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74731

Sigma-Aldrich

1-Octadecanethiol

purum, ≥95.0% (GC)

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Synonym(s):
Mercaptan C18, Octadecyl mercaptan, Stearyl mercaptan
Linear Formula:
CH3(CH2)17SH
CAS Number:
2885-00-9
Molecular Weight:
286.56
Beilstein:
1811934
EC Number:
220-744-1
MDL number:
MFCD00004886
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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1 of 4

This Item
O185852270O3605
1-Octadecanethiol purum, ≥95.0% (GC)

Sigma-Aldrich

74731

1-Octadecanethiol

1-Octadecanethiol 98%

Sigma-Aldrich

O1858

1-Octadecanethiol

1-Hexadecanethiol ≥95.0% (GC)

Sigma-Aldrich

52270

1-Hexadecanethiol

1,8-Octanedithiol ≥97%

Sigma-Aldrich

O3605

1,8-Octanedithiol

assay

≥95.0% (GC)

assay

98%

assay

≥95.0% (GC)

assay

≥97%

form

solid

form

-

form

-

form

-

bp

204-210 °C/11 mmHg (lit.)

bp

204-210 °C/11 mmHg (lit.)

bp

184-191 °C/7 mmHg (lit.)

bp

269-270 °C (lit.)

mp

30-33 °C (lit.)

mp

30-33 °C (lit.)

mp

18-20 °C (lit.)

mp

-

density

0.847 g/mL at 25 °C (lit.)

density

0.847 g/mL at 25 °C (lit.)

density

0.84 g/mL at 25 °C (lit.)

density

0.97 g/mL at 25 °C (lit.)

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

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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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)
Yanxia Hou et al.
Langmuir : the ACS journal of surfaces and colloids, 21(9), 4058-4065 (2005-04-20)
To make ultrathin films for the fabrication of artificial olfactory systems, odorant biosensors, we have investigated mixed Langmuir and Langmuir-Blodgett films of odorant-binding protein/amphiphile. Under optimized experimental conditions (phosphate buffer solution, pH 7.5, OBP-1F concentration of 4 mg L(-1), target
Ken Kobayashi et al.
Journal of chromatography. A, 1110(1-2), 95-101 (2006-02-14)
Three types of thiol compounds (n-octadecanethiol, thiophenol, and 2-phenylethanethiol) were used to modify the gold-coated polystyrene particles (dp. 5microm) to prepare a stationary phase for capillary liquid chromatography through the formation of self-assembled monolayer. The column with n-octadecanethiol-modified gold-coated polystyrene
Qi-Shu Qu et al.
Journal of chromatography. A, 1198-1199, 95-100 (2008-06-10)
Monodispersed spherical gold particles synthesized and modified with n-octadecanethiol (C18-Au) were packed into a 100 microm I.D. capillary column and tested in capillary high-performance liquid chromatography (microHPLC). To the best of our knowledge, this represents the first report on the
Tao Zhang et al.
Nano letters, 10(11), 4738-4741 (2010-10-12)
We report studies on surface modification of graphene with 1-octadecanethiol and its application as heavy metal sensors. The alkanethiol molecules can self-assemble into large-scale highly ordered monolayers on single-layer graphene regardless of the roughness of graphene surfaces inherited from the
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