Chapter 17 Flashcards Preview

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Flashcards in Chapter 17 Deck (14):
1

conjugated dienes

continuous system of overlapping pi bonds

2

preparation of conjugated dienes

from allylic halides via elimination or dihalides via 2 elimination reactions

3

preparation of conjugated dienes - reagants

bulky bases to prevent SN2 reactions

4

stability - bonds

conjugated are more stable

5

equilibrium conformation

trans conformation

6

Electrophilic addition of dienes

addition of HX
produces 2 products 1,2 and 1,4 adducts

7

Electrophilic addition - production of 2 products

first is produced normally, second is produced via resonance structure

8

Bromination of diene

produces 1,2 and 1,4 adducts
addition of BR molecules

9

Diels - Alder reactions

2 carbon bonds are formed simultaneously
favoured by moderate temps

10

Diels - Alder reactions - high temps

disfavours products
achieves reverse diels alder reaction (breaks compound in 2)

11

Dienophile - substituents

adding substituents causes reaction to occur more rapidly

12

Diene - Diels alder reaction

must be cis configuration
if it can be in cis form wont react

13

Endo

syn to the larger bridge
electron withdrawing substituents occupy endo
highly favoured

14

Exo

anti to large bridge