2-Methoxy-5-nitroaniline - ≥98% , CAS No.99-59-2

CAS: 99-59-2 Cat. No.: M399233 Formula: C₇H₈N₂O₃ Molecular Weight: 168.15 Beilstein Registry Number: 13389 EC Number: 202-770-5

GRADE & PURITY ≥98%

Synonyms

(2-methoxy-5-nitrophenyl)amine | Azoic Diazo Component 13, Base | F0020-2000 | 1-Amino-2-methoxy-5-nitrobenzene | 2-Methoxy-5-nitroaniline, 98% | 5-NITRO-O-ANISIDINE | NCGC00254158-01 | DTXCID60943 | NCGC00259185-01 | 1-Methoxy-2-amino-4-nitrobenzene | 2-

Storage

Store at 2-8°C,Protected from light

Shipped In

Wet ice

Overview

2-Methoxy-5-nitroaniline is an aromatic metabolite of 2,4-dinitroanisole.
2-Methoxy-5-nitroaniline was used in the synthesis of 5-(9-acridinylamino)-p-anisidines via reaction with 9-anilinoacridines.It was also used in the synthesis of disazo disperse dyes containing nitro and methoxy groups, used for the dyeing of polyester fibre.

Specifications

Synonyms

(2-methoxy-5-nitrophenyl)amine | Azoic Diazo Component 13, Base | F0020-2000 | 1-Amino-2-methoxy-5-nitrobenzene | 2-Methoxy-5-nitroaniline, 98% | 5-NITRO-O-ANISIDINE | NCGC00254158-01 | DTXCID60943 | NCGC00259185-01 | 1-Methoxy-2-amino-4-nitrobenzene | 2-

Specifications & Purity

≥98%

Storage

Store at 2-8°C,Protected from light

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 528757420
• Canonical Smiles: COC1=C(C=C(C=C1)[N+](=O)[O-])N
• IUPAC Name: 2-methoxy-5-nitroaniline
• InChIKey: NIPDVSLAMPAWTP-UHFFFAOYSA-N
• INCHI: 1S/C7H8N2O3/c1-12-7-3-2-5(9(10)11)4-6(7)8/h2-4H,8H2,1H3
• Isomeric SMILES: COC1=C(C=C(C=C1)[N+](=O)[O-])N
• WGK Germany: 2
• RTECS: BZ7175000
• Alternate CAS: 67827-72-9
• UN Number: 2811
• Packing Group: I
• Molecular Weight: 168.15
• Beilstein: 13389
• Reaxy-Rn: 879620
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=879620&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Nitrobenzenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Nitrobenzenes
• Intermediate Tree Nodes: Not available
• Direct Parent: Nitrophenyl ethers
• Alternative Parents: Methoxyanilines Aminophenyl ethers Phenoxy compounds Nitroaromatic compounds Methoxybenzenes Anisoles Alkyl aryl ethers Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds Primary amines Organopnictogen compounds Organic zwitterions Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Nitrophenyl ether - Methoxyaniline - Aminophenyl ether - Phenol ether - Aniline or substituted anilines - Methoxybenzene - Anisole - Nitroaromatic compound - Phenoxy compound - Alkyl aryl ether - Organic nitro compound - C-nitro compound - Propargyl-type 1,3-dipolar organic compound - Organic oxoazanium - Ether - Organic 1,3-dipolar compound - Allyl-type 1,3-dipolar organic compound - Organic nitrogen compound - Primary amine - Organic zwitterion - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Amine - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as nitrophenyl ethers. These are aromatic compounds containing a nitrobenzene moiety that carries an ether group on the benzene ring.
• External Descriptors: substituted aniline - 4-nitroanisoles

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

THRB Tclin Thyroid hormone receptor beta-1 (7926 Activities)

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Homo sapiens (32628 Activities)

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Lymphoblastoid cell (5959 Activities)

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

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Associated Targets(non-human)

Mus musculus (284745 Activities)

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Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

Discover Target: Nfe2l2

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Rorc Nuclear receptor ROR-gamma (89407 Activities)

Discover Target: Rorc

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Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: light sensitive
• Flash Point(°F): 246.2 °F
• Flash Point(°C): 119 °C
• Melt Point(°C): 117-119°C
• Molecular Weight: 168.150 g/mol
• XLogP3: 1.500
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 168.053 Da
• Monoisotopic Mass: 168.053 Da
• Topological Polar Surface Area: 81.100 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 169.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Xinhuan Lu, Yang chen, Zhenshuang Zhao, Hao Deng, Dan Zhou, Changcheng Wei, Renfeng Nie, Qinghua Xia.  (2016)  Highly selective one-step hydrogenation of nitrobenzene to cyclohexylamine over the supported 10% Ni/carbon catalysts doped with 3‰ Rh.  RSC Advances,  6  (19): (15354-15361).  [PMID:] [10.1039/C5RA27202E]