6-sulfanylhexanoic acid

• ChemBase ID: 141437
• Molecular Formular: C6H12O2S
• Molecular Mass: 148.22328
• Monoisotopic Mass: 148.05580062
• SMILES: C(CCC(=O)O)CCS
• Canonical SMILES: SCCCCCC(=O)O
• InChI: InChI=1S/C6H12O2S/c7-6(8)4-2-1-3-5-9/h9H,1-5H2,(H,7,8)
• InChIKey: CMNQZZPAVNBESS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-sulfanylhexanoic acid
• IUPAC Traditional name: 6-sulfanylhexanoic acid
• Synonyms: MHA; 6-Mercaptohexanoic acid; 6-巯基己酸

Database IDs

• CAS Number: 17689-17-7
• MDL Number: MFCD08705278
• PubChem SID: 24885247; 162235671
• PubChem CID: 329113

CALCULATED PROPERTIES

• Acid pKa: 4.9052935
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.9329878
• LogD (pH = 7.4): -0.8327975
• Log P: 1.6255869
• Molar Refractivity: 39.0309 cm^3
• Polarizability: 15.3669195 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Density: 1.0715 g/mL at 25 °C
• Refractive Index: n20/D 1.4846

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: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: rat ... Ace(24310)

Product Information

• Purity: 90%
• Empirical Formula (Hill Notation): C6H12O2S

DETAILS

Sigma Aldrich - 674974

Application
Used to prepare thiol-functionalized 1.5 nm gold nanoparticles via a ligand exchange process with triphenylphosphine-stabilized nanoparticles.1 This compound is used in self-assembly to produce hydrophilic SAMs. The resulting monolayers which are terminated with carboxylic acids can be further functionalized2 with various amines and alcohols to introduce more complex end groups. Can also be used to control the rate of aggregation of gold colloidal nanoparticles using pH.3
Packaging
1 g in glass bottle