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词条 Dinitrobenzene
释义

  1. Properties

  2. References

Dinitrobenzenes are chemical compounds composed of a benzene ring and two nitro group (-NO2) substituents. The three possible arrangements of the nitro groups afford three isomers, 1,2-dinitrobenzene, 1,3-dinitrobenzene, and 1,4-dinitrobenzene. Each isomer has the chemical formula C6H4N2O4 and a molar mass of about 168.11 g/mol. 1,3-Dinitrobenzene is the most common isomer and it is used in the manufacture of explosives.

Properties

The dinitrobenzenes are all crystalline solids. The boiling points of the three isomers are relatively close; however, the melting points significantly differ. 1,4-Dinitrobenzene, which has the highest symmetry, has the highest melting point.

Dinitrobenzenes
IUPAC name 1,2-Dinitrobenzene 1,3-Dinitrobenzene 1,4-Dinitrobenzene
Other names o-Dinitrobenzene m-Dinitrobenzene p-Dinitrobenzene
Chemical structure
CAS number 528-29-0 99-65-0 100-25-4
25154-54-5 (Unspecified isomers)[1]
PubChem10707}}7452}}7492}}
Chemical formulaC6H4N2O4
Molar mass168.11 g/mol
Magnetic Susceptibility -65.98·10−6 cm3/mol -70.53·10−6 cm3/mol -68.30·10−6 cm3/mol
Physical statesolid
Appearance white solid yellowish solid pale yellow solid[2]
Melting point 118 °C[3] 89.6 °C[4] 174 °C[5]
Boiling point 318 °C[3] 297 °C[4] 299 °C[6]
Density 1.565 g/cm3 (17 °C)[6] 1.575 g/cm3 (18 °C)[6] 1.625 g/cm3 (18 °C)[6]
Vapor pressure 0.08 Pa (30 °C)[7] 0.07 Pa (30 °C)[7]
0.34 Pa (50 °C)[7] 0.23 Pa (50 °C)[7]
SolubilityInsoluble in water
GHS hazards[8]
R phrases{{R26/27/28}}{R33}{{R50/53}}
S phrases{{(S1/2)}}{S28}{{S36/37}}{S45}{{S60}}-{{S61}}

References

1. ^{{GESTIS|ZVG=530034|CAS=25154-54-5}}
2. ^{{cite journal|author=E. B. Starkey |title=Org. Synth. |year=1939 |volume=19 |page=40 |doi=10.15227/orgsyn.019.0040}}
3. ^{{GESTIS|ZVG=19920|CAS=528-29-0|Date=11 March 2008}}
4. ^{{GESTIS|ZVG=16330|CAS=99-65-0|Date=11 March 2008}}
5. ^{{GESTIS|ZVG=38820|CAS=100-25-4|Date=11 March 2008}}
6. ^Brockhaus ABC Chemie, VEB F.A. Brockhaus Verlag, Leipzig 1971.
7. ^{{cite journal | doi = 10.1016/j.tca.2010.11.034 | title=Triacetone triperoxide thermogravimetric study of vapor pressure and enthalpy of sublimation in 303–338K temperature range | journal=Thermochimica Acta | date=2011 | volume=514 | issue=1-2 | pages=37–43 | first=Hilsamar | last=Félix-Rivera}})
8. ^{{GHS}}

1 : Nitrobenzenes

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