Biology/Chemistry: pH Level and Ionizable Groups

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The discussion revolves around the analysis of geranyl pyrophosphate, a molecule with three ionizable groups, at pH levels 1 and 7. At pH 1, the user questions whether all ionizable groups will be protonated, suggesting a structure that reflects this. At pH 7, the user seeks clarification on whether the groups will be unprotonated, presenting a revised structure. There is also uncertainty about treating the molecule as a triprotic acid, prompting a request for guidance on how to approach this concept. The conversation highlights the complexities of ionization states in different pH environments.
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Homework Statement



Select any molecule [from the assigned chapter] that has more than 2 ionizable groups. Write its structures, showing every atom, at pH levels 1 and 7.

Homework Equations



See below.

The Attempt at a Solution



http://en.wikipedia.org/wiki/Geranyl_pyrophosphate

The molecule that I chose is geranyl pyrophosphate:


____________________________________O_____O
____________________________________||____||
CH3C(CH3)=CHCH2CH2C(CH3)=CHCH2--O—P--O--P--O-
____________________________________|_____|
____________________________________O-____O-

This one does have 3 ionizable groups, right?

At pH 1, the molecule is under acidic conditions, so will all the ionizable groups be protonated?

____________________________________O_____O
____________________________________||____||
CH3C(CH3)=CHCH2CH2C(CH3)=CHCH2--O--P--O--P--OH
____________________________________|_____|
____________________________________OH____OH


At pH = 7, the presence of water can be presumed(?), so does this arise?


____________________________________O
____________________________________||
CH3C(CH3)=CHCH2CH2C(CH3)=CHCH2--O—P--OH
____________________________________|
____________________________________O-

+ __O
____||
HO--P--O-
____|
____O-


Thanks.
 
Last edited:
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Revision here.

At pH 1, will all the groups be protonated like so?

____________________________________O_____O
____________________________________||____||
CH3C(CH3)=CHCH2CH2C(CH3)=CHCH2--O--P--O--P--OH
____________________________________|_____|
____________________________________OH____OH


At pH 7, will all the groups be unprotonated like so?

____________________________________O_____O
____________________________________||____||
CH3C(CH3)=CHCH2CH2C(CH3)=CHCH2--O—P--O--P--O-
____________________________________|_____|
____________________________________O-____O-

Or must I treat this like a triprotic acid in which each group is protonated at various instances? (If so, how do I go about doing this?)

Thank you.
 
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