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674516

Sigma-Aldrich

1-Hexadecanethiol

99%

Synonym(s):

Cetyl mercaptan, Hexadecyl mercaptan, Mercaptan C16

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About This Item

Linear Formula:
CH3(CH2)15SH
CAS Number:
Molecular Weight:
258.51
Beilstein:
1748495
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

Quality Level

Assay

99%

refractive index

n20/D 1.462 (lit.)

bp

184-191 °C/7 mmHg (lit.)

mp

18-20 °C (lit.)
20-24 °C

density

0.84 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CCCCCCCCCCCCCCCCS

InChI

1S/C16H34S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17/h17H,2-16H2,1H3

InChI key

ORTRWBYBJVGVQC-UHFFFAOYSA-N

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General description

1-Hexadecanethiol (HDT) is an alkanethiol that forms a self-assembled monolayer (SAM) by linking sulfur ions with the surface atoms. The methyl groups form a network with the aqueous phase that allows the formation of hydrophobic surfaces with low surface tension.

Application

HDT functionalized gold surfaces with pentacene form a low injection barrier, which can be used to enhance the performance of pentacene organic field effect transistors (OFETs). It can also be used to immobilize silver nanoparticles (AgNPs), synthesized by reducing silver phosphine precursors.
Used to prepare thiol-functionalized 1.5 nm gold nanoparticles via a ligand exchange process with triphenylphosphine-stabilized nanoparticles. Used in the formation of hydrophobic SAMs. Due to the length of the alkane chain, the resulting monolayer is highly ordered.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

215.6 °F - closed cup

Flash Point(C)

102 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Synthesis of silver nanoparticles using different silver phosphine precursors: formation mechanism and size control
Andrieux-Ledier A, et al.
The Journal of Physical Chemistry C, 117(28), 14850-14857 (2013)
Liping Ding et al.
Polymers, 11(12) (2019-12-15)
A versatile, facile, energy-saving, low-cost and plant-inspired self-assembly strategy was used to prepare super-hydrophobic coating in this study. Concretely, an appealing super-hydrophobicity surface was obtained by designing a molecular building block phytic acid (PA)-Fe (III) complex to anchor the substrate
Monitoring of the self-assembled monolayer of 1-hexadecanethiol on a gold surface at nanomolar concentration using a piezo-excited millimeