5-{[4-(dimethylamino)phenyl]methylidene}-2-sulfanylidene-1,3-thiazolidin-4-one

• ChemBase ID: 110682
• Molecular Formular: C12H12N2OS2
• Molecular Mass: 264.36648
• Monoisotopic Mass: 264.03910501
• SMILES: CN(C)c1ccc(cc1)/C=C\1/SC(=S)NC1=O
• Canonical SMILES: CN(c1ccc(cc1)/C=C\1/SC(=S)NC1=O)C
• InChI: 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)
• InChIKey: JJRVRELEASDUMY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-{[4-(dimethylamino)phenyl]methylidene}-2-sulfanylidene-1,3-thiazolidin-4-one; (5E)-5-{[4-(dimethylamino)phenyl]methylidene}-2-sulfanylidene-1,3-thiazolidin-4-one
• IUPAC Traditional name: 5-{[4-(dimethylamino)phenyl]methylidene}-2-sulfanylidene-1,3-thiazolidin-4-one; (5E)-5-{[4-(dimethylamino)phenyl]methylidene}-2-sulfanylidene-1,3-thiazolidin-4-one
• Synonyms: P-DIMETHYLAMINOBENZALRHODANINE; 5-(4-Dimethylaminobenzylidene)rhodanine; 5-(4-Dimethylaminobenzylidene)rhodanine; p-Dimethylaminobenzylidenerhodanine; 5-(4-二甲氨基亚苄基)罗丹宁

Database IDs

• CAS Number: 536-17-4
• EC Number: 208-625-2
• MDL Number: MFCD00064857
• Beilstein Number: 189065
• PubChem SID: 24847184; 162096182; 24864353; 24864352
• PubChem CID: 1273211

CALCULATED PROPERTIES

• Acid pKa: 7.483518
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.796961
• LogD (pH = 7.4): 2.589827
• Log P: 2.8478725
• Molar Refractivity: 78.6405 cm^3
• Polarizability: 29.373549 Å^3
• Polar Surface Area: 32.34 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 285-288 °C(lit.)
• Absorption Wavelength: λmax 451 nm

Safety Information

• RTECS: VI8090000
• German water hazard class: 3
• Safety Statements: 22-24/25
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0%; ≥98.0% (S); 97%
• Grade: for TLC derivatization; JIS special grade; purum
• Empirical Formula (Hill Notation): C12H12N2OS2

DETAILS

MP Biomedicals - 05215929

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 114588

Packaging
10, 25 g in glass bottle

Sigma Aldrich - 39090

Application
for the detection of Ag, Au, Cu, Hg, Pd, Pt, alkaloids, antipyrin, indican, sulfonamide, urobilinogen
Other Notes
Reagent for the determination of silver, palladium and mercury 1,2; Determination of gold3; Used in the photometric determination of autoradiograms4