Diels-Alder

Question 1

General procedure:
weigh out …, …, and add … to a 100 mL Rb. Fk w/ stir bar
…
store and vacuum filter crystals

Answer 1

maleic anhydride; anthracene; toluene; reflux

Question 2

if dienophile has … substituents, Diels-Alder reaction takes place at …

Answer 2

e- withdrawing; high speed

Question 3

… product preferred

Answer 3

endo

Question 4

the reaction between cyclopentadiene and maleic anhydride occurs more rapidly than between two cyclopentadiene molecules because the .. on maleic anhydride shift electron density away from the sp2 Cs, making them more electrophilic and therefore causing maleic anhydride to be a … than cyclopentadiene. Thus, the reaction between maleic anhydride and cyclopentadiene occurs faster than between two cyclopentadiene molecules

Answer 4

Os; dienophile;

Question 5

Toluene here is …, relatively high-boiling inert solvent

Answer 5

solvent

Question 6

anhydrous conditions are important bc otherwise maleic anhydride would

Answer 6

hydrolyze

Question 7

purpose of stirring is to dissolve

Answer 7

anthracene

Question 8

(toxicity) anthracene: acute toxicity, … and .. irritation, skin ..

Answer 8

skin; eye; sensitization

Question 9

(toxicity) maleic anhydride: serious …, acute toxicity, .. and … irritation, respiratory …

Answer 9

eye damage; skin; eye; sensitization

Question 10

(toxicity) toluene (anhydrous): acute toxicity, … and .. irritation, .. sensitization

Answer 10

skin; eye; respiratory