Table of Contents
- 1 Why guanidine is highly basic?
- 2 Why is guanidine more basic than urea?
- 3 Which of the following represented nitrogen are more basic?
- 4 Which is the most basic nitrogen?
- 5 What’s the most basic base?
- 6 What is the strongest basic solution?
- 7 What is the difference between urea and guanidine?
- 8 Why does guanidine show protonation equilibria?
Why guanidine is highly basic?
Guanidinium cation With a pKb of 0.4, guanidine is a strong base. Most guanidine derivatives are in fact salts containing the conjugate acid. ). As a result, its pKaH is 13.6 meaning that guanidine is a very strong base in water; in neutral water, it exists almost exclusively as guanidinium.
Why is guanidine more basic than urea?
Oxygen is more electronegative than that of nitrogen, thus like to retain its lone pare better than nitrogen (cf. basicity of water and ammonia). Therefore, in that sense alone, guanidine is a better base than urea.
Why is guanidine more basic than pyridine?
Guanidine [NH2−NH∣∣C−NH2] is more basic than pyridine because conjugate acid of guanidine has three equal contributing resonating structure.
What makes Ortho Diethynylbenzene Dianion a superbase?
Whereas the record-breaking ortho-diethynylbenzene dianion has a proton affinity of 440 kilocalories per mole. It’s hard to picture what that actually means, but put it this way: There’s a compound called benzene that’s known to be especially stable….Statistics.
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Which of the following represented nitrogen are more basic?
Nitrogen 3 is the most basic. All nitrogens are equally basic.
Which is the most basic nitrogen?
The ring nitrogen of DMAP is the most basic nitrogen, not the NMe2! The NMe2 is made less basic by being a pi-donor (see above) but the pyridine nitrogen is made more basic because it is the pi-acceptor here.
Which nitrogen is maximum basic?
Nitrogen 2 is most basic because the lone pair of nitrogen is localised and show most basic nature.
Which nitrogen in DBU is more basic?
sp3 hybridized nitrogen atom is more basic in nature.
What’s the most basic base?
Here is a list of the most common strong bases.
- LiOH – lithium hydroxide.
- NaOH – sodium hydroxide.
- KOH – potassium hydroxide.
- RbOH – rubidium hydroxide.
- CsOH – cesium hydroxide.
- *Ca(OH)2 – calcium hydroxide.
- *Sr(OH)2 – strontium hydroxide.
- *Ba(OH)2 – barium hydroxide.
What is the strongest basic solution?
In aqueous solutions, H3O+ is the strongest acid and OH− is the strongest base that can exist in equilibrium with H2O.
How many SP3 nitrogens are there in guanidine?
There are no s p 3 nitrogens in guanidine. Guanidine is isolobal to urea, where the carbonyl oxygen has been replaced by an imine N H. However, in principle it is still the same flat, resonance-stabilised molecule.
Are the ground state resonance structures in guanidine more basic?
However in guanidine, ground state resonance structures (see picture below) tend to make the $\\ce{sp^3}$ nitrogens less basic. Whether they are actually more or less basic than the $\\ce{sp^2}$ nitrogen I don’t know.
What is the difference between urea and guanidine?
Guanidine is isolobal to urea, where the carbonyl oxygen has been replaced by an imine N H. However, in principle it is still the same flat, resonance-stabilised molecule.
Why does guanidine show protonation equilibria?
In this case with guanidine there are two protonation equilibria occurring in parallel. Even though protonation of the $\\ce{sp^3}$ nitrogen is kinetically favored due to its increased basicity, the product we observe is from protonation of the $\\ce{sp^2}$ nitrogen due to its greater thermodynamic stability.