11-aminoundecane-1-thiol hydrochloride

• ChemBase ID: 141416
• Molecular Formular: C11H26ClNS
• Molecular Mass: 239.84884
• Monoisotopic Mass: 239.14744852
• SMILES: C(CCCCCN)CCCCCS.Cl
• Canonical SMILES: NCCCCCCCCCCCS.Cl
• InChI: InChI=1S/C11H25NS.ClH/c12-10-8-6-4-2-1-3-5-7-9-11-13;/h13H,1-12H2;1H
• InChIKey: LOQACAFAHHWTBJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 11-aminoundecane-1-thiol hydrochloride
• IUPAC Traditional name: 11-aminoundecane-1-thiol hydrochloride
• Synonyms: 11-Aminoundecanethiol hydrochloride; AUT; MUAM; 11-Mercaptoundecylamine; 11-Amino-1-undecanethiol hydrochloride; 11-巯基十一胺; 巯基-十一胺盐酸盐

Database IDs

• CAS Number: 143339-58-6
• MDL Number: MFCD09836217
• PubChem SID: 162235650
• PubChem CID: 16744909

CALCULATED PROPERTIES

• Acid pKa: 9.902124
• H Acceptors: 1
• H Donor: 2
• LogD (pH = 5.5): 0.61066586
• LogD (pH = 7.4): 1.2431631
• Log P: 3.3224363
• Molar Refractivity: 63.9567 cm^3
• Polarizability: 25.613195 Å^3
• Polar Surface Area: 26.02 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 120-170 °C

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: 99%
• Linear Formula: HSCH2(CH2)9CH2NH2 · HCl

DETAILS

Sigma Aldrich - 674397

Application
Creating SAMs containing amino functionalized sites.1 This molecule is used to modify gold surfaces with amine groups. The amine group is usually modified using amine-reactive materials, such as proteins or biomaterials, to further functionalize the gold surface. This material has also been self-assembled onto gold electrodes for a study on the effect of the terminal groups on the redox responses of ferrocene derivatives using the voltammetric method.2 Tanahashi and co-workers modified a gold surface with SAMs of several kinds of functionalized alkanethiols.3
Packaging
50 mg in glass bottle