=SkyNET=
Hazard to Self
Posts: 52
Registered: 16-4-2006
Member Is Offline
Mood: Randy baby 
|
|
Phenylsodium>Phenol
How would I replace the Na with OH?
Sorry if this seems basic, but I can't find anything.
C6H5Na+H2O>NaOH+C6H6
Maybe peroxide?
[Edited on 15-5-2006 by =SkyNET=]
|
|
|
Maja
Hazard to Others
Posts: 143
Registered: 27-2-2006
Member Is Offline
Mood: No Mood
|
|
C6H6 is benzene, not phenol. I think it should work with HCl.
[Edited on 15-5-2006 by Maja]
|
|
|
12AX7
Post Harlot
Posts: 4803
Registered: 8-3-2005
Location: oscillating
Member Is Offline
Mood: informative
|
|
I don't see it, HCl would just leave the Na with the Cl and H with the C6H5 part.
A load of OH radicals probably would do it, H2O2 for instance, but I get the feeling weird stuff like peroxides and other reactions like straight
hydration would be preferred (unless you have nasty high test peroxide).
Tim
|
|
|
=SkyNET=
Hazard to Self
Posts: 52
Registered: 16-4-2006
Member Is Offline
Mood: Randy baby
|
|
I figured peroxide might work.
I guess i should expect a vigorous reaction.
| Quote: | | C6H6 is benzene, not phenol. I think it should work with HCl. |
I left off a sentence in my post explaining why i hydroxide wouldnt work. :p
[Edited on 15-5-2006 by =SkyNET=]
|
|
|
unionised
International Hazard
Posts: 5104
Registered: 1-11-2003
Location: UK
Member Is Offline
Mood: No Mood
|
|
Phenyl sodium wil deprotonate H2O2 to give sodium peroxide and benzene. The reaction will probably be fast enough to start thermally decomposing the
peroxide and I wouldn't like to be there when it happens.
I think that iodination then hydrolysis of the iodobenzene might work but I wouldn't like to bet on it and the hydrolysis isn't easy anyway.
C6H5Na +I2 --> C6H5I + NaI
C6H5I + H2O --> C6H5 OH +HI
|
|
|
Nicodem
Super Moderator
Posts: 4230
Registered: 28-12-2004
Member Is Offline
Mood: No Mood
|
|
I would assume phenyl sodium would be enough reactive to get oxidized by oxygen to sodium phenolate. However bubbling oxygen trough a solution of
phenyl sodium would be extremely stupid with regards of safety. Especially if the solvent would be combustible, it would be a bomb just waiting to
explode (all alkyl metals are highly pyrophoric and I never heard of their "controlled combustion"). I can't remember any noncombustible solvent that
would be able to solvate PhNa so you better forget such an experiment.
Why do you want to perform such a useless transformation anyway?
[Edited on 15-5-2006 by Nicodem]
…there is a human touch of the cultist “believer” in every theorist that he must struggle against as being
unworthy of the scientist. Some of the greatest men of science have publicly repudiated a theory which earlier they hotly defended. In this lies their
scientific temper, not in the scientific defense of the theory. - Weston La Barre (Ghost Dance, 1972)
Read the The ScienceMadness Guidelines!
|
|
|
=SkyNET=
Hazard to Self
Posts: 52
Registered: 16-4-2006
Member Is Offline
Mood: Randy baby
|
|
I agree with the safety mentions, but I have a certain plan for it.
How about chlorine?
C6H5Na+Cl2>C6H5Cl+NaCl
Then Cl>OH?
|
|
|
chemoleo
Biochemicus Energeticus
Posts: 3005
Registered: 23-7-2003
Location: England Germany
Member Is Offline
Mood: crystalline
|
|
Sorry you realise that phenylsodium isn't exactly an easy to come by compound? Most amateur chemists would sell their mother for it!  
You do realise there are plenty ways for making phenol with over the counter compounds??
Never Stop to Begin, and Never Begin to Stop...
Tolerance is good. But not with the intolerant! (Wilhelm Busch)
|
|
|
leu
Hazard to Others
Posts: 368
Registered: 13-10-2005
Member Is Offline
Mood: No Mood
|
|
Clearly the originator of this thread has little knowledge of the properties of phenylsodium, or alkali metals as far as that goes  There is no substitute for diligent study habits and the proper equipment when it comes
to compounds as dangerous as phenylsodium, please listen to Nicodem unless you have a death wish
Chemistry is our Covalent Bond
|
|
|
=SkyNET=
Hazard to Self
Posts: 52
Registered: 16-4-2006
Member Is Offline
Mood: Randy baby
|
|
I planned on only using milligram quantities of course. Anyone who has worked with sodium knows how hazardous it is. :O
|
|
|
turd
National Hazard
Posts: 800
Registered: 5-3-2006
Member Is Offline
Mood: No Mood
|
|
| Quote: | Originally posted by =SkyNET=
I planned on only using milligram quantities of course. Anyone who has worked with sodium knows how hazardous it is. :O |
Sodium is completely harmless as long as you don't throw it in a bucket 'o water.
The problem with PhNa is the Ph-, not the Na+. 
|
|
|
![[*]](images/xpblue/default_icon.gif){kind=icon}
