[kaka422617]

as title
thanks a lot

[Arctic-Nation]

Not like this, no. Give us something to work with first, please.

[Sam (NG)]

What is basicity a measure of?  What is the electronegativity of nitrogen and oxygen?

[Yggdrasil]

Since we're talking about basicity, we're looking at the following reactions:

R-OH + H⁺  R-OH₂⁺

R-NH₂ + H⁺  R-NH₃⁺

So, one way to consider the problem is to consider which product is more stable, R-OH₂⁺ or R-NH₃⁺.  In other words, which atom is more stable with a positive charge: oxygen or nitrogen.

[kaka422617]

thanks a lot first
isn`t you mean that with a lower electronegativity value for N, it is better than O at donating it`s lone pair+ better at accomodating the postive charge?
can l also say that it is because of the H bond formation of the conjugate acid of alcohol with H2O, the +ve charge is further strengthened which destabilise the conjugate acid?

[Shinji]

thanks a lot first
isn`t you mean that with a lower electronegativity value for N, it is better than O at donating it`s lone pair+ better at accomodating the postive charge?
can l also say that it is because of the H bond formation of the conjugate acid of alcohol with H2O, the +ve charge is further strengthened which destabilise the conjugate acid?

Which one is more electronegative, O or N?

Stronger the acid, weaker and more stable the conj. base is. How is electronegativity related to stability?

[kaka422617]

then how to compare the stability of protonated alcohol and amine?
l am completely clueless

[kaka422617]

please help me..
really urgent..

[Yggdrasil]

Based on what you know about electronegativity, which atom would be more likely to form a bond (i.e. share electrons) with a proton, a more electronegative atom or a less electronegative atom?

[bromonium]

isn`t you mean that with a lower electronegativity value for N, it is better than O at donating it`s lone pair+ better at accomodating the postive charge?

That's the basic idea.  You can think of it both in terms of how electronegativity effects an atom's ability to handle a positive charge and how it effects an atom's ability to donate an electron pair to form a bond with hydrogen.

can l also say that it is because of the H bond formation of the conjugate acid of alcohol with H2O, the +ve charge is further strengthened which destabilise the conjugate acid?

I'm not sure exactly what you mean by this.  Are you talking about hydrogen bonding, the intermolecular attraction, or formation of a covalent bond to hydrogen (e.g. an O—H bond)?

[a student]

hi
I think all the replies are correct but I want to consider this problem as a diffrent point of view I think that the alcohol must have the lower energy state than amines because as the other friends has said before O is more electronegative than N so in a same reaction (protonation here) it's more difficult for alcohol to catch the transition state than the amines so amines must be more basic than alcohol