EXAM 2 Flashcards
Predict the major product or provide either the reactant (s) or reagents to accomplish each of the following transformations. More than 1 step may be required to complete a transformation. Note: for reactions that result in the formation of a chiral molecule, indicate that enantiomer/diastereomers are formed and clearly show stereochemistry.
Predict the major product or provide either the reactant (s) or reagents to accomplish each of the following transformations. More than 1 step may be required to complete a transformation. Note: for reactions that result in the formation of a chiral molecule, indicate that enantiomer/diastereomers are formed and clearly show stereochemistry.
Predict the major product or provide either the reactant (s) or reagents to accomplish each of the following transformations. More than 1 step may be required to complete a transformation. Note: for reactions that result in the formation of a chiral molecule, indicate that enantiomer/diastereomers are formed and clearly show stereochemistry.
Predict the major product or provide either the reactant (s) or reagents to accomplish each of the following transformations. More than 1 step may be required to complete a transformation. Note: for reactions that result in the formation of a chiral molecule, indicate that enantiomer/diastereomers are formed and clearly show stereochemistry.
Predict the major product or provide either the reactant (s) or reagents to accomplish each of the following transformations. More than 1 step may be required to complete a transformation. Note: for reactions that result in the formation of a chiral molecule, indicate that enantiomer/diastereomers are formed and clearly show stereochemistry.
Provide the IUPAC name for the following molecule
Provide the IUPAC name for the following molecule
Please assign the configuration (E vs. Z) for each of the following alkenes, where appropriate.
Z
Please assign the configuration (E vs. Z) for each of the following alkenes, where appropriate.
Z
Draw the Reaction Coordinate Diagram for the following reaction. Clearly label and indicate positions for starting materials, intermediates, products, transition states, Activation Energy (EA) and Heat of Reaction (ΔHo), and rate determining step (RDS).
Please numerically rank the reactive intermediates in each of the following categories. [1 = most stable, 3 = most reactive (unstable).] Briefly rationalize each answer.
Please provide a reasonable arrow-pushing mechanism for each of the following reactions. Note: be sure to show all resonance structures (if any), lone pairs, and formal charges!
Hyperconjugation, or the overlap of a filled σ orbital with an empty unhybridized p orbital, is linked to the stability trend of carbocations. Please represent this phenomenon by explicitly drawing the hyperconjugation that occurs with an ethyl carbocation, clearly indicating the types of orbitals that are interacting, the phases of the orbitals, and hybridization of the carbons.
Please provide a reasonable arrow-pushing mechanism for each of the following reactions. Note: be sure to show all resonance structures (if any), lone pairs, and formal charges!
Please provide a reasonable arrow-pushing mechanism for each of the following reactions. Note: be sure to show all resonance structures (if any), lone pairs, and formal charges!
Predict the major product or provide either the reactant(s) or reagents to accomplish each of the following transformations. More than 1 step may be required to complete a transformation. Note: for reactions that result in the formation of a chiral molecule, indicate that enantiomers/diastereomers are formed and clearly show stereochemistry.
Predict the major product or provide either the reactant(s) or reagents to accomplish each of the following transformations. More than 1 step may be required to complete a transformation. Note: for reactions that result in the formation of a chiral molecule, indicate that enantiomers/diastereomers are formed and clearly show stereochemistry.
Predict the major product or provide either the reactant(s) or reagents to accomplish each of the following transformations. More than 1 step may be required to complete a transformation. Note: for reactions that result in the formation of a chiral molecule, indicate that enantiomers/diastereomers are formed and clearly show stereochemistry.
Predict the major product or provide either the reactant(s) or reagents to accomplish each of the following transformations. More than 1 step may be required to complete a transformation. Note: for reactions that result in the formation of a chiral molecule, indicate that enantiomers/diastereomers are formed and clearly show stereochemistry.
Predict the major product or provide either the reactant(s) or reagents to accomplish each of the following transformations. More than 1 step may be required to complete a transformation. Note: for reactions that result in the formation of a chiral molecule, indicate that enantiomers/diastereomers are formed and clearly show stereochemistry.
Please provide a reasonable synthesis for the following molecules using the starting material(s) given. You may use any additional reactants/reagents that your synthetic route may require.
Please provide a reasonable synthesis for the following molecules using the starting material(s) given. You may use any additional reactants/reagents that your synthetic route may require.
IUPAC Nomenclature. Provide the correct IUPAC nomenclature for the following compounds:
IUPAC Nomenclature. Provide the correct IUPAC nomenclature for the following compounds:
Alkene Diastereomers. Assign the alkenes in the following target molecules as either E or Z.
