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114588

Sigma-Aldrich

5-(4-Dimethylaminobenzylidene)rhodanine

97%

Synonym(s):

5-(4-(Dimethylamino)benzylidene)-2-thioxothiazolidin-4-one, p-(Dimethylamino)benzal-5-rhodanine

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About This Item

Empirical Formula (Hill Notation):
C12H12N2OS2
CAS Number:
536-17-4
Molecular Weight:
264.37
Beilstein:
189065
EC Number:
208-625-2
MDL number:
MFCD00064857
UNSPSC Code:
12352100
PubChem Substance ID:
24847184
NACRES:
NA.22

Quality Level

100

Assay

97%

form

powder

technique(s)

titration: suitable

mp

285-288 °C (lit.)

solubility

H2O: insoluble
acetone: moderately soluble
benzene: very slightly soluble
chloroform: very slightly soluble
diethyl ether: very slightly soluble

λmax

451 nm

SMILES string

CN(C)c1ccc(cc1)\C=C2\SC(=S)NC2=O

InChI

1S/C12H12N2OS2/c1-14(2)9-5-3-8(4-6-9)7-10-11(15)13-12(16)17-10/h3-7H,1-2H3,(H,13,15,16)/b10-7+

InChI key

JJRVRELEASDUMY-JXMROGBWSA-N

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Application

5-(4-Dimethylaminobenzylidene)rhodanine is a silver-specific dye that is used to quantitate the autoradiographic deposition of silver onto X-ray film in a colorimetric assay. 5-(4-Dimethylaminobenzylidene)rhodanine is used as an indicator in the titration of cyanide solution with silver nitrate solution.

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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Casassas E, et al.
Analyst, 109(9), 1159-1163 (1984)
J W Ludlow et al.
Analytical biochemistry, 154(1), 104-109 (1986-04-01)
5-(4-Dimethylaminobenzylidene)rhodamine, a silver-specific dye, was used in a colorimetric assay to quantitate the autoradiographic deposition of silver onto X-ray film after exposure to sodium dodecyl sulfate-polyacrylamide gels of radiolabeled biological material. Silver grains were eluted from autoradiograms with 5 N
J S Kumaratilake et al.
Research in veterinary science, 42(1), 73-81 (1987-01-01)
Six Merino sheep were dosed orally with a 0.2 per cent solution of copper sulphate, six others were undosed controls. Liver biopsies were obtained and stained for copper by the p-dimethylaminobenzylidene rhodanine (DMABR), rubeanic acid (RA) and ferricyanide (FCN) methods
P Emanuele et al.
Annals of diagnostic pathology, 2(2), 125-126 (1998-12-10)
We report a modified copper stain that can be completed in 2 hours, rather than overnight, which is required for other stains. This is useful in the diagnosis of chronic cholestatic syndromes, Wilson's disease, Indian childhood cirrhosis, and other conditions

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