3-HYDROXY-5-METHYL-BENZOICACID

White powder

The oxo compound (57 g, 0.21 mol) was added, along with magnesium oxide (38.1 g, 0.945 mol), to water (450 mL). The resulting mixture immediately became deep reddish orange and then turned pale brown within about 15 min. After heating for 30 min with stirring, excess magnesium oxalate and magnesium oxide were filtered off. The remainder was washed with warm water and the filtrate was concentrated into 30 mL in a vacuum by distillation. The concentrate was added to a mixture of conc. HCl and water (1:1, 50 mL, v/v) to form a precipitate which was then filtered, washed with cold water and dried. Recrystallization in water afforded the title compound as a pale brown solid (13.43 g, 42percent).m.p. 202-203° C. (literature value 207-208° C.); The oxo compound (57 g, 0.21 mol) was added, along with magnesium oxide (38.1 g, 0.945 mol), to water (450 mL). The resulting mixture immediately became deep reddish orange and then turned pale brown within about 15 min. After heating for 30 min with stirring, excess magnesium oxalate and magnesium oxide were filtered off. The remainder was washed with warm water and the filtrate was concentrated into 30 mL in a vacuum by distillation. The concentrate was added to a mixture of conc. HCl and water (1:1, 50 mL, v/v) to form a precipitate which was then filtered, washed with cold water and dried. Recrystallization in water afforded the title compound as a pale brown solid (13.43 g, 42%).m.p. 202-203 C. (literature value 207-208 C.); 1H NMR (D2O) delta 2.19 (s, 3H), 6.82 (s, 1H), 7.07 (s, 1H), 7.20 (s, 1H); 13C NMR (D2O) delta 20.20, 113.00, 121.03, 122.25, 130.65, 140.55, 155.34, 170.26.

Molecular Weight:152.15
XLogP3:1.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:152.047344113
Monoisotopic Mass:152.047344113
Topological Polar Surface Area:57.5
Heavy Atom Count:11
Complexity:155
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes