Sciencemadness Discussion Board
Not logged in [Login ]
Go To Bottom

Printable Version  
Author: Subject: IBX oxidation
jenijjun
Harmless
*




Posts: 13
Registered: 17-11-2018
Member Is Offline


[*] posted on 21-7-2021 at 02:10
IBX oxidation


I was thinking about using IBX to selectively oxidize primary alcohols to aldehydes.
I've found papers using various solvents like acetone/water mixture[1], 2-methyl-2-propanol[2], DMSO or bromobenzene[3].
If someone had access to this paper[4] that would be great, it talks about easy oxidation and reusing the oxidant.

My question is:

1) What would be in general the best solvent & How to choose the most suitable solvent for a reaction?

2) Is this workup procedure correct?
"IBX reduces to iodosobenzoic acid which can be filtered out together with leftover IBX and oxidized back to IBX using Oxone and reused. After filtering the reaction mixture and distilling the solvent, we get reasonably pure aldehyde for further use."

3) Could be IBX prepared in situ from 2-iodobenzoic acid and potassium persulfate?

refs:

[1] https://pubs.acs.org/doi/abs/10.1021/jo026751w
[2] https://www.sciencedirect.com/science/article/abs/pii/S00404...
[3] https://www.scripps.edu/baran/images/pdf/pdf29.pdf
[4] https://pubs.acs.org/doi/10.1021/ol026427n

[Edited on 21-7-2021 by jenijjun]
View user's profile View All Posts By User
karlosĀ³
International Hazard
*****




Posts: 1520
Registered: 10-1-2011
Location: yes!
Member Is Offline

Mood: oxazolidinic 8)

[*] posted on 21-7-2021 at 03:44


Here is the paper you requested.

Attachment: more2002.pdf (52kB)
This file has been downloaded 265 times

View user's profile View All Posts By User
jenijjun
Harmless
*




Posts: 13
Registered: 17-11-2018
Member Is Offline


[*] posted on 22-7-2021 at 01:08


Thanks, that was helpful. And does anyone have access to this one? It deals with regeneration of IBX in situ.

https://pubs.rsc.org/en/content/articlelanding/2016/nj/c6nj0...
View user's profile View All Posts By User
karlosĀ³
International Hazard
*****




Posts: 1520
Registered: 10-1-2011
Location: yes!
Member Is Offline

Mood: oxazolidinic 8)

[*] posted on 22-7-2021 at 01:45


Its attached.

It seems like you don't know sci-hub(.do) yet?
You can fetch any document with its DOI by copying it in, everything up until 2020 though, nothing that comes later.

Attachment: bikshapathi2016.pdf (724kB)
This file has been downloaded 254 times

View user's profile View All Posts By User
jenijjun
Harmless
*




Posts: 13
Registered: 17-11-2018
Member Is Offline


[*] posted on 22-7-2021 at 02:41


Oh I didn't know that, thanks for your help:) I'll definitely use that
View user's profile View All Posts By User

  Go To Top