The Vespiary

The Hive => Chemistry Discourse => Topic started by: Bandil on February 05, 2003, 12:03:00 PM

Title: Error in proc. on rh's page
Post by: Bandil on February 05, 2003, 12:03:00 PM

https://www.thevespiary.org/rhodium/Rhodium/chemistry/red-al.nitrostyrenes.html (https://www.thevespiary.org/rhodium/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...
Title: Yeah Bandil
Post by: pHarmacist on February 05, 2003, 04:13:00 PM
Nitromethane would yield nitrostyrene...

Title: vague, not wrong
Post by: Rhodium on February 05, 2003, 09:50:00 PM
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.
Title: *hmmm* I guess you are right rhodium...
Post by: Bandil on February 06, 2003, 12:33:00 PM
*hmmm*

I guess you are right rhodium...