Alkene Diastereomers. Assign the alkenes in the following target molecules as either E or Z.
Numerically rank the reactive intermediates in each of the following categories. [1 = most stable, 4 = least stable] Briefly rationalize your answers.
Draw the major product of the following H-X addition to alkenes:
Using the curved-arrow formalism, provide a reasonable arrow-pushing mechanism for the following reaction. Note: be sure to show all lone pair electrons and formal charges!
Using the curved-arrow formalism, provide a reasonable arrow-pushing mechanism for the following reaction. Note: be sure to show all lone pair electrons and formal charges!
Predict major product(s) for the following reactions. Make sure to draw in stereochemistry. Also, which transformations are Markovnikov or have Markovnikov mechanistic steps?
Predict major product(s) for the following reactions. Make sure to draw in stereochemistry. Also, which transformations are Markovnikov or have Markovnikov mechanistic steps?
Predict major product(s) for the following reactions. Make sure to draw in stereochemistry. Also, which transformations are Markovnikov or have Markovnikov mechanistic steps?
Predict major product(s) for the following reactions. Make sure to draw in stereochemistry. Also, which transformations are Markovnikov or have Markovnikov mechanistic steps?
Predict major product(s) for the following reactions. Make sure to draw in stereochemistry. Also, which transformations are Markovnikov or have Markovnikov mechanistic steps?
Predict major product(s) for the following reactions. Make sure to draw in stereochemistry. Also, which transformations are Markovnikov or have Markovnikov mechanistic steps?
Predict major product(s) for the following reactions. Make sure to draw in stereochemistry. Also, which transformations are Markovnikov or have Markovnikov mechanistic steps?
Predict major product(s) for the following reactions. Make sure to draw in stereochemistry. Also, which transformations are Markovnikov or have Markovnikov mechanistic steps?
Identify what has changed in each transformation. Provide reagents to accomplish this transformation.
SM: Alkene
Product: epoxide
Reagents: MCPBA/DCM
Transformation: epoxidation
Identify what has changed in each transformation. Provide reagents to accomplish this transformation.
SM: Alkene
Product: Aldehyde
Reagents: 1. O3,MeOH, -78°C/ 2. DMS or Zn, AcOH
Transformation: Ozonolysis by Oxidative Cleavage
Identify what has changed in each transformation. Provide reagents to accomplish this transformation.
SM: Alkene
Product: cyclopropanation [CH2] carbene
Reagents: Simmons Smith: CH2I2/Zn(Cu), Et2O
Transformation: cyclopropanation
Identify what has changed in each transformation. Provide reagents to accomplish this transformation.
SM: Alkene
Product: cyclopropane [CCl2]
Reagents: KOH/CHCL3
Transformation: cyclopropanation
Identify what has changed in each transformation. Provide reagents to accomplish this transformation.
SM: Alkene
Product: Alkane
Reagents: H2/Pd/C
Transformation: Reduction catalytic hydrogenation (syn reduction)
Identify what has changed in each transformation. Provide reagents to accomplish this transformation.
SM: Alkene
Product: Syn-glycol
Reagents: a) OsO4,pyr/NaHSO3,H2O
Transformation: Syn-hydroxylation
Identify what has changed in each transformation. Provide reagents to accomplish this transformation.
SM: Syn-glycol
Product: Aldehyde
Reagents: HIO4/H2O-THF
Transformation: oxidative cleavage
Draw the mechanism for the following reaction
Identify what has changed in each transformation. Provide reagents to accomplish this transformation.
Identify what has changed in each transformation. Provide reagents to accomplish this transformation.
Provide the correct IUPAC nomenclature for the following compound
Provide the correct IUPAC nomenclature for the following compound
Provide the correct IUPAC nomenclature for the following compound
Draw a reasonable arrow-pushing mechanism for the following transformation
Predict major product(s) for the following reactions.
Predict major product(s) for the following reactions.
Predict major product(s) for the following reactions.
Predict major product(s) for the following reactions.
Predict major product(s) for the following reactions.
Predict major product(s) for the following reactions.
Predict major product(s) for the following reactions.
For each of the following
(1) identify what’s changed, and
(2) provide the conditions to accomplish the transformation:
For each of the following
(1) identify what’s changed, and
(2) provide the conditions to accomplish the transformation:
Hydroboration-oxidation converts alkenes into
alcohols with anti-Markovnikov regiochemistry.
