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Merck
CN

74731

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

Key Documents

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InChI key

QJAOYSPHSNGHNC-UHFFFAOYSA-N

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

SMILES string

CCCCCCCCCCCCCCCCCCS

grade

purum

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.)

Quality Level

200

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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

hcodes

H315,H400

Hazard Classifications

Aquatic Acute 1 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF7146V
WXBF5555V
WXBF3207V
WXBF2745V
WXBD7803V

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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)
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
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
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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