11-sulfanylundecan-1-ol

• ChemBase ID: 134951
• Molecular Formular: C11H24OS
• Molecular Mass: 204.37266
• Monoisotopic Mass: 204.15478639
• SMILES: C(CCCCCO)CCCCCS
• Canonical SMILES: OCCCCCCCCCCCS
• InChI: InChI=1S/C11H24OS/c12-10-8-6-4-2-1-3-5-7-9-11-13/h12-13H,1-11H2
• InChIKey: ULGGZAVAARQJCS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 11-sulfanylundecan-1-ol
• IUPAC Traditional name: 11-sulfanylundecan-1-ol
• Synonyms: 11-Mercapto-1-undecanol solution; NanoThinks™ ALCO11; 11-Hydroxy-1-undecanethiol; 11-Hydroxy-1-undecanthiol; 11-Hydroxyundecane-1-thiol; 11-Mercaptoundecanol; MUD; 11-Mercapto-1-undecanol; 11-巯基-1-十一醇 溶液; 11-巯基-1-十一醇

Database IDs

• CAS Number: 73768-94-2
• EC Number: 200-578-6
• MDL Number: MFCD00239433
• PubChem SID: 24884579; 24868345; 162229226
• PubChem CID: 261824

CALCULATED PROPERTIES

• Acid pKa: 10.200824
• H Acceptors: 1
• H Donor: 2
• LogD (pH = 5.5): 3.7319853
• LogD (pH = 7.4): 3.7313564
• Log P: 3.7319934
• Molar Refractivity: 62.2992 cm^3
• Polarizability: 24.675825 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 33-37 °C(lit.)
• Flash Point: >113 °C; >235.4 °F; 12 °C; 53.6 °F
• Density: 0.790 g/mL at 25 °C
• Refractive Index: n20/D 1.359

Safety Information

• European Hazard Symbols: Flammable (F); Irritant (Xi)
• UN Number: 1170
• German water hazard class: 1; 3
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11; 36/37/38
• Safety Statements: 26-36; 7-16
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Danger; Warning
• GHS Hazard statements: H225; H315-H319-H335
• GHS Precautionary statements: P210; P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1170 3/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: 97%; 99%
• Concentration: 5 mM in ethanol
• Linear Formula: HS(CH2)11OH
• Empirical Formula (Hill Notation): C11H24OS

DETAILS

Sigma Aldrich - 674249

Application
Oxidation to the corresponding disulfide by N-phenyltriazolinedione (Aldrich Catalog No. 280992) without the need for hydroxyl protection.1 This compound is used to produce hydrophilic SAMs. The resulting monolayers which are terminated with alcohols can be further functionalized2 with various groups even when attached to gold nanoparticles.3
Packaging
250 mg in glass bottle

Sigma Aldrich - 447528

Application
Used in a two-step synthesis of unsymmetrical disulfides which does not require alcohol protection.1
Packaging
1 g in glass bottle
5 g in poly bottle

Sigma Aldrich - 662224

Packaging
100 mL in glass bottle
Legal Information
NanoThinks is a trademark of Sigma-Aldrich Co. LLC