WHITE_DEVIL (Hive Bee)
11-19-02 09:59
No 381245
      ethoxide question.  Bookmark   

sodium added to ethanol creates sodium ethoxide.
can this be done with any other alcohols?
Methanol?
 
 
 
 
    pHarmacist
(Hive Bee)
11-19-02 10:04
No 381246
      Yes  Bookmark   

...

"Turn on, Tune in and Drop Out"
 
 
 
 
    WHITE_DEVIL
(Hive Bee)
11-19-02 10:40
No 381266
      Thanks is it possible to make 'sodium methoxide' ...  Bookmark   

Thanks
is it possible to make 'sodium methoxide' and use this turn say, 2,5 di bromo benzaldehyde to 2,5 dimethoxy benzaldehyde (+ 2NaBr)
Also can this be done with other group 1 metals such as Li?
 
 
 
 
    pHarmacist
(Hive Bee)
11-19-02 10:58
No 381271
      No  Bookmark   

...

"Turn on, Tune in and Drop Out"
 
 
 
 
    Kreist
(Stranger)
11-19-02 11:07
No 381276
      Ethoxides....  Bookmark   

are used for transethylation of ester groups. Free hydroxy groups will not be methylated. Maybe you could use a quartenary ammonium salt for that?

It is good to have an end to journey toward;
but it is the journey that matters, in the end.
 
 
 
 
    raffike
(Hive Addict)
11-19-02 14:56
No 381343
      And there is sodium isopropoxide aswell  Bookmark   

And there is sodium isopropoxide aswell

A friend with speed is a friend indeed
 
 
 
 
    Rhodium
(Chief Bee)
11-19-02 16:08
No 381369
      The reaction is valid, but with some modifications  Bookmark   

You could protect the aldehyde function of 2,5-dibromobenzaldehyde as the acetal, then react it with an excess of sodium methoxide in methanol using a catalytic amount of Copper(I)bromide, followed by hydrolysis of the acetal to get 2,5-dimethoxybenzaldehyde.

Both instructions for acetal formation and methoxylation can be found at my page, but exemplified for 3,4,5-trimethoxybenzaldehyde and 5-bromovanillin respectively.