Any of you chemists know if sodium t-butoxide will wash the estrogen from syno while leaving test prop? If so, would it be safe to use?
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Syno and sodium t-butoxide...
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Originally posted by prolangtum
ill defer to BB, but, why do you not want to use NaOH?
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Originally posted by Billy_Bathgate
Yes. Its a tertiary base and will not sapinofy the propionate ester, but will still salt the estrogen.
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Originally posted by Billy_Bathgate
Yes. Its a tertiary base and will not sapinofy the propionate ester, but will still salt the estrogen.
First, Sodium t-butoxide is a 1000 times stronger of a base than water. That means that after someone heeds this advice and tries to use it to "salt out the estrogen", they will just be making NaOH solution anyway since that is what will form instantaniously when you add water to Sodium t-butoxide.
Second, The estradiol benzoate in syno is 3-estradiol benzoate, not 17-estradiol benzoate. This means the phenolic (more acidic) 3-OH is masked as an ester. All tert-butoxide will do is deprotonate the 17-OH and when you add water, even that will revert. This gets you absolutely nowhere.
This is my first time looking at the chemistry forum so please forgive the lateness of this post.
On a side note, if it were the 17-ester instead of the 3-ester, NaOH is plenty basic enough to deprotonate a phenol (Pka ~ 10). One would not have to resort to a harsher base. A quick NaOH wash will not saponify any esters either. That reaction takes time.
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