Bandil (Hive Bee)
02-05-03 12:03
No 404680
      Error in proc. on rh's page  Bookmark   


../rhodium/chemistry /red-al.nitrostyrenes.html


On the page in the experimental section there is stated:

Typically, a solution of the substituted benzaldehyde (1 mmol) and NH4OAc (1.25 mmol) in nitroethane was refluxed for the specified time. The mixture was cooled immediately in liquid N2 or Acetone-solid CO2, diluted with CH2Cl2, and filtered while cold. Solvent was removed in vacuo, and the remaining beta-nitrostyrene was recrystallized by known procedures6.


AFAIK the given procedure would give the corresponding nitropropene and not the nitrostyrene...
 
 
 
 
    pHarmacist
(Hive Addict)
02-05-03 16:13
No 404736
      Yeah Bandil  Bookmark   

Nitromethane would yield nitrostyrene...

Accept No Imitations, There Can Only Bee One; www.the-hive.ws
 
 
 
 
    Rhodium
(Chief Bee)
02-05-03 21:50
No 404796
      vague, not wrong  Bookmark   

It is no error, phenyl-2-nitropropene is beta-methyl-beta-nitrostyrene so calling it a beta-nitrostyrene is just being vague, not wrong. You could say "nitroalkene" too, being even more unspecific as to exactly what compound is being discussed.

Just take a look in Pihkal, where Shulgin refers to substituted phenyl-2-nitropropenes as "nitrostyrenes" all the time.
 
 
 
 
    Bandil
(Hive Bee)
02-06-03 12:33
No 405058
      *hmmm* I guess you are right rhodium...  Bookmark   

*hmmm*

I guess you are right rhodium...