3-[(2-carboxyethyl)sulfanyl]propanoic acid

• ChemBase ID: 104705
• Molecular Formular: C6H10O4S
• Molecular Mass: 178.2062
• Monoisotopic Mass: 178.0299798
• SMILES: OC(=O)CCSCCC(=O)O
• Canonical SMILES: OC(=O)CCSCCC(=O)O
• InChI: InChI=1S/C6H10O4S/c7-5(8)1-3-11-4-2-6(9)10/h1-4H2,(H,7,8)(H,9,10)
• InChIKey: ODJQKYXPKWQWNK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2-carboxyethyl)sulfanyl]propanoic acid
• IUPAC Traditional name: propanoic acid, 3,3'-thiobis-
• Synonyms: 3,3′-Thiodipropionic acid; 3,3′-Thiodipropionic acid, polymer-bound; 3,3'-Thiodipropionic acid; bis(2-Carboxyethyl) sulfide; Diethyl sulfide-2,2'-dicarboxylic acid; 3,3'-THIODIPROPIONIC ACID; 硫代二丙酸; 3,3′-硫代二丙酸; 3,3′-硫代二丙酸，聚合物键合型; 3,3'-硫代二丙酸

Database IDs

• CAS Number: 111-17-1
• EC Number: 203-841-3
• MDL Number: MFCD00002781
• Beilstein Number: 1210299
• Merck Index: 149332
• PubChem SID: 24869367; 24900099; 162091729
• PubChem CID: 8096

CALCULATED PROPERTIES

• Acid pKa: 3.8559005
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -2.1384962
• LogD (pH = 7.4): -5.5442767
• Log P: 0.44601566
• Molar Refractivity: 40.5581 cm^3
• Polarizability: 16.025719 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 127-134°C; 128-132 °C; 131-134 °C(lit.); 134 °C
• Flash Point: 128 °C; 262.4 °F

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: UF7990000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2; 3
• Risk Statements: 36; R:36
• Safety Statements: 26; S:26
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H319
• GHS Precautionary statements: P305 + P351 + P338; P305+P351+P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥97.0% (T); 97%; 98%
• Grade: purum
• Particle Size: 20-50 mesh
• Ignition Residue: ≤0.1%
• Extent of Labeling: ~2.5 mmol/g S loading
• Linear Formula: S(CH2CH2COOH)2

DETAILS

Sigma Aldrich - 459011

Application
For reductive quenching of ozonolysis reactions.1
Replacement for volatile dimethyl sulfide. Filtration of reaction solution gives reaction medium free of sulfur-containing by-products.
Packaging
10 g in poly bottle

Sigma Aldrich - T30201

Packaging
100 g in poly bottle
3 kg in poly drum