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185310 Aldrich

4-Nitroaniline

≥99%

  • CAS Number 100-01-6

  • Linear Formula O2NC6H4NH2

  • Molecular Weight 138.12

  •  Beilstein Registry Number 508690

  •  EC Number 202-810-1

  •  MDL number MFCD00007858

  •  PubChem Substance ID 24850683

  •  eCl@ss 39032009

  • Popular Documents:  FTNMR (PDF)  

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Properties

Related Categories Amines, Building Blocks, C6, Chemical Synthesis, Materials Science,
assay   ≥99%
bp   260 °C/100 mmHg(lit.)
mp   146-149 °C(lit.)
solubility   ethanol: soluble25 mg/mL, slightly hazy, yellow to brownish-yellow
  water: slightly soluble

Description

Application

Product of chromogenic reactions.

Packaging

5, 100, 500 g in glass bottle

General description

4-Nitroaniline forms molecular adducts with 4-amino benzoic acid1. It reacts with nitrite ion in hydrochloric acid medium to form 4-nitrophenyldiazonium chloride, which couples with naphth-1-ol in alkaline medium to give a purple azo dye2. Photocatalytic degradation of 4-nitroaniline in the presence of TiO2 suspensions in a batch and continuous annular reactor has been studied3.

Price and Availability

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Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
Hazard Codes (Europe) 
T
Risk Statements (Europe) 
Safety Statements (Europe) 
28-36/37-45-61
RIDADR 
UN 1661 6.1 / PGII
WGK Germany 
3
RTECS 
BY7000000
Flash Point(F) 
415.4 °F
Flash Point(C) 
213 °C

Protocols & Articles

Articles

Determination of Water Content in 4-Nitroaniline Using Karl Fischer Titration

Nitrogen compounds, acid amides and weakly basic amines (heterocyclenes) give no problems. They can be titrated according to the standard procedures. Strongly basic amines alter the pH value and must...
Keywords: Titrations

Peer-Reviewed Papers

References

Set your institution to view full text papers.

1. The utility of 4-aminobenzoic acid in promotion of hydrogen bonding in crystallization processes. Smith G, et al. J. Chem. Crystallogr. 27(5), 307-17, (1997)

2. Extraction-spectrophotometric determination of sub-microgram amounts of nitrite using 4-nitroaniline and naphth-1-ol. Baveja AK, et al. Analyst 106(1266), 955-59, (1981)

3. Photocatalytic degradation of 4-nitroaniline using solar and artificial UV radiation. Gautam S, et al. Chem. Eng. J. 110(1), 129-37, (2005)

Synthetic ion transporters can induce apoptosis by facilitating chloride anion transport into cells. Ko SK, Kim SK, Share A, et al. Nature Chemistry 6(10), 885-92, (2014)

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Detection of trace nitroaromatic isomers using indium tin oxide electrodes modified using β-cyclodextrin and silver nanoparticles. Chen X, Cheng X, and Gooding JJ Anal. Chem. 84(20), 8557-63, (2012)

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Simultaneous reference and differential waveform acquisition in time-resolved terahertz spectroscopy. Iwaszczuk K, Cooke DG, Fujiwara M, et al. Opt. Express 17(24), 21969-76, (2009)

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[The distribution of 4-nitroanilin in the body of warm-blooded animals]. Shormanov VK, Gerasimov DA, Omel'chenko VA, et al. Sud. Med. Ekspert. 56(1), 42-6, (2013)

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[Adsorption behavior and influence factors of p-nitroaniline on high surface area activated carbons prepared from plant stems]. Li KQ, Zheng Z, and Luo XZ Huan Jing Ke Xue 31(8), 1877-83, (2010)

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SERS substrate for detection of explosives. Chou A, Jaatinen E, Buividas R, et al. Nanoscale 4(23), 7419-24, (2012)

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Visual detection of melamine in infant formula at 0.1 ppm level based on silver nanoparticles. Han C and Li H Analyst 135(3), 583-8, (2010)

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Development of an electrochemical Limulus amebocyte lysate assay technique for portable and highly sensitive endotoxin sensor. Inoue KY, Takahashi S, Ino K, et al. Innate Immunity 18(2), 343-9, (2012)

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Simultaneous conduction of two- and three-phase hollow-fiber-based liquid-phase microextraction for the determination of aromatic amines in environmental water samples. Tao Y, Liu JF, Wang T, et al. J. Chromatogr. A 1216(5), 756-62, (2009)

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Patch testing with the textile dyes Disperse Orange 1 and Disperse Yellow 3 and some of their potential metabolites, and simultaneous reactions to para-amino compounds. Malinauskiene L, Zimerson E, Bruze M, et al. Contact Dermatitis 67(3), 130-40, (2012)

