The Vespiary

The Hive => Chemistry Discourse => Topic started by: magstirrer on June 25, 2004, 08:52:00 PM

Title: benzyl alcohol 2 benzaldehyde
Post by: magstirrer on June 25, 2004, 08:52:00 PM
Any suggestions? Been UTFSE, but disappointlingly nothing specific was found... Google turns up some IBX-type oxidants, silica-supported dichromate/permanganate, CrO3... I am a bit stuck on this one. Benzyl alcohol is very cheap and available, the procedure need not be highly yielding... Would plain KMnO4 in solventless cold conditions do the job? Dichromate? MnO2? MnO2/H2SO4? KMnO4/H2SO4? All you knowledgeable bees are humbly asked for a little help on this one...
Title: TFSE and Rhodium's site
Post by: aia2 on June 25, 2004, 09:25:00 PM
I think I remember finding a few threads about converting alcohols to aldehydes (maybe not benzaldehyde in particular but there should be plenty there).

Also, here are two useful articles from rhodium.ws:

DMSO Oxidation of Benzyl Alcohols to Benzaldehydes (https://www.thevespiary.org/rhodium/Rhodium/chemistry/benzaldehydes.dmso.html)

(https://www.thevespiary.org/rhodium/Rhodium/chemistry/benzaldehydes.dmso.html)

Silica Gel Supported Jones Reagent For Oxidation Of Benzyl Alcohols To Benzaldehydes (https://www.thevespiary.org/rhodium/Rhodium/chemistry/alcohol2aldehyde.sjr.html)

(https://www.thevespiary.org/rhodium/Rhodium/chemistry/alcohol2aldehyde.sjr.html)
Title: Your skills on using the FSE suck.
Post by: Organikum on June 25, 2004, 09:32:00 PM
Your skills on using the FSE suck.

BzOH + HCl + H2O + calcium hypochlorite = benzaldehyde. Yields: 98%.

Post 513768 (https://www.thevespiary.org/talk/index.php?topic=6302.msg51376800#msg51376800)

(Organikum: "Bleach + EtOH = Ethylacetate", Chemistry Discourse)

and

Post 513944 (https://www.thevespiary.org/talk/index.php?topic=6302.msg51394400#msg51394400)

(Organikum: "From the "wanted references 1" ...", Chemistry Discourse)

the first reference here answers your question.