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Merck

74731

Sigma-Aldrich

1-Octadecanethiol

purum, ≥95.0% (GC)

Sinónimos:

Mercaptan C18, Octadecyl mercaptan, Stearyl mercaptan

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About This Item

Fórmula lineal:
CH3(CH2)17SH
Número de CAS:
Peso molecular:
286.56
Beilstein/REAXYS Number:
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

signalword

Warning

hcodes

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)
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
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
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

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