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Biodegradation potential of pure and mixed bacterial cultures for removal of 4-nitroaniline from textile dye wastewater. Khalid A, Arshad M, and Crowley DE Water Res. 43(4), 1110-6, (2009)

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Formation of self-assembled Ag nanoparticles on DNA chains with enhanced catalytic activity. Kundu S Phys. Chem. Chem. Phys. 15(33), 14107-19, (2013)

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Adsorption of p-nitroaniline from aqueous solutions onto activated carbon fiber prepared from cotton stalk. Li K, Zheng Z, Feng J, et al. J. Hazard. Mater. 166(2-3), 1180-5, (2009)

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Heterodyne-detected electronic sum frequency generation: "up" versus "down" alignment of interfacial molecules. Yamaguchi S and Tahara T J. Chem. Phys. 129(10), 101102, (2008)

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Kinetics and mechanism studies of p-nitroaniline adsorption on activated carbon fibers prepared from cotton stalk by NH4H2PO4 activation and subsequent gasification with steam. Li K, Li Y, and Zheng Z J. Hazard. Mater. 178(1-3), 553-9, (2010)

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Orientation correlation of p-nitroaniline molecules in acetone solution observed by hyper-Rayleigh scattering. Shelton DP J. Chem. Phys. 138(5), 054502, (2013)

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Selectivity profiling of DegP substrates and inhibitors. Hauske P, Meltzer M, Ottmann C, et al. Bioorg. Med. Chem. 17(7), 2920-4, (2009)

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Simultaneous determination of five nitroaniline and dinitroaniline isomers in wastewaters by solid-phase extraction and high-performance liquid chromatography with ultraviolet detection. Tong C, Guo Y, and Liu W Chemosphere 81(3), 430-5, (2010)

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Significant sensitivity improvements by matrix optimization: a MALDI-TOF mass spectrometric study of lipids from hen egg yolk. Teuber K, Schiller J, Fuchs B, et al. Chem. Phys. Lipids 163(6), 552-60, (2010)

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Strong enhancement of second harmonic generation in 2-methyl-4-nitroaniline nanofibers. Isakov D, de Matos Gomes E, Belsley MS, et al. Nanoscale 4(16), 4978-82, (2012)

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"Up" versus "down" alignment and hydration structures of solutes at the air/water interface revealed by heterodyne-detected electronic sum frequency generation with classical molecular dynamics simulation. Yamaguchi S, Watanabe H, Mondal SK, et al. J. Chem. Phys. 135(19), 194705, (2011)

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Hydrophilicity, the major determining factor influencing the solvation environment of protic ionic liquids. Wright L, Sanders MW, Tate L, et al. Phys. Chem. Chem. Phys. 12(31), 9063-6, (2010)

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Tuning intramolecular anharmonic vibrational coupling in 4-nitroaniline by solvent-solute interaction. Dreyer J, Kozich V, and Werncke W J. Chem. Phys. 127(23), 234505, (2007)

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Kinetic analysis of γ-glutamyltransferase reaction process for measuring activity via an integration strategy at low concentrations of γ-glutamyl p-nitroaniline. Li ZR, Liu Y, Yang XL, et al. J. Zhejiang Univ. Sci. B 12(3), 180-8, (2011)

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Ground state and excited state dipole moments of alkyl substituted para-nitroaniline derivatives. Dhanya R, Kishore VC, Sudha Kartha C, et al. Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 71(4), 1355-9, (2008)

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Four-week oral toxicity study of three metabolites of nitrobenzene in rats. Wang G, Zhang X, Yao C, et al. Drug Chem. Toxicol. 33(3), 238-43, (2010)

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Effect of growth temperature and pH on the aminopeptidase activity of Pseudomonas putida, P. fluorescens and Flavobacterium odoratum; the 4-nitroaniline test is reliable. Lopez-Tomas LA, Ordoñez JA, Mediavilla C, et al. Folia Microbiol. (Praha) 53(5), 423-6, (2008)

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In vitro release of model compounds with different hydrophilicity from poly(ester-anhydride) microspheres. Jaszcz K Acta Pol. Pharm. 70(6), 1051-63, (2013)

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Merck 14,6584

Beil. 12,IV,1613

Aldrich MSDS 1, 1353:B / Corp MSDS 1 (2), 2550:C / FT-IR 2 (2), 2274:A / FT-IR 1 (1), 1343:C / FT-NMR 1 (2), 702:A / IR-Spectra (2), 711:D / IR-Spectra (3), 811:C / NMR-Reference 2 (1), 1144:C / RegBook 1 (1), 1561:N / Sax 6, 2007 / Sigma FT-IR 1 (2), 775:C / Structure Index 1, 243:C:5 / Vapor Phase 3, 1193:C

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