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So the idea behind determining which compound is more acidic is linked to the stability of the conjugate bases. The more stable the conjugate base, the easier it is for the compound to lose a proton, the more acidic the compound.
Comparing the two conjugate bases, CF3- and CCl3-. The negative charge on CF3- is stabilised by the induction effect of the electronegative fluorine while the negative charge on CCl3- is stabilised by both induction effects of chlorine and by delocalisation. This delocation can happen in CCl3- because the filled 2p orbitals of C can overlap with the empty 3d orbitals of Cl which lowers the energy. Some people call this backbonding. However F does not have empty d orbitals and this overlap cannot occur.
Therefore, although the induction effect of F is stronger, the combination of induction and back bonding effect better stabilises the conjugate base in CHCl3, making it a stronger acid.
Neon Abyss
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Why is the dipole moment of chcl3 is more than chf3?
Even though F is more electronegative, CH3Cl has greater dipole moment because the bond length in this case is far longer than that in the case of CH3F since F is highly electronegative and it attracts the electron pair very strongly. Dipole moment is not just about charge, it is the product of charge and the bond length.
Is water more acidic than phenol?
No. Phenol is far more acidic than water.
Is a lemon more acidic than a grapefruit?
a lemon is more sour than a grapefruit because it is more acidic.
Why is methanol more acidic than water?
Methanol is not acidic, it is not dissociable.
Which is more acidic lemons or limes?
I think Limes are
Why is the dipole moment of chcl3 is more than chf3?
Even though F is more electronegative, CH3Cl has greater dipole moment because the bond length in this case is far longer than that in the case of CH3F since F is highly electronegative and it attracts the electron pair very strongly. Dipole moment is not just about charge, it is the product of charge and the bond length.
Is water more acidic than phenol?
No. Phenol is far more acidic than water.
Is a lemon more acidic than a grapefruit?
a lemon is more sour than a grapefruit because it is more acidic.
An acidic solution of ph12 is how many times more acidic than ph13?
Anything with a pH of more than 7 is not acidic at all, it is alkaline.
Why imides are more acidic than amides?
acidic proton
Why is methanol more acidic than water?
Methanol is not acidic, it is not dissociable.
Is wine more acidic than beer?
No, beer is actually less acidic than wine.
Which is more acidic lemons or limes?
I think Limes are
What is more acidic 3 or 6?
pH 3 is more acidic than pH 6
Is pH 9 more acidic than pH 4?
no. the lower the pH the more acidic
What is more acidic ph of 1 or 8?
whith PH, lower numbers are more acidic. so 1 is more acidic than 8.
What does the graph indicate about the relative acidity of these three locations?
The stomach is more acidic than the mouth, which is more acidic than the liver
