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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:
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

Signal Word

Warning

Hazard Statements

H315,H400

Hazard Classifications

Aquatic Acute 1 - Skin Irrit. 2

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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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)
Ori Stein et al.
The journal of physical chemistry. B, 112(13), 3955-3962 (2008-03-08)
The interactions of water, carbon dioxide, and Xe with octadecanethiol (C(18)H(37)SH, ODT) self-assembled monolayers (SAMs) were studied under ultrahigh vacuum conditions employing temperature-programmed desorption and optical diffraction measurements. The ODT layer was grown on a 1 nm thick gold film
Diego Millo et al.
Colloids and surfaces. B, Biointerfaces, 81(1), 212-216 (2010-08-03)
Hybrid bilayer lipid membranes (HBMs) were built on roughened silver electrodes exhibiting surface-enhanced Raman scattering (SERS) activity. The HBM consisted of a first layer of octadecanethiol (ODT) directly bound to the electrode surface, on which a second layer of 1,2-diphytanoyl-sn-glycero-3-phosphocholine
Khalid S Salaita et al.
Nano letters, 6(11), 2493-2498 (2006-11-09)
Experiments that utilize structures generated by dip-pen nanolithography (DPN) as positive resists for fabricating nanohole arrays and lithographic masters are described. The technique takes advantage of the difference in desorption potentials for patterned structures made from 16-mercaptohexadecanoic acid (MHA) and
Jimin Yao et al.
Advanced materials (Deerfield Beach, Fla.), 22(10), 1102-1110 (2010-04-20)
Plasmonic crystals fabricated with precisely controlled arrays of subwavelength metal nanostructures provide a promising platform for sensing and imaging of surface binding events with micrometer spatial resolution over large areas. Soft nanoimprint lithography provides a robust, cost-effective method for producing
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