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115843

Sigma-Aldrich

2-Methyl-3-nitroaniline

97%

Synonym(s):

2-Amino-6-nitrotoluene, 3-Nitro-o-toluidine

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About This Item

Linear Formula:
CH3C6H3(NO2)NH2
CAS Number:
603-83-8
Molecular Weight:
152.15
Beilstein/REAXYS Number:
388393
EC Number:
210-059-6
MDL number:
MFCD00007731
UNSPSC Code:
12352100
PubChem Substance ID:
24847243
NACRES:
NA.22

Quality Level

100

assay

97%

form

solid

bp

305 °C (lit.)

mp

88-90 °C (lit.)

SMILES string

Cc1c(N)cccc1[N+]([O-])=O

InChI

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

InChI key

HFCFJYRLBAANKN-UHFFFAOYSA-N

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General description

2-Amino-6-nitrotoluene (2-Methyl-3-nitroaniline) exhibits a stripping voltammetric behaviour that has been studied using a C(18) modified, carbon paste electrode.

Application

2-Amino-6-nitrotoluene (2-Methyl-3-nitroaniline) has been used as a standard while evaluating the potential for degradation of nitroaromatic compounds by indigenous microorganisms.

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Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 2 - STOT RE 2

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificates of Analysis (COA)

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P M Bradley et al.
Applied and environmental microbiology, 60(6), 2170-2175 (1994-06-01)
Microorganisms indigenous to surface soils and aquifer materials collected at a munitions-contaminated site transformed 2,4,6-trinitrotoluene (TNT), 2,4-dinitrotoluene (2,4-DNT), and 2,6-dinitrotoluene (2,6-DNT) to amino-nitro intermediates within 20 to 70 days. Carbon mineralization studies with both unlabeled (TNT, 2,4-DNT, and 2,6-DNT) and
C Faller et al.
Analytical and bioanalytical chemistry, 356(3-4), 279-283 (1996-09-01)
The stripping voltammetric behaviour of Ioxynil and 2-methyl-3-nitroaniline has been studied by means of a C(18) modified carbon paste electrode. The analytes are preconcentrated under open-circuit conditions (Ioxynil at pH 3.9; 2-methyl-3-nitroaniline at pH 10). For the determination of Ioxynil
G L Kedderis et al.
Biochemical and biophysical research communications, 113(2), 433-438 (1983-06-15)
Inhibition studies were used to investigate the identity of the microsomal enzyme(s) responsible for the NADPH-dependent N-hydroxylation of 2-amino-6-nitrotoluene. The N-hydroxylation reaction was inhibited by several cytochrome P-450 inhibitors as well as by methimazole, a substrate for flavin-containing monooxygenase. Heat
[Different frequency of induction of liver tumors in reciprocal murine hybrids].
V I Kaledin et al.
Doklady Akademii nauk, 348(1), 129-131 (1996-05-01)
Zhenggong Wang et al.
ChemSusChem, 11(16), 2744-2751 (2018-05-29)
Polyimide-based materials provide attractive chemistries for the development of gas-separation membranes. Modification of inter- and intra-chain interactions is a route to improve the separation performance. In this work, copolyimides with Tröger's base (TB) monomers are designed and synthesized. In particular

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