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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:
2885-00-9
Molecular Weight:
286.56
Beilstein/REAXYS Number:
1811934
EC Number:
220-744-1
MDL number:
MFCD00004886
UNSPSC Code:
12352300
PubChem Substance ID:
329765824
NACRES:
NA.23

grade

purum

Quality Level

200

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
GHS07,GHS09

signalword

Warning

Hazard Classifications

Aquatic Acute 1 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Polarization modulation Fourier transform infrared reflectance measurements of thin films and monolayers at metal surfaces utilizing real-time sampling electronics.
Barbara BJ, et al
Analytical Chemistry, 63(1), 55-60 (1991)
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)
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
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
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