Burehardt, George Norman published the artcileArylsulfuric acids, Recommanded Product: Potassium 4-nitrophenyl sulfate, the publication is Journal of the Chemical Society (1926), 684-90, database is CAplus.
CISO2H (34 g.) run into a mixture of 100 g. PhNEt2 (or PhNMe2) in 100 cc. CS2 at not over 10° and then treated with 25 g. PhOH in 50 cc. CS2 gives, after treatment with a mixture of NaOH and Ba(OH)2, 90% of NaPhSO4, the PhNEt2 being readily recovered. If the base and PhOH are mixed before the ClSO2H is added the yield never exceeds 60%. If 19 g. SO3 in 80 cc. liquid SO2 is added to 20 g. PhOH and 60 g. PhNEt2 with cooling, there results 60% of NaPhSO4. p-O2NC6H4OH (30 g.) added to 25 g. SO2 and 29 g. C5H5N in 200 cc. boiling C6H6 gives 90-4% K p-nitrophenyl sulfate. Eugenol gives 70% of the sulfate. o-O2NC6H4OH reacts less readily and gives 25% of the sulfate with an equivalent amount of reagent, 56% with twice the theory. PhOH and PhNEt2 give 80-5% KPhSO4 with 1.5 mols. K2S2O7, 90% with 2 mols. The alkali salts of arylsulfuric acids are stable at 100° in neutral aqueous solution and require heating to boiling before rapid hydrolysis sets in in the presence of mineral acids. The Ba salt is decomposed by heating to 100° in H2O for 1.5 hrs., after which hydrolysis proceeds rapidly to completion in 2 hrs. The NH4 and Mg salts are of intermediate stability. All the salts are stable at 100° in aqueous AcONa, even in the presence of a considerable amount of AcOH. Hydrolysis of the K salt is also brought about by heating at 150° with strong alkali or with half concentrated NH4OH at 190-220° for 4 hrs. K phenyl sulfate, rhombohedral or 6-sided plates with apex angle 95°, solubility in EtOH at 17° 0.7%, in H2O 14%. Na salt, rhombic plates with 3H2O, solubility in EtOH at 17°, 7%, in H2O 31%. Ba salt, fine granules, solubility in EtOH 15%. The solubility of K o-tolyl sulfate in H2O at 17° is 22%, of the m-derivative, 9%; of the p-derivative, 10%. p-Toluidine tolyl sulfates are characteristic. The o-cresol salt, m. 125-7° (decomposition), the p-cresol salt, 149-51°. Oxidation of K m-tolyl sulfate with KMnO4 gives 80% of K m-carboxyphenyl sulfate, plates, 3.2 parts dissolving in 100 parts H2O at 17°. K α-naphthyl sulfate, long needles, soluble in 40 parts. H2O at 17°; the β-salt crystallines with 4H2O and dissolves in 70 parts H2O at 17°. Their oxidation was studied but definite products were not isolated.
Journal of the Chemical Society published new progress about 6217-68-1. 6217-68-1 belongs to esters-buliding-blocks, auxiliary class Salt,Nitro Compound,Sulfonate,Benzene, name is Potassium 4-nitrophenyl sulfate, and the molecular formula is C6H4KNO6S, Recommanded Product: Potassium 4-nitrophenyl sulfate.
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