2-(2-{2-[(11-sulfanylundecyl)oxy]ethoxy}ethoxy)ethan-1-ol

• ChemBase ID: 141090
• Molecular Formular: C17H36O4S
• Molecular Mass: 336.53034
• Monoisotopic Mass: 336.23343063
• SMILES: C(CCCCCOCCOCCOCCO)CCCCCS
• Canonical SMILES: OCCOCCOCCOCCCCCCCCCCCS
• InChI: InChI=1S/C17H36O4S/c18-10-12-20-14-16-21-15-13-19-11-8-6-4-2-1-3-5-7-9-17-22/h18,22H,1-17H2
• InChIKey: FASSFROSROBIBE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-{2-[(11-sulfanylundecyl)oxy]ethoxy}ethoxy)ethan-1-ol
• IUPAC Traditional name: 2-(2-{2-[(11-sulfanylundecyl)oxy]ethoxy}ethoxy)ethanol
• Synonyms: 3,6,9-Trioxa-19-mercapto-nonadecan-1-ol; 2-[2-[2-(11-Mercaptoundecyloxy)ethoxy]ethoxy]ethanol; 1-(9-Mercaptononyl)-3,6,9-trioxaundecan-11-ol; (11-Mercaptoundecyl)tri(ethylene glycol); Triethylene glycol mono-11-mercaptoundecyl ether; (11-巯基十一烷基)三(乙二醇); 三乙二醇单-11-巯基十一烷基醚

Database IDs

• CAS Number: 130727-41-2
• MDL Number: MFCD08457662
• PubChem SID: 24885143; 162235325
• PubChem CID: 4592043

CALCULATED PROPERTIES

• Acid pKa: 10.200819
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.5910587
• LogD (pH = 7.4): 3.5904298
• Log P: 3.5910668
• Molar Refractivity: 95.4297 cm^3
• Polarizability: 37.793034 Å^3
• Polar Surface Area: 47.92 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ether; Ethyl Acetate; Methanol; Water
• Apperance: Colourless Oil
• Flash Point: >110 °C; >230 °F
• Density: 0.995 g/mL at 25 °C
• Refractive Index: n20/D 1.476

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: 95%
• Linear Formula: HS(CH2)11(OCH2CH2)3OH

DETAILS

Sigma Aldrich - 673110

Application
Used in an efficient synthesis of ω-functionalized asymmetric disulfides via the sulfenyl bromide.1
Packaging
250 mg in glass bottle

Toronto Research Chemicals - M254325

Long chain alkanethiol suitable for self-assembly from solution onto gold surfaces. The control of surface functionality using these self-assembled monolayers (SAMs) makes the exploration of such interactions as protein recognition possible.

REFERENCES

• For examples see G.M. Whitesides et al.: J. Am. Chem. Soc., 1991, 113, 12-20 ; 1998, 120,6548-6555 and Anal. Chem. 1999, 71, 777-790