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402729

Sigma-Aldrich

2-Methyl-5-nitroaniline

95%

Synonym(s):

2-Amino-4-nitrotoluene, 5-Nitro-o-toluidine

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About This Item

Linear Formula:
CH3C6H3(NO2)NH2
CAS Number:
99-55-8
Molecular Weight:
152.15
Beilstein/REAXYS Number:
879021
EC Number:
202-765-8
MDL number:
MFCD00007741
UNSPSC Code:
12352100
PubChem Substance ID:
24865111
NACRES:
NA.22

assay

95%

form

powder

mp

103-106 °C (lit.)

functional group

nitro

SMILES string

Cc1ccc(cc1N)[N+]([O-])=O

InChI

1S/C7H8N2O2/c1-5-2-3-6(9(10)11)4-7(5)8/h2-4H,8H2,1H3

InChI key

DSBIJCMXAIKKKI-UHFFFAOYSA-N

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General description

2-Methyl-5-nitroaniline is one of the laser-induced decomposition product of Pigment Red 22 and Pigment Red 9 (widely used azo compound).[1] The electron charge distribution of 2-methyl-5-nitroaniline has been investigated from high-resolution single crystal X-ray data and ab initio calculations.[2] Electroantennogram (EAG) response profile of different insect species to 2-methyl-5-nitroaniline has been investigated.[3]

Application

2-Methyl-5-nitroaniline may be employed as analytical standard for the surfactant mediated transformations (−254nm) of 2,4-dinitrotoluene.[4]

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 3 - Carc. 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
STBJ5578
STBJ5447
STBG1471V
STBF7635V
STBB4681V

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Kye Chung Park et al.
Chemical senses, 27(4), 343-352 (2002-05-15)
Insects have a highly developed olfactory sensory system, mainly based in their antennae, for the detection and discrimination of volatile compounds in the environment. Electroantennogram (EAG) response profiles of five different insect species, Drosophila melanogaster, Heliothis virescens, Helicoverpa zea, Ostrinia
Role of the hydrogen bonds in nitroanilines aggregation: Charge density study of 2-methyl-5-nitroaniline.
Ellena J, et al.
The Journal of Physical Chemistry A, 105(38), 8696-8708 (2001)
Claude A Diehl et al.
Chemosphere, 46(4), 553-560 (2002-02-13)
Photochemical transformations (lambda-254 nm) of 2,4-dinitrotoluene (2,4-DNT) in aqueous solutions containing the cationic surfactant cetyltrimethylammonium (CTA) and the anionic nucleophile borohydride (BH4-) were investigated. The overall decay rate was enhanced at CTA concentrations above the critical micelle concentration (cmc) when
Thi-Hai Anh Nguyen et al.
Waste management (New York, N.Y.), 120, 755-761 (2020-11-26)
Recycling opportunities for graphitic carbon from lithium-ion battery (LIB) anodes have been neglected owing to the relative low value of application. In this study, the potential methods for removing toxic metals (lead, barium, and cadmium) and organic compounds (2,4-dinitrotoluene [DNT]
H Shimizu et al.
Gut, 50(2), 266-270 (2002-01-15)
5-Nitro-o-toluidine is an aromatic nitro amino compound. While other aromatic compounds are known to damage the human liver and are registered as toxic substances, toxicity information concerning 5-nitro-o-toluidine is lacking. To investigate the hepatotoxicity of 5-nitro-o-toluidine. Of 15 workers in
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