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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

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

functional group

amine

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)

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Casassas E, et al.
Analyst, 109(9), 1159-1163 (1984)
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
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

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