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

Printable Version  
Author: Subject: Na(Ac)3BH
chemrox
International Hazard
*****




Posts: 2961
Registered: 18-1-2007
Location: UTM
Member Is Offline

Mood: LaGrangian

[*] posted on 8-2-2007 at 20:16
Na(Ac)3BH


Sodium cyanoborohydrie is a mild reducing agent useful for many reductive amination reactions but having the disadvantage of toxicity and a bit of bother to prepare. I found the following:

Preparation of Sodium Triacetoxyborohydride. Preparation
from sodium borohydride in situ prior to reduction is
our preferred method. To NaBH4 (74 mg), suspended in ethyl
acetate (15 mL) and cooled with an ice-water bath, was added
glacial acetic acid (3.05 equiv) by syringe over _5 min. Stirring
was continued for another 5 min until a clear solution was
formed. The solution is the ready-to-use reducing agent. For
large scale (3.5 g), the addition of acetic acid was performed
dropwise over _30 min and stirring continued for a further
30 min.

[Edited on 10-2-2007 by chemrox]
View user's profile View All Posts By User
Sergei_Eisenstein
Hazard to Others
***




Posts: 290
Registered: 13-12-2004
Location: Waziristan
Member Is Offline

Mood: training

[*] posted on 9-2-2007 at 12:33


Sodium triacetoxyborohydride is NaBH(OAc)3.



damnant quod non intelligunt
View user's profile View All Posts By User
chemrox
International Hazard
*****




Posts: 2961
Registered: 18-1-2007
Location: UTM
Member Is Offline

Mood: LaGrangian

[*] posted on 9-2-2007 at 21:54


Thanks for straightening that out. I was careless. I changed it accordingly

[Edited on 10-2-2007 by chemrox]
View user's profile View All Posts By User
Sergei_Eisenstein
Hazard to Others
***




Posts: 290
Registered: 13-12-2004
Location: Waziristan
Member Is Offline

Mood: training

[*] posted on 10-2-2007 at 06:25


I think you're ignorant rather then just careless. Sodium triacetoxyborohydride is NaBH(OAc)3 and not Na(Ac)3BH. Acetoxy is AcO while Ac is acyl. As far as I know, acetic acid sometimes is written as AcOH and not AcH. The compound you're currently referring to is sodium triacetylborohydride.



damnant quod non intelligunt
View user's profile View All Posts By User
panziandi
Hazard to Others
***




Posts: 490
Registered: 3-10-2006
Location: UK
Member Is Offline

Mood: Bored

[*] posted on 11-2-2007 at 18:52


sorry just like to point out to Sergi_Eisentein that Ac is not acyl but acetyl! yeah AcO is acetoxy! in theory AcH is infact acetaldehyde if one draws it out! :)
View user's profile Visit user's homepage View All Posts By User This user has MSN Messenger
chemrox
International Hazard
*****




Posts: 2961
Registered: 18-1-2007
Location: UTM
Member Is Offline

Mood: LaGrangian

[*] posted on 12-2-2007 at 21:33


sometimes these boards get visted by arrogant jerks.. so what? if I cared a lot about conventions I wouldn't come here but I try to use a shorthand others can follow and if I make mistakes I don't mind a polite reminder. I do so dislike rudenss don't you?
View user's profile View All Posts By User
Sergei_Eisenstein
Hazard to Others
***




Posts: 290
Registered: 13-12-2004
Location: Waziristan
Member Is Offline

Mood: training

[*] posted on 13-2-2007 at 11:24


Quote:
sorry just like to point out to Sergi_Eisentein that Ac is not acyl but acetyl! yeah AcO is acetoxy! in theory AcH is infact acetaldehyde if one draws it out!


Sorry to tell you, but I'm not Sergi :P But you're right that Ac is acetyl and not acyl. Let's blame my old teacher ;)

Quote:
sometimes these boards get visted by arrogant jerks.. so what? if I cared a lot about conventions I wouldn't come here but I try to use a shorthand others can follow and if I make mistakes I don't mind a polite reminder. I do so dislike rudenss don't you?


Conventions are necessary in chemistry, so in case you'd like to keep on practicing it as a hobby, I'd suggest you try to follow them up to a certain level. Nobody here wants to hear about your distillation setup exploding at 1496° Mendelsohn at a pressure of 96.3 picogrignard.

Considering rudeness, I don't dislike it when I consider it justified. Dogmatized religion, IMHO, is the only thing more disguisting than political correctness.




damnant quod non intelligunt
View user's profile View All Posts By User
JT07
Harmless
*




Posts: 1
Registered: 20-3-2007
Member Is Offline

Mood: No Mood

[*] posted on 20-3-2007 at 20:55


The method described here was rather dilute. Anyone tried to make NaH(OAc)4 at higher concentration?
View user's profile View All Posts By User

  Go To Top