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100-25-4
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???(??):
1,4-????????;1,4-??????;P-??????;??-??????
???:
1,4-DINITROBENZENE
???(??):
P-DINITROBENZENE;p-dinitro-benzen;1,4-Dinitrobenzol;nsc3809;1.4-Dinitr;dithanea-4;Dithane a-4;p-dinitrlbinzene;4-Dinitrobenzene;1,4-dinitrlbenzene
CBNumber:
CB3152579
???:
C6H4N2O4
??? ??:
168.11
MOL ??:
100-25-4.mol
MSDS ??:
SDS

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170-173 °C(lit.)
?? ?
183.4 °C34 mm Hg(lit.)
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1.625 g/mL at 25 °C(lit.)
???
2.25 x 10-4 mmHg at 35 °C (Hine et al., 1963)
???
1.725 (589.3 nm)
???
150 °C
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Store below +30°C.
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???: 300ml? 1g? ????.
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?? ?????. (0.8g/L), 20°C??.
Merck
14,3273
BRN
1105828
Henry's Law Constant
4.79(x 10-7 atm?m3/mol) at 35 °C (approximate - calculated from water solubility and vapor pressure)
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NIOSH REL: TWA 1, IDLH 50; OSHA PEL: TWA 1 ACGIH TLV: TWA 0.15 ppm for all isomers (adopted).
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CAS ??????
100-25-4(CAS DataBase Reference)
EPA
p-Dinitrobenzene (100-25-4)
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  • ?? ? ?? ??
  • ?? ? ???? ?? (GHS)
??? ?? T+,N,T,F
?? ???? ?? 26/27/28-33-34-50/53-52/53-39/23/24/25-23/24/25-11
????? 28-36/37-45-60-61-16
????(UN No.) UN 3443 6.1/PG 2
OEB C
OEL TWA: 1 mg/m3 [skin]
WGK ?? 3
RTECS ?? CZ7525000
TSCA Yes
?? ?? 6.1
???? II
HS ?? 29042090
?? ?? ??? 100-25-4(Hazardous Substances Data)
?? IC50 (24-h) for river bacteria 1.27 mg/L (Yuan and Lang, 1997).
???? ?? KE-11935
????(GHS): GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
?? ?: Danger
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?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
H373 ??? ?? ?? ???? ??(??, ??? ?? ??? ?? ??? ??)? ??? ??? ? ?? ?? ???? ?? - ?? ?? ?? 2 ?? P260, P314, P501
H410 ??? ??? ?? ????? ?? ??? ?? ????? ?? - ?? ?? 1 ?? GHS hazard pictograms P273, P391, P501
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P262 ?, ??, ??? ?? ??? ???.
P264 ?? ??? ?? ??? ????.
P264 ?? ??? ?? ??? ????.
P273 ???? ???? ???.
P280 ????/???/???/?????? ?????.
NFPA 704
1
3 4

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light yellow powder

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Clear, colorless to white crystalline solid or monoclinic crystals. Slowly turns yellow on exposure to air.

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1,4-Dinitrobenzene is used in a study to evaluate the ionization mechanism and solvent effect by novel atmospheric pressure photoionization mass spectrometry in negative ion mode for analysis of some compounds. 1,4-Dinitrobenzene can be used in synthesis of dyes and dye intermediates.

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ChEBI: A dinitrobenzene carrying nitro groups at positions 1 and 4.

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Colorless to yellow solid. Sinks and mixes slowly with water.

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Slowly mixes with water.

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All three isomers have similar properties and may react vigorously with oxidizing materials. Their reaction with nitric acid (nitration) will lead to a mixture of trinitrobenzenes possessing high-explosive properties [Urbanski, 1967, vol. 3, p. 290]. If heat and reaction conditions of the nitration are not controlled, detonation comparable to TNT may occur [Anon., J. R. Inst. Chem., 1960, 84, p. 451]. Mixture of 1,3-dinitrobenzene with tetranitromethane was found highly explosive [Urbanski, 1964, vol. 1, 592]. 1,2-dinitrobenzene is a severe explosion hazard when shocked or exposed to heat or flame. When heated to decomposition all dinitrobenzens emit toxic fumes of nitrogen oxides [Sax, 9th ed., 1996, p. 1374].

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INHALATION OR INGESTION: Headache, vertigo, nausea, vomiting, diarrhea, fever, rapid weak pulse, decreased blood pressure, cyanosis, exhaustion, hepatomegaly, jaundice, albuminurea, hematuria, visual scotomata, amblyopia and nystagmus. EYES: Irritation. SKIN: Stains skin yellow; if skin contact is prolonged, can be absorbed into blood causing same symptoms as for inhalation.

Safety Profile

Suspected carcinogen. Poison by ingestion. Mutation data reported. Mxture with nitric acid is a high explosive. When heated to decomposition it emits toxic fumes of NOx. See also 0and mDINITROBENZENE

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Biological. In activated sludge inoculum, following a 20-d adaptation period, no biodegradation was observed (Pitter, 1976).
Photolytic. Low et al. (1991) reported that the nitro-containing compounds (e.g., 2,4- dinitrophenol) undergo degradation by UV light in the presence of titanium dioxide yielding ammonium, carbonate, and nitrate ions. By analogy, 1,4-dinitrobenzene should degrade forming identical ions.
Chemical/Physical. Releases toxic nitrogen oxides when heated to decomposition (Sax and Lewis, 1987). 1,4-Dinitrobenzene will not hydrolyze in water (Kollig, 1993).

Purification Methods

Crystallise 1,4-dinitrobenzene from EtOH or EtOAc. Dry it under vacuum over P2O5. It can be sublimed in a vacuum. [Beilstein 5 IV 741.]

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