(4R)-2-sulfanylidene-1,3-thiazolidine-4-carboxylic acid

• ChemBase ID: 146526
• Molecular Formular: C4H5NO2S2
• Molecular Mass: 163.218
• Monoisotopic Mass: 162.97617041
• SMILES: C1[C@H](NC(=S)S1)C(=O)O
• Canonical SMILES: OC(=O)[C@@H]1CSC(=S)N1
• InChI: InChI=1S/C4H5NO2S2/c6-3(7)2-1-9-4(8)5-2/h2H,1H2,(H,5,8)(H,6,7)/t2-/m0/s1
• InChIKey: SQUOCHQOQMZGQP-REOHCLBHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-2-sulfanylidene-1,3-thiazolidine-4-carboxylic acid
• IUPAC Traditional name: (4R)-2-sulfanylidene-1,3-thiazolidine-4-carboxylic acid
• Synonyms: (R)-(-)-2-Thioxo-4-thiazolidinecarboxylic acid; Raphanusamic acid; (R)-(-)-2-Thioxo-4-thiazolidinecarboxylic acid; (4R)-(-)-2-Thioxo-4-thiazolidinecarboxylic acid; (R)-(-)-2-硫酮基-4-噻唑烷羧酸; (R)-(-)-2-硫酮基-4-噻唑烷羧酸; (4R)-(-)-2-硫酮基-4-噻唑烷羧酸

Database IDs

• CAS Number: 98169-56-3
• MDL Number: MFCD00074854
• Beilstein Number: 82632
• PubChem SID: 162240720; 24889177; 24856541
• PubChem CID: 3035791

CALCULATED PROPERTIES

• Acid pKa: 3.8546824
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.9370966
• LogD (pH = 7.4): -2.733966
• Log P: 0.7159072
• Molar Refractivity: 39.3369 cm^3
• Polarizability: 15.590128 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 179-181 °C(lit.)
• Optical Rotation: [α]20/D -86±2°, c = 2.5% in 0.5 M HCl; [α]29/D -86°, c = 2.5 in 0.5 M HCl

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥97.0% (T); 99%
• Grade: purum
• Empirical Formula (Hill Notation): C4H5NO2S2

DETAILS

Sigma Aldrich - 273449

Packaging
1 g in glass bottle