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39255

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

Storage Class Code

11 - Combustible Solids

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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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
Antonio Barbon et al.
Physical chemistry chemical physics : PCCP, 8(43), 5069-5078 (2006-11-09)
Two dyes (4-nitrostilbene, NST and 4-N,N-dimethylamino-4'-nitrostilbene, DANS) included in zeolites with nanometric channels and different Si : Al ratios have been photoexcited and their triplet state studied by time resolved EPR (TR-EPR). This is the first time that a TR-EPR
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)
E. Lippert et al.
Z. Anal. Chem., 170, 1-1 (1959)
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
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