Other cycloadditions

Question 1

Draw a 1,3-dipol

Answer 1

Notes

Question 2

What kind of reactions are 1,3-dipolar cycloadditions

Answer 2

[3+2] or [4+2]

Question 3

Types of dipols

Answer 3

Stable, can be stored, and unstable which must be generated insitu

Question 4

Common stable dipols

Answer 4

Nitrone, azomethine ylides, ozone

Question 5

Common unstable dipols

Answer 5

Nitrile oxide, diazoalkane, azide

Question 6

How is regio chemistry determined for 1,3DPCA reaction?

Answer 6

Matching up charges. Charges are almost more formal due to formal charges on the resonance structures of the dipols

Question 7

Opportunities for secondary orbital interactions in 1,3DPCA reactions

Answer 7

Between atom 2 of the dipol and a substituent of the dipolarophile

Question 8

Conditions of [4+4], [2+2] cycloadditions

Answer 8

hv. These are photochemical reactions and are thermally forbidden as a result of them being 4n systems

Question 9

How to form ionic reactants from halogenated species?

Answer 9

Halides have a strong affinity to silver salts and will dissociate under the right conditions

Question 10

What is a cheleotropic reaction?

Answer 10

two new sigma bonds are formed or broken from the same atom

Question 11

What controls the stereochemistry of cheleotropic reactions

Answer 11

The steric interactions. There is little to no possibility for secondary orbital interactions

Question 12

Mechanisms for the loss of nitrogen and CO in cheleotropic reactions

Answer 12

Notes