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PowerPoint Morph Transition

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Example 1

SN2 reaction

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R1

R3

R2

G

Reaction coordinate

Stereoinversion in

the SN2 reaction

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‡

R1

R3

R2

G

Reaction coordinate

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R1

R3

R2

G

Reaction coordinate

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PowerPoint Morph Transition

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Example 2

E2 reaction

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⇒ The σC-H and σC-L bonds have to start coplanar...

B

→ The two p orbitals involved in the π bond of the product have to be in the same plane to overlap right from the beginning of the reaction because it’s a concerted reaction.

concerted

Stereoelectronic requirement of the E2 reaction

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... because the two p orbitals have to be parallel to overlap and form the π bond in the product.

B

→ The two p orbitals involved in the π bond of the product have to be in the same plane to overlap right from the beginning of the reaction because it’s a concerted reaction.

concerted

Stereoelectronic requirement of the E2 reaction

⇒ The σC-H and σC-L bonds have to start coplanar...

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PowerPoint Morph Transition

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Example 3

Diels-Alder reaction

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A

B

C

D

H

H

2

3

4

1

Stereochemical outcome of the Diels-Alder reaction

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H

H

2

4

1

A

B

C

D

3

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PowerPoint Morph Transition

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Example 4

thin-layer chromatography

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Elution of a reaction mixture and a reference compound

Use a capillary to spot the reaction mixture.

Use a capillary to spot the solution of reference compound.

Put the tlc plate in an elution jar then put the lid on.

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Elution of a reaction mixture and a reference compound

Elute until the solvent is ca. 1/4 inch from the top of the plate.

Quickly take the tlc plate out of the chamber.

With a pencil, mark the solvent front.