Are thiols acidic?
Although thiols are weak acids, they are far stronger than alcohols. The sulfhydryl group is acidic enough to react with hydroxide ions to form thiolate salts. Thiolate anions are excellent nucleophiles.
Are thiols weak acids?
Alcohols and thiols are weak acids. In view of the similarity between the structures of water and alcohols, it may come as no surprise that their acidities are about the same. The conjugate bases of alcohols are generally called alkoxides.
What is the pKa of an alkane?
Alkenes and alkanes, which are not acidic at all, have pKa values above 30.
What is pH phenol?
Phenol is a weak acid. In aqueous solution in the pH range ca. 8 – 12 it is in equilibrium with the phenolate anion C6H5O− (also called phenoxide):
Is the acidity of alcohols and thiols the same?
Alcohols and thiols are weak acids. In view of the similarity between the structures of water and alcohols, it may come as no surprise that their acidities are about the same. The conjugate bases of alcohols are generally called alkoxides.
What happens when you add a strong base to a thiol?
First, a strong base deprotonates the thiol (we use NaH here, but many other bases could also be used). Secondly, we add an alkyl halide, and an S N 2 reaction results in formation of S-C and breakage of C-Br with inversion of stereochemistry.
What is the pKa value of phenazine?
pKa Values INDEX Inorganic 2 Phenazine 24 Phosphates 3 Pyridine 25 Carboxylic acids 4, 8 Pyrazine 26 HCO3 10.33* HSe– 11.00* 77 H2CrO4 -0.98 30 H 2S 7.00* 77
Which is the second oxidation pathway for thiols?
A second oxidation pathway involves oxidation of sulfides to sulfoxides and sulfones through treatment with oxidants such as O 3 (ozone) and peroxyacids such as m-chloroperoxybenzoic acid (mCPBA). Note that sulfur can exceed an octet of electrons whereas oxygen cannot. The oxidation of thiols to disulfides has important biological implications.