Is p-Toluenesulfonic acid a strong acid?
Is p-Toluenesulfonic acid a strong acid?
p-Toluenesulfonic acid is slightly soluble (in water) and an extremely strong acidic compound (based on its pKa). p-Toluenesulfonic acid (PTSA or pTsOH) or tosylic acid (TsOH) is an organic compound with the formula CH3C6H4SO3H. It is a white solid that is soluble in water, alcohols, and other polar organic solvents.
What does P TsOH do in a reaction?
p-TsOH catalyzed the coupling reaction by means of the synergistic catalysis of protonic acidity and soft basicity. Adding extra solvents to the reaction system was unfavorable for the reaction.
Is p-Toluenesulfonic acid a catalyst?
In the present study we have characterized commercially available p-toluenesulfonic acid monohydrate (TsOH) as an efficient catalyst for the intermolecular coupling of the aromatic nucleus with activated alkyl halides, alkenes, or tosylates under mild conditions in an open atmosphere.
What is the structure of p-Toluenesulfonic acid?
C7H8O3Sp-Toluenesulfonic acid / Formula
Is P Toluenesulfonate a good leaving group?
The methyl sulfate and p‐toluenesulfonate ions are good leaving groups because they are weak bases and are stabilized by resonance.
What is the density of p-Toluenesulfonic acid?
1.24 g/cm³p-Toluenesulfonic acid / Density
Are hemiacetals stable?
The equilibrium generally favors the aldehydes/ketones but cyclic hemiacetals are pretty stable. Treating an aldehyde or ketone with an alcohol (or a diol) plus acid will convert it to an acetal, via P A D P E A D.
Is TsOH a good nucleophile?
So why do we get elimination reactions with H2SO4 as acid (or H3PO4, or TsOH) whereas we get substitution reactions with HCl, HBr, and HI? The answer is that the HSO4– anion is a very poor nucleophile , being quite stabilized by resonance.
How do you dry p-Toluenesulfonic acid?
p-Toluenesulfonic acid monohydrate was dried at 80 °C under high-vacuum for 48 h.
What is the PKA of p-Toluenesulfonic acid?
p-Toluenesulfonic acid
Names | |
---|---|
Solubility in water | 67 g/100 mL |
Acidity (pKa) | −2.8 (water) reference for benzenesulfonic acid, 8.5 (acetonitrile) |
Structure | |
Molecular shape | tetrahedral at S |
Is OH or OCH3 a better leaving group?
What is this witchcraft? The weaker the base, the better the leaving group. This is why -OCH3 is a better leaving group, but it does not imply anything about the nucleophilicity.