12-sulfanyldodecanoic acid

• ChemBase ID: 141438
• Molecular Formular: C12H24O2S
• Molecular Mass: 232.38276
• Monoisotopic Mass: 232.14970101
• SMILES: C(CCCCCC(=O)O)CCCCCS
• Canonical SMILES: SCCCCCCCCCCCC(=O)O
• InChI: InChI=1S/C12H24O2S/c13-12(14)10-8-6-4-2-1-3-5-7-9-11-15/h15H,1-11H2,(H,13,14)
• InChIKey: SDAWVOFJSUUKMR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 12-sulfanyldodecanoic acid
• IUPAC Traditional name: 12-sulfanyldodecanoic acid
• Synonyms: MDA; 12-Mercaptododecanoic acid; 12-巯基十二酸

Database IDs

• CAS Number: 82001-53-4
• MDL Number: MFCD08705252
• PubChem SID: 162235672; 24885255
• PubChem CID: 566670

CALCULATED PROPERTIES

• Acid pKa: 4.9520173
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 3.6371853
• LogD (pH = 7.4): 1.8774213
• Log P: 4.292999
• Molar Refractivity: 66.6369 cm^3
• Polarizability: 26.395687 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 45-50 °C
• Flash Point: >110 °C; >230 °F

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• 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
• Storage Temperature: 2-8°C

Product Information

• Purity: 96%; 99%
• Empirical Formula (Hill Notation): C12H24O2S

DETAILS

Sigma Aldrich - 675067

Application
This compound is used to produce hydrophilic SAMs. The resulting monolayers which are terminated with carboxylic acids can be further functionalized1 to introduce more complex end groups. Used in a study of the effect of molecular structure on the precision of copper-bound α,ω-mercaptoalkanoic acid "molecular ruler" stacks.2
Packaging
1 g in glass bottle

Sigma Aldrich - 705241

Packaging
250 mg in glass bottle