Reaction #431746

Reaction equation

2-Mercaptoethanol

p-benzoquinone

→

2-(β-hydroxyethylthio)-1,4-benzoquinone

Solvents

ethanol

Conditions

Workup

1. 1
   Otherwhile bubbling nitrogen through the suspension
2. 2
   OtherAt the end of 15 minutes
3. 3
   workup.WAITThe mixture is left
4. 4
   workup.STIRRINGwith stirring for 2 hours
5. 5
   Filtrationfiltered through a no
6. 6
   WashThe orange-red precipitate is washed with 3×50 ml of cold ethanol
7. 7
   Otherdried
8. 8
   OtherOrange crystals are obtained

Procedure

2-Mercaptoethanol (25.9 ml, 0.368 mole) is added in a single amount to a suspension of p-benzoquinone (80 g, 0.736 mole) in absolute ethanol (500 ml), with stirring and while bubbling nitrogen through the suspension. The temperature rises from 22° C. to 45° C. within 30 seconds and the mixture becomes a homogeneous red-brown. At the end of 15 minutes, a precipitate appears. The mixture is left to stand with stirring for 2 hours and filtered through a no. 4 frit. The orange-red precipitate is washed with 3×50 ml of cold ethanol and dried. Orange crystals are obtained

Source