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Merck
CN

39255

4-Dimethylamino-4′-nitrostilbene

≥99.8% (T)

Synonym(s):

N,N-Dimethyl-4′-nitro-4-stilbenamine, DANS

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About This Item

Linear Formula:
(CH3)2NC6H4CH=CHC6H4NO2
CAS Number:
Molecular Weight:
268.31
UNSPSC Code:
12352108
NACRES:
NA.32
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1379389
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Product Name

4-Dimethylamino-4′-nitrostilbene, ≥99.8% (T)

InChI

1S/C16H16N2O2/c1-17(2)15-9-5-13(6-10-15)3-4-14-7-11-16(12-8-14)18(19)20/h3-12H,1-2H3/b4-3+

SMILES string

CN(C)c1ccc(\C=C\c2ccc(cc2)[N+]([O-])=O)cc1

InChI key

NVLSIZITFJRWPY-ONEGZZNKSA-N

assay

≥99.8% (T)

form

solid

mp

256-259 °C (lit.)
256-259 °C

fluorescence

λex 500 nm; λem ~700 nm in methylene chloride

Quality Level

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Application

4-Dimethylamino-4′-nitrostilbene (DANS, DMANS) may be used as a proton/acid indicator and physical chemistry probe to study state energy and photoexcitation dynamics of molecules.

Other Notes

Standard for the correction of emission of fluorescence spectrometers

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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I D Petsalakis et al.
The journal of physical chemistry. A, 114(17), 5580-5587 (2010-04-14)
A theoretical investigation on the electronic structure of 4-dimethylamino-4'-nitrostilbene (DANS), 4-(dicyanomethylene)-2-methyl-6-p-(dimethylamino) styryl-4H-pyran (DCM), and their protonated forms is presented in an effort to rationalize recent experimental results on the tuning of the emitted color of organic light-emitting diodes through photochemically
Takakazu Nakabayashi et al.
Journal of the American Chemical Society, 127(19), 7041-7052 (2005-05-12)
External electric field effects on state energy and photoexcitation dynamics have been examined for para-substituted and unsubstituted all-trans-diphenylpolyenes doped in a film, based on the steady-state and picosecond time-resolved measurements of the field effects on absorption and fluorescence. The substitution
Charles A Schmuttenmaer
Science progress, 85(Pt 2), 175-197 (2002-09-10)
The direct measurement of intramolecular electron transfer through detection of the electromagnetic (EM) waveform that is emitted during this process is reviewed. The waveform is detected in the time-domain via free-space electro-optic sampling and then related to the dynamics of
Lenhart et al.
Journal of colloid and interface science, 221(1), 75-86 (2000-01-07)
Silane coupling agents are commonly applied to glass fibers to promote fiber/resin adhesion and enhance durability in composite parts. In this study, a coupling agent multilayer on glass was doped with trace levels of the dimethylaminonitrostilbene (DMANS) fluorophore. The fluorophore
E. Lippert et al.
Z. Anal. Chem., 170, 1-1 (1959)

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