6619. m-Nitrophenol

Nomenclature

CAS number: 554-84-7
3-Nitrophenol.
C6H5NO3; mol wt 139.11.
C 51.80%, H 3.62%, N 10.07%, O 34.50%.

Description and references

Prepn by boiling diazotized m-nitroaniline with water and H2SO4: Adams, Wilson, Org. Synth. 3, 87 (1923); Bachmann, Rottschaefer, ibid. 18, 88 (1938); Manske, ibid. coll. vol. I, 404 (2nd ed., 1941).

Chemical structure

Properties

Monoclinic prisms from ether or dil HCl. d420 1.485; d4100 1.2797. mp 97°. bp70 194°. Dec when distilled at ordinary pressure. pK (18°) 8.34. Absorption spectrum: Baly et al., J. Chem. Soc. 97, 586 (1910); Marchlewski, Moroz, Bull. Soc. Chim. [4] 35, 476 (1924). An aq soln satd at 40° contains 3.02 g in 100 g soln; at 98.7°, 40.9 g: Sidgwick et al., J. Chem. Soc. 107, 1202 (1915). Soly (g/100 g solvent) in acetone: 169.35 (0.2°); 1305.9 (84°); in alcohol: 116.9 (1°); 1105.25 (85°); in ether: 105.9 (0.2°); 1065.8 (83°): Carrick, J. Phys. Chem. 25, 635 (1921). Sol in hot and dil acids, in caustic solns. Insol in petr ether. LD50 orally in mice, rats: 1414, 933 mg/kg, K. C. Back et al., Reclassification of Materials Listed as Transportation Health Hazards (TSA-20-72-3; PB214-270, 1972).

Use

As indicator in 0.3% soln in 50% alc. pH: 6.8 colorless, 8.6 yellow.