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74731

Sigma-Aldrich

1-Octadecanethiol

purum, ≥95.0% (GC)

Synonym(s):

Mercaptan C18, Octadecyl mercaptan, Stearyl mercaptan

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About This Item

Linear Formula:
CH3(CH2)17SH
CAS Number:
Molecular Weight:
286.56
Beilstein:
1811934
EC Number:
MDL number:
UNSPSC Code:
12352300
PubChem Substance ID:
NACRES:
NA.23

grade

purum

Quality Level

Assay

≥95.0% (GC)

form

solid

bp

204-210 °C/11 mmHg (lit.)

mp

30-33 °C (lit.)

density

0.847 g/mL at 25 °C (lit.)

SMILES string

CCCCCCCCCCCCCCCCCCS

InChI

1S/C18H38S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h19H,2-18H2,1H3

InChI key

QJAOYSPHSNGHNC-UHFFFAOYSA-N

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General description

1-Octadecanethiol (ODT) is a water soluble sulfur compound with an 18 carbon alkyl chain, which forms a strong hydrophobic assembly with transition metals, like gold .It forms self-assembled monolayers (SAMs) on the surface of such transition metals. The thiol membrane when covalently bonded with the surface of the metal electrode, it shows electrostriction phenomenon leading to variation in capacitance.ODT SAMs have a hydrophobic surface with contact angle of 102oC.

Application

ODT is used to deposit thiolated molecules onto the surface of gold substrates, such as
  • SAMs on gold quartz crystal resonators.
  • on the tip of atomic force microscope probes.
  • capacitive sensors.

Analysis Note

may contain precipitation in melt

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

Hazard Classifications

Aquatic Acute 1 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Xianghui Xu et al.
Langmuir : the ACS journal of surfaces and colloids, 26(5), 3654-3658 (2009-12-17)
We have reported an easy means in this paper to imitate the "lotus leaf" by constructing a superhydrophobic surface through a process combining both electroless galvanic deposition and self-assembly of n-octadecanethiol. Superhydrophobicity with a static water contact angle of about
Qishu Qu et al.
Electrophoresis, 31(3), 556-562 (2010-02-02)
Nonporous monodispersed silica spheres of 1.3 microm were coated with gold nanoparticles (AuNPs) and subsequently coated with n-octadecanethiol. By transmission electron microscopy analysis, the average diameter of the AuNPs on the silica spheres was determined to be 12 nm. The
Youngnam Cho et al.
The journal of physical chemistry. B, 109(26), 12731-12737 (2006-07-21)
Four TAT peptide fragments were used to functionalize GaAs surfaces by adsorption from solution. In addition, two well-studied alkylthiols, mercaptohexadecanoic acid (MHA) and 1-octadecanethiol (ODT) were utilized as references to understand the structure of the TAT peptide monolayer on GaAs.
Wei Wei Yao et al.
The journal of physical chemistry. B, 113(46), 15263-15271 (2009-10-30)
A procedure was developed for initiating electron transfer from a gold electrode to a low molecular weight electron acceptor present inside supported lipid (lecithin) bilayers, followed by further electron transfer to an electron acceptor present in an aqueous solution. The
Reduced graphene oxide-templated photochemical synthesis and in situ assembly of Au nanodots to orderly patterned Au nanodot chains.
Xiao Huang et al.
Small (Weinheim an der Bergstrasse, Germany), 6(4), 513-516 (2010-01-16)

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