1,2,4,5-tetrahydroxybenzene Chemical Properties

Melting point:

210 °C

Boiling point:

477.1±40.0 °C(Predicted)

Density 

1.709±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

pka

9.72±0.23(Predicted)

Appearance

Gray to brown Solid

CAS DataBase Reference

636-32-8

1,2,4,5-tetrahydroxybenzene Usage And Synthesis

Synthesis

General procedure for the synthesis of 1,2,4,5-benzenetetrol from 2,5-dihydroxy-1,4-benzoquinone: To a solution of 2,5-dihydroxy-1,4-benzoquinone (2.0 g, 1.0 eq.) in hydrochloric acid (110 mL) was slowly added tin particles (2.068 g, 1.2 eq.). The reaction mixture was heated to 110 °C and maintained for 1 hour. When the temperature of the reaction solution was reduced to 50-60 °C, thermal filtration was carried out and the filtrate was subsequently cooled to 0 °C to promote crystallization, resulting in colorless crystals of 1,2,4,5-benzenetetrol (1.450 g, 74%). The product was characterized by 1H NMR (MeOD, 300 MHz): δ 5.0 (broad peak, 4H), 5.90 (single peak, 2H).ESI-MS showed molecular ion peak m/z 145.03 [M+].

References

[1] Journal of Organometallic Chemistry, 2000, vol. 614-615, p. 188 - 194
[2] Journal of Organic Chemistry, 2008, vol. 73, # 12, p. 4452 - 4457
[3] Chemistry - A European Journal, 2013, vol. 19, # 51, p. 17349 - 17357
[4] European Journal of Medicinal Chemistry, 2013, vol. 67, p. 269 - 279
[5] Collection of Czechoslovak Chemical Communications, 2012, vol. 77, # 3, p. 201 - 209