| Identification | More | [Name]
4-Nitroaniline | [CAS]
100-01-6 | [Synonyms]
1-AMINO-4-NITROBENZENE
4-NITROANILINE
4-NITROBENZENAMINE
AKOS 92446
AURORA KA-7786
P-AMINONITROBENZENE
PARA NITRO ANILINE
PNA
P-NITRANILINE
P-NITROANILINE
P-NITROPHENYLAMINE
+Kitronnilin
4-Aminonitrobenzene
4-Nitraniline
4-nitro-anilin
4-nitro-benzenamin
4-Nitro-phenylamine
Aniline, 4-nitro-
Aniline, p-nitro-
aniline,p-nitro | [EINECS(EC#)]
202-810-1 | [Molecular Formula]
C6H6N2O2 | [MDL Number]
MFCD00007858 | [Molecular Weight]
138.12 | [MOL File]
100-01-6.mol |
| Chemical Properties | Back Directory | [Appearance]
p-Nitroaniline consists of yellow crystals with a
pungent, faint ammonia-like odor. | [Melting point ]
147 °C | [Boiling point ]
332 °C | [density ]
1,437 g/cm3 | [vapor density ]
4.77 (vs air) | [vapor pressure ]
1.33 hPa (142 °C) | [refractive index ]
1.6465 (estimate) | [Fp ]
329 °F
| [storage temp. ]
Store at R.T. | [solubility ]
ethanol: soluble25mg/mL, slightly hazy, yellow to brownish-yellow | [Colour Index ]
37035 | [form ]
crystalline
| [pka]
1(at 25℃) | [color ]
yellow
| [Specific Gravity]
1.437 | [Odor]
Ammonia odor | [PH Range]
7 | [Stability:]
Stable. Incompatible with sodium hydroxide, strong oxidizing agents, strong reducing agents. May attack some plastics, rubber and coatings. May decompose explosively in the presence of initiators. Moisture sensitive. May be light and air-sensitive. | [Water Solubility ]
0.8 g/L (20 ºC) | [Detection Methods]
HPLC,NMR | [Merck ]
14,6584 | [BRN ]
508690 | [Henry's Law Constant]
1.15 x 10-9 atm?m3/mol at 25 °C (thermodynamic method-GC/UV spectrophotometry, Altschuh et al., 1999) | [Dielectric constant]
56.3（160.0℃） | [Exposure limits]
NIOSH REL: TWA 3; IDLH 300; OSHA PEL: TWA 6; ACGIH TLV:
TWA 3 (adopted). | [LogP]
1.2 at 30℃ | [CAS DataBase Reference]
100-01-6(CAS DataBase Reference) | [NIST Chemistry Reference]
p-Nitroaniline(100-01-6) | [Storage Precautions]
Moisture sensitive | [EPA Substance Registry System]
100-01-6(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
T,F | [Risk Statements ]
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
R33:Danger of cumulative effects.
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R39/23/24/25:Toxic: danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed .
R11:Highly Flammable. | [Safety Statements ]
S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) .
S36/37:Wear suitable protective clothing and gloves .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S16:Keep away from sources of ignition-No smoking .
S1/2:Keep locked up and out of the reach of children .
S7:Keep container tightly closed . | [RIDADR ]
UN 1661 6.1/PG 2
| [WGK Germany ]
2
| [RTECS ]
BY7000000
| [F ]
8 | [Autoignition Temperature]
500 °C | [Hazard Note ]
Toxic | [TSCA ]
Yes | [HazardClass ]
6.1 | [PackingGroup ]
II | [HS Code ]
29214210 | [Safety Profile]
Poison by ingestion,
intravenous, and intraperitoneal routes.
Moderately toxic by intramuscular route.
Mutation data reported. Acute symptoms of
exposure are headache, nausea, vomiting,
weakness and stupor, cyanosis and
methemoglobinemia. Chronic exposure can
cause liver damage. Experimental reproductive
effects. Combustible when exposed to
heat or flame. See NITRATES for explosion
and disaster hazards. To fight fire, use water
spray or mist, foam, dry chemical, CO2.
Vigorous reaction with sulfuric acid above
200°C. Reaction with sodium hydroxide at
13O°C under pressure may produce the
explosive sodium-4-nitrophenoxide. When
heated to decomposition it emits toxic
fumes of NOx. See also m-
NITROANILINE, o-NITROANILINE,
NITRO COMPOUNDS OF AROMATIC
HYDROCARBONS, and ANILINE
DYES. | [Hazardous Substances Data]
100-01-6(Hazardous Substances Data) | [Toxicity]
Acute LD50 for wild birds 75 mg/kg, guinea pigs 450 mg/kg, mice 810 mg/kg, quail 1,000
mg/kg, rats 750 mg/kg (quoted, RTECS, 1985). | [IDLA]
300 mg/m3 |
| Hazard Information | Back Directory | [General Description]
Yellow solid with a mild odor. Sinks in water. | [Reactivity Profile]
P-NITROANILINE may react vigorously with sulfuric acid above 392° F. P-NITROANILINE, [SOLID] may also react with sodium hydroxide at 266° F. Under pressure, P-NITROANILINE, [SOLID] may produce an explosive compound. P-NITROANILINE, [SOLID] is incompatible with strong oxidizers and strong reducing agents. P-NITROANILINE, [SOLID] is capable of explosive decomposition with strong initiators. P-NITROANILINE, [SOLID] will attack some forms of plastics, rubber and coatings. | [Air & Water Reactions]
P-NITROANILINE, [SOLID] may be sensitive to prolonged exposure to air and light. Insoluble in water. This chemical is sensitive to moisture. | [Hazard]
Explosion risk. Toxic when absorbed by
skin. Methemoglobinemia, liver damage and eye
irritant. Questionable carcinogen. | [Health Hazard]
Inhalation or ingestion causes headache, drowsiness, shortness of breath, nausea, methemoglobinemia, and unconsciousness; fingernails, lips, and ears become bluish; prolonged and excessive exposures may also cause liver damage. Contact with eyes causes irritation and possible corneal damage. Contact with skin causes irritation; continued exposure may cause same symptoms as inhalation or ingestion. | [Potential Exposure]
p-Nitroaniline is used as an intermediate
in the manufacture of dyes; antioxidants, pharmaceuticals,
and pesticides. | [First aid]
If this chemical gets into the eyes, remove any
contact lenses at once and irrigate immediately for at least
15 minutes, occasionally lifting upper and lower lids.
Seek medical attention immediately. If this chemical contacts
the skin, remove contaminated clothing and wash
immediately with soap and water. Seek medical attention
immediately. If this chemical has been inhaled, remove from
exposure, begin rescue breathing (using universal precautions,
including resuscitation mask) if breathing has stopped
and CPR if heart action has stopped. Transfer promptly to a
medical facility. When this chemical has been swallowed,
get medical attention. Give large quantities of water and
induce vomiting. Do not make an unconscious person vomit.
| [Shipping]
UN1661 Nitroanilines (m-, o-, p-), Hazard Class:
6.1; Labels: 6.1-Poisonous materials. | [Incompatibilities]
A combustible liquid. A strong oxidizer.
Incompatible with strong acids; sulfur, combustibles, organics,
and other easily oxidizable materials. Will accelerate
the burning of combustible materials. If large quantities are
involved in a fire or the combustible material is finely
divided, an explosion may result. Prolonged exposure to
fire or heat may result in an explosion. | [Chemical Properties]
p-Nitroaniline consists of yellow crystals with a
pungent, faint ammonia-like odor. | [Chemical Properties]
Yellow fine crystals | [Waste Disposal]
Incineration (982℃, 2.0 seconds
minimum) with scrubbing for nitrogen oxides abatement.
Consult with environmental regulatory agencies for
guidance on acceptable disposal practices. Generators of
waste containing this contaminant (≥100 kg/mo) must conform
with EPA regulations governing storage, transportation,
treatment, and waste disposal. | [Physical properties]
Bright yellow crystalline powder or flakes with a faint, ammonia-like, slightly pungent odor.
Combustible. | [Uses]
4-Nitroaniline is used in the synthesis of photorefractive polymers, as novel chromophores in analytical study. As well, due to the absorption spectrum associated with 4-Nitroaniline, it is used to de
termine catechol derivatives in syntheses. | [Uses]
Dyestuff intermediate. | [Uses]
Product of chromogenic reactions. | [Definition]
ChEBI: A nitroaniline carrying a nitro group at position 4. | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 59, p. 4114, 1994 DOI: 10.1021/jo00094a021
Synthetic Communications, 20, p. 293, 1990 DOI: 10.1080/00397919008052297 | [Flammability and Explosibility]
Nonflammable | [Carcinogenicity]
p-Nitroaniline has been tested in
several strains of S. typhimurium. It was mutagenic in strain
TA98 but not in strains TA97, TA100, TA1535, and TA1537,
with and without S9. It caused gene mutation in mouse
lymphoma cells and chromosomal aberrations in CHO
cells in the presence of S9. | [Environmental Fate]
Biological. A Pseudomonas sp. strain P6, isolated from a Matapeake silt loam, was grown using
a yeast extract. After 8 d, 4-nitroaniline degraded completely to carbon dioxide (Zeyer and
Kearney, 1983). In activated sludge inoculum, following a 20-d adaptation period, no degradation
was observed (Pitter, 1976).
Chemical/Physical: Spacek et al. (1995) investigated the photodegradation of 4-nitroaniline
using titanium dioxide-UV light and Fenton’s reagent (hydrogen peroxide:substance – 10:1; Fe2+
2.5 x 10-4 mol/L). Both experiments were conducted at 25 °C. The decomposition rate of 4-nitroaniline
was very high by the photo-Fenton reaction in comparison to titanium dioxide-UV light (λ
= 365 nm). Decomposition products identified in both reactions were nitrobenzene, pbenzoquinone,
hydroquinone, oxalic acid, and resorcinol. Oxalic acid, hydroquinone, and pbenzoquinone
were identified as intermediate products using HPLC.
At influent concentrations of 10, 1.0, 0.1, and 0.01 mg/L, the GAC adsorption capacities were 250,
140, 74, and 40 mg/g, respectively (Dobbs and Cohen, 1980). | [Purification Methods]
It also crystallises from acetone. It is freed from o-and m-isomers by zone melting and sublimation. [Beilstein 12 IV 1613.] |
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