkyne (Anti-Markovnikov)

Alkyne Reaction

SN2 Addition of an Acetylide Ion to an Alkyl Halide

Alkyne Reaction

SN2 Addition of an Acetylide Ion to a Ketone

Alkyne Reaction

SN2 Addition of an Acetylide Ion to an Epoxide

Alkyne Reaction

Ozonolysis

Alkyne Reaction

Oxidative Cleavage

Alkyne Reaction

1,2-Hydride Shift

1,2-Methyl Shift

Allyl

Contains Resonance

Which carbocations are too unstable to form?

Primary and Methyl carbocations

Markovknikov Product

Alkene addition product from most stable carbocation intermediate

Angle Strain

When rings deviate significantly from ideal bond angles

Most stable carbon ring sizes

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

Oxygen bonds in a neutral state

Oxygen has 2 Bonds in a neutral state

Oxygen with a positive charge

Oxygen with 3 bonds

Ether

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

Anti-Markovknikov Product

Alkene addition from the LEAST stable carbocation intermediate

Peroxide

Oxygen single bonded to an Oxygen

ROOR

Peroxide

H₂O₂

Hydrogen Peroxide

H₃O⁺

Acid

CH₃OH

ROH

Peroxy Acid

Epoxide

3 Membered ring, with two carbons and an Oxygen

mCPBA

Peroxy Acid

O₃

Ozone

(CH₃)₂S

DMS

carboxylic acid

Enol

OH Bonded to Carbon, double bonded to another carbon

Ketone

O double bonded to Carbon

Peroxide with OH⁻, and H₂O

Basic Peroxide

aldehyde

alkylhalide

Hydrobromination with peroxide of Alkynes

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

mCPBA/H₂O₂/Peroxy acids form:

Epoxide

CH₃MgBr Acts as:

H3C-

Lithium is a

Electrophile, gives away its electrons

CHO

Aldehyde