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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:
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

Signal Word

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 Code

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBL5864
MKCG1998
MKCB0041V
MKBX2206V
MKBV4301V

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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
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
Vassilis L Souliotis et al.
Mutation research, 568(2), 155-170 (2004-11-16)
Following administration to rats of various doses of N-nitrosodimethylamine (NDMA), O(6)-methylguanine (O(6)-meG) was lost from the DNA of four tissues (liver, white blood cells, lymph nodes, bone marrow) over two, sharply demarcated phases with substantially differing repair rates. Repair during
Juliette Gafni et al.
Toxicological sciences : an official journal of the Society of Toxicology, 77(1), 72-82 (2003-11-06)
The mechanisms by which non-coplanar 2,2',3,5',6-pentachlorobiphenyl (PCB 95) and rapamycin interact with ryanodine receptor (RyR) complexes to alter Ca2+ signaling, were explored in intact cerebellar granule neurons. PCB 95 (10 microM, 20 min) significantly increased the number of neurons responding
Elif Pehlivanoglu-Mantas et al.
Water research, 40(6), 1287-1293 (2006-03-01)
To assess the stability of precursors of the chloramine disinfection byproduct N-nitrosodimethylamine (NDMA) under conditions expected in effluent-dominated surface waters, effluent samples from four municipal wastewater treatment plants were subjected to chlorination and chloramination followed by incubation in the presence
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