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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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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
Vassilis L Souliotis et al.
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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
Elif Pehlivanoglu-Mantas et al.
Water research, 40(6), 1287-1293 (2006-03-01)
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