1,4-Dinitrobenzene

1,4-Dinitrobenzene is an organic compound with the formula C6H4(NO2)2. It is one of three isomers of dinitrobenzene. The 1,4-isomer is most symmetrical. The compound is a yellow solid that is soluble in organic solvents. It is prepared from 4-nitroaniline by diazotization followed by treatment with sodium nitrite in the presence of a copper catalyst.[1]

1,4-Dinitrobenzene
Names
Preferred IUPAC name
1,4-Dinitrobenzene
Other names
para-dinitrobenzene
Identifiers
3D model (JSmol)
1105828
ChemSpider
ECHA InfoCard 100.002.576
EC Number
  • 202-833-7
RTECS number
  • CZ7525000
UNII
UN number 3443 1597
  • InChI=1S/C6H4N2O4/c9-7(10)5-1-2-6(4-3-5)8(11)12/h1-4H
    Key: FYFDQJRXFWGIBS-UHFFFAOYSA-N
  • C1=CC(=CC=C1[N+](=O)[O-])[N+](=O)[O-]
Properties
C6H4N2O4
Molar mass 168.108 g·mol−1
Appearance pale yellow solid
Density 1.625 g/cm3
Melting point 173 °C (343 °F; 446 K)
Boiling point 299 °C (570 °F; 572 K)
69 mg/L
Hazards
GHS labelling:
GHS06: ToxicGHS08: Health hazardGHS09: Environmental hazard
Danger
H300, H310, H330, H373, H410
P260, P262, P264, P270, P271, P273, P280, P284, P301+P310, P302+P350, P304+P340, P310, P314, P320, P321, P322, P330, P361, P363, P391, P403+P233, P405, P501
Flash point 150 °C (302 °F; 423 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References
  1. E. B. Starkey (1939). "p-Dinitrobenzene". Org. Synth. 19: 40. doi:10.15227/orgsyn.019.0040.
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