Sciencemadness Discussion Board

isopropanol peroxide

symboom - 16-5-2011 at 18:55

Isopropyl peroxide
http://msds.chem.ox.ac.uk/PR/2-propanol.html
http://www.bnl.gov/esh/shsd/programs/Program_Area_Chemicals_...

i thought oxidation of isopropanol alcohol turns it to acetone.
so would this work h2o2 into isopropanol alcohol then salt it out
Isopropyl peroxide or acetone what ever forms

bbartlog - 17-5-2011 at 04:34

MSDS is not really a source of any kind of reliable information about chemical reactions. For all you know someone threw that in there because diisopropyl ether forms peroxides and some vanishingly small fraction of that compound is present in anhydrous IPA. Or it's just total bunk.

entropy51 - 17-5-2011 at 05:48

Isopropanol (iPrOH) apparently does form peroxides. There is a report in J Chem Ed of an explosion while distilling iPrOH, apparently due to peroxides formed during storage.

Others, including someone here, I think panziandi, have reported strongly positive peroxide tests on old bottles of iPrOH.

PHILOU Zrealone - 18-5-2011 at 00:00

It is possible that like in the peroxydation process of isopropylbenzene (*) from air and splitting into phenol and aceton...the isopropanol does something similar(**)...yielding some aceton peroxyde and eventually dioxaaceton, cyclodiaceton, cyclotriaceton or cyclotetraaceton peroxydes...

C6H5-CH(CH3)2 + O2 --> C6H5-C(-O-O-H)(CH3)2 --> C6H5-OH + O=C(CH3)2
(*)the electron withdrawing effect of the benzene ring is helping to activate the benzylic hydrogen and the two methyl groups are stabilising the radicalar intermediary of the peroxydation

HO-CH(CH3)2 + O2 --> (HO-)(H-O-O-)C(CH3)2 --> H2O + ((-O-)2C(CH3)2)n (n between 1 and 4)
(**)the electron withdrawing effect of the hydroxy group might help to activate the isopropylic hydrogen and the two methyl groups are stabilising the radicalar intermediary of the peroxydation