4-Nitroaniline CAS 100-01-6
Introduction：Basic information about 4-Nitroaniline CAS 100-01-6, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
4-Nitroaniline Basic information
| Product Name: | 4-Nitroaniline |
| Synonyms: | 4-NITROANILINE STD SOLUTION 0.1 MOL/L N18, 1 L;4-NitroanilineA.R.;4-NitroanilinePure-(P-NitroAniline);4-Nitroaniline,>97%;4-NitroanilineGr;4-NitroanilinePure;P-NitroAniline(Pna)99%;p-NITROANILINE extrapure |
| CAS: | 100-01-6 |
| MF: | C6H6N2O2 |
| MW: | 138.12 |
| EINECS: | 202-810-1 |
| Product Categories: | Aniline;Functional Materials;Anilines, Aromatic Amines and Nitro Compounds;Organics;Organic Nonlinear Optical Materials;NA - NI;Alpha Sort;Amines;AromaticsVolatiles/ Semivolatiles;Chemical Class;N;N-OAlphabetic;Analytical Standards;AromaticsChemical Class;Indicators for non-aqueous titrationsTitration;Metal Titration Indicators;Indicators;Titration;I-N, Puriss p.a.Spectroscopy;Analytical Reagents for General Use;Mass Spectrometry (MS)&LC-MS;Puriss p.a.;Reagents for Mass Spectrometry (MS);NA - NIAnalytical Standards;Nitro Compounds;Building Blocks;C6;Chemical Synthesis;Materials Science;amine |nitro-compound;C2 to C6Stains and Dyes;Nitrogen Compounds;Stains&Dyes, A to;C2 to C6Photonic and Optical Materials;NLO Chromophores and Intermediates;Non-Linear Optical (NLO) Materials;Nitrogen Compounds;NLO Chromophores and Intermediates;Non-Linear Optical (NLO) Materials;Organic and Printed Electronics;Organic Building Blocks;Photonic and Optical Materials;Dyestuff Intermediates |
| Mol File: | 100-01-6.mol |
4-Nitroaniline Chemical Properties
| Melting point | 147 °C |
| Boiling point | 332 °C |
| bulk density | 630kg/m3 |
| 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 below +30°C. |
| solubility | ethanol: soluble25mg/mL, slightly hazy, yellow to brownish-yellow |
| pka | 1(at 25℃) |
| form | crystalline |
| Colour Index | 37035 |
| color | yellow |
| Specific Gravity | 1.437 |
| Odor | Ammonia odor |
| PH Range | 7 |
| Water Solubility | 0.8 g/L (20 ºC) |
| 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) |
| Exposure limits | NIOSH REL: TWA 3; IDLH 300; OSHA PEL: TWA 6; ACGIH TLV:TWA 3 (adopted). |
| Dielectric constant | 56.3（160.0℃） |
| 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. |
| InChI | 1S/C6H6N2O2/c7-5-1-3-6(4-2-5)8(9)10/h1-4H,7H2 |
| InChIKey | TYMLOMAKGOJONV-UHFFFAOYSA-N |
| SMILES | Nc1ccc(cc1)[N+]([O-])=O |
| LogP | 1.2 at 30℃ |
| CAS DataBase Reference | 100-01-6(CAS DataBase Reference) |
| NIST Chemistry Reference | p-Nitroaniline(100-01-6) |
| EPA Substance Registry System | p-Nitroaniline (100-01-6) |
Safety Information
| Hazard Codes | T,F |
| Risk Statements | 23/24/25-33-52/53-39/23/24/25-11 |
| Safety Statements | 28-36/37-45-61-28A-16-1/2-7 |
| OEB | B |
| OEL | TWA: 3 mg/m3 [skin] |
| RIDADR | UN 1661 6.1/PG 2 |
| WGK Germany | 2 |
| RTECS | BY7000000 |
| F | 8 |
| Autoignition Temperature | 500 °C |
| Hazard Note | Toxic |
| TSCA | TSCA listed |
| HazardClass | 6.1 |
| PackingGroup | II |
| HS Code | 29214210 |
| Storage Class | 6.1A - Combustible acute toxic Cat. 1 and 2 very toxic hazardous materials |
| Hazard Classifications | Acute Tox. 3 Dermal Acute Tox. 3 Inhalation Acute Tox. 3 Oral Aquatic Chronic 3 STOT RE 2 |
| 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 1,000mg/kg, rats 750 mg/kg (quoted, RTECS, 1985). |
| IDLA | 300 mg/m3 |
| Chemical Properties | Yellow fine crystals |
| Chemical Properties | p-Nitroaniline consists of yellow crystals with apungent, faint ammonia-like odor. |
| Physical properties | Bright yellow crystalline powder or flakes with a faint, ammonia-like, slightly pungent odor.Combustible. |
| Uses | Product of chromogenic reactions. |
| 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 determine catechol derivatives in syntheses. |
| Uses | Dyestuff intermediate. |
| 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 |
| General Description | Yellow solid with a mild odor. Sinks in water. |
| Air & Water Reactions | 4-Nitroaniline may be sensitive to prolonged exposure to air and light. Insoluble in water. 4-Nitroaniline is sensitive to moisture. |
| Reactivity Profile | P-NITROANILINE may react vigorously with sulfuric acid above 392° F. 4-Nitroaniline may also react with sodium hydroxide at 266° F. Under pressure, 4-Nitroaniline may produce an explosive compound. 4-Nitroaniline is incompatible with strong oxidizers and strong reducing agents. 4-Nitroaniline is capable of explosive decomposition with strong initiators. 4-Nitroaniline will attack some forms of plastics, rubber and coatings. |
| Hazard | Explosion risk. Toxic when absorbed byskin. Methemoglobinemia, liver damage and eyeirritant. 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. |
| Flammability and Explosibility | Non flammable |
| Safety Profile | Poison by ingestion,intravenous, and intraperitoneal routes.Moderately toxic by intramuscular route.Mutation data reported. Acute symptoms ofexposure are headache, nausea, vomiting,weakness and stupor, cyanosis andmethemoglobinemia. Chronic exposure cancause liver damage. Experimental reproductiveeffects. Combustible when exposed toheat or flame. See NITRATES for explosionand disaster hazards. To fight fire, use waterspray or mist, foam, dry chemical, CO2.Vigorous reaction with sulfuric acid above200°C. Reaction with sodium hydroxide at13O°C under pressure may produce theexplosive sodium-4-nitrophenoxide. Whenheated to decomposition it emits toxicfumes of NOx. See also m-NITROANILINE, o-NITROANILINE,NITRO COMPOUNDS OF AROMATICHYDROCARBONS, and ANILINEDYES. |
| Potential Exposure | p-Nitroaniline is used as an intermediate in the manufacture of dyes; antioxidants, pharmaceuticals, antiozonants, colors, pigments and pesticides. |
| Carcinogenicity | p-Nitroaniline has been tested inseveral strains of S. typhimurium. It was mutagenic in strainTA98 but not in strains TA97, TA100, TA1535, and TA1537,with and without S9. It caused gene mutation in mouselymphoma cells and chromosomal aberrations in CHOcells in the presence of S9. |
| Environmental fate | Biological. A Pseudomonas sp. strain P6, isolated from a Matapeake silt loam, was grown usinga yeast extract. After 8 d, 4-nitroaniline degraded completely to carbon dioxide (Zeyer andKearney, 1983). In activated sludge inoculum, following a 20-d adaptation period, no degradationwas observed (Pitter, 1976). Chemical/Physical: Spacek et al. (1995) investigated the photodegradation of 4-nitroanilineusing 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-nitroanilinewas 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 pbenzoquinonewere 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). |
| Shipping | UN1661 Nitroanilines (m-, o-, p-), Hazard Class:6.1; Labels: 6.1-Poisonous materials. |
| Purification Methods | It also crystallises from acetone. It is freed from o-and m-isomers by zone melting and sublimation. [Beilstein 12 IV 1613.] |
| Incompatibilities | A combustible liquid. A strong oxidizer.Incompatible with strong acids; sulfur, combustibles, organics,and other easily oxidizable materials. Will acceleratethe burning of combustible materials. If large quantities areinvolved in a fire or the combustible material is finelydivided, an explosion may result. Prolonged exposure tofire or heat may result in an explosion. |
| Waste Disposal | Incineration (982℃, 2.0 secondsminimum) with scrubbing for nitrogen oxides abatement.Consult with environmental regulatory agencies forguidance on acceptable disposal practices. Generators ofwaste containing this contaminant (≥100 kg/mo) must conformwith EPA regulations governing storage, transportation,treatment, and waste disposal. |
4-Nitroaniline Preparation Products And Raw materials
| Raw materials | Ammonia-->Water-->4-Chloronitrobenzene-->2-BENZOYLACETANILIDE |
| Preparation Products | Disperse Orange 29-->AMIDO GREEN BLACK B-->6-Aminoquinoline-->Acid Black 1-->1,4-DINITROBENZENE-->SIRIUS YELLOW GC-->Amsacrine-->Direct Black 19-->2-BROMO-4-NITROANILINE-->disodium 4-[[2,4-diamino-5-[(3-sulphonatophenyl)azo]phenyl]azo]-2-[[2,6-dihydroxy-3-[(4-nitrophenyl)azo]phenyl]azo]benzenesulphonate-->3-CHLOROQUINOLIN-6-AMINE-->Disperse Red 74-->N-(4,6-DIMETHYLPYRIMIDIN-2-YL)BENZENE-1,4-DIAMINE-->DIRECT FAST BLACK G-->3-CHLORO-6-NITROQUINOLINE-->VACOR-->Direct Green 89-->Disperse Orange 73-->Direct Green 26-->Acid Brown 75-->Catonic Dark Yellow 2RL-->FAST BLACK K SALT PRACTICAL GRADE-->Disperse Red 135-->Direct Grey D-->Acid Black 210-->N-BOC-L-leucylglycyl-arginine-p-nitroanilide hydrochloride-->Disperse Red S-2GFL-->DISPERSE RED 17-->Disperse Scarlet SE-R-->Fast Black Base LS-->DISPERSE BLACK 1-->4-Nitrophenyl isocyanate-->N-(4-NITROPHENYL)-4,6-DIMETHYL-2-PYRIMIDINAMINE-->[2-[ethyl[4-[(4-nitrophenyl)azo]phenyl]amino]ethyl]trimethylammonium chloride-->3-[[2-(acetyloxy)ethyl][4-[(4-nitrophenyl)azo]phenyl]amino]propiononitrile-->CADION-->Disperse Orange 25-->Disperse Blue 183-->methyl N-[4-[(2-chloro-4-nitrophenyl)azo]phenyl]-N-(2-cyanoethyl)-beta-alaninate-->Disperse Orange 37 |
