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Sigma-Aldrich

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:
2844-15-7
Molecular Weight:
268.31
Beilstein:
1379389
MDL number:
MFCD00041877
UNSPSC Code:
12352108
PubChem Substance ID:
57649889
NACRES:
NA.32

Assay

≥99.8% (T)

form

solid

mp

256-259 °C (lit.)
256-259 °C

fluorescence

λex 500 nm; λem ~700 nm in methylene chloride

SMILES string

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

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+

InChI key

NVLSIZITFJRWPY-ONEGZZNKSA-N

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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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
Antonios M Douvas et al.
Inorganic chemistry, 48(11), 4896-4907 (2009-05-02)
The capability of ammonium 18-molybdodiphosphate, (NH(4))(6)P(2)Mo(18)O(62) (Mo(18)(6-)), and ammonium 18-tungstodiphosphate, (NH(4))(6)P(2)W(18)O(62) (W(18)(6-)), to photochemically generate acid within films of a polymer with hydroxylic functional groups (namely, within poly(2-hydroxyethyl methacrylate) (PHEMA) films) is demonstrated. Upon UV irradiation, both 2:18 polyoxometalates (POMs)
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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