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D172405

Sigma-Aldrich

N,N-Dimethyl-4-nitrosoaniline

97%, powder or chunks

Synonym(s):

4-Nitroso-N,N-dimethylaniline

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About This Item

Linear Formula:
ONC6H4N(CH3)2
CAS Number:
138-89-6
Molecular Weight:
150.18
Beilstein/REAXYS Number:
607293
EC Number:
205-343-1
MDL number:
MFCD00002063
UNSPSC Code:
12171500
PubChem Substance ID:
24893522
NACRES:
NA.47

product name

N,N-Dimethyl-4-nitrosoaniline, ≥97%

Quality Level

100

assay

≥97%

form

powder or chunks

mp

85-87 °C (lit.)

solubility

ethanol: 5% (green to very dark green)

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

CN(C)c1ccc(cc1)N=O

InChI

1S/C8H10N2O/c1-10(2)8-5-3-7(9-11)4-6-8/h3-6H,1-2H3

InChI key

CMEWLCATCRTSGF-UHFFFAOYSA-N

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Application

N,N-Dimethyl-4-nitrosoaniline has been used along with imidazole to detect the formation of singlet oxygen in cells.

Biochem/physiol Actions

N,N-Dimethyl-4-nitrosoaniline is used for the detection of singlet oxygen. Singlet oxygen reacts with imidazole and thereby bleaches N,N-Dimethyl-4-nitrosoaniline via oxidation. Bleaching of N,N-Dimethyl-4-nitrosoaniline is observed as reduction in the absorption at 438nm.

pictograms

FlameSkull and crossbones
GHS02,GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Self-heat. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

4.2 - Pyrophoric and self-heating hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
SHBL5864
MKCG1998
MKCB0041V
MKBX2206V
MKBV4301V

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I Marie Schreiber et al.
Environmental science & technology, 39(10), 3811-3818 (2005-06-15)
The formation of the potent carcinogen, N-nitrosodimethylamine (NDMA), during chlorine disinfection has caused significant concern among drinking water and wastewater recycling utilities practicing intentional or unintentional chloramination. Previous research modeled NDMA formation as arising from a reaction between monochloramine and
S Kapur et al.
Molecular psychiatry, 7(8), 837-844 (2002-09-17)
Ketamine and PCP are commonly used as selective NMDA receptor antagonists to model the putative hypoglutamate state of schizophrenia and to test new antipsychotics. Recent findings question the NMDA receptor selectivity of these agents. To examine this further, we measured
Maura N Laus et al.
Journal of food science, 77(11), C1150-C1155 (2012-10-13)
Antioxidant activity (AA) of quinoa (Chenopodium quinoa Willd.) seeds, as well as of durum wheat (Triticum turgidum L. ssp. durum Desf.) and of emmer (T. turgidum L. ssp. dicoccum Schübler) grains, was evaluated by studying hydrophilic (H), lipophilic (L), free-soluble
Abdullah Shafique Ahmad et al.
Toxicological sciences : an official journal of the Society of Toxicology, 89(1), 265-270 (2005-10-21)
The clinical side effects associated with the inhibition of cyclooxygenase enzymes under pathologic conditions have recently raised concerns. A better understanding of neuroinflammatory mechanisms and neuronal survival requires knowledge of cyclooxygenase downstream pathways, especially PGE2 and its G-protein-coupled receptors. In
Zhuo Chen et al.
Environmental science & technology, 40(23), 7290-7297 (2006-12-22)
This paper presents mechanistic studies on the formation of NDMA, a newly identified chloramination disinfection byproduct, from reactions of monochloramine with natural organic matter. A kinetic model was developed to validate proposed reactions and to predict NDMA formation in chloraminated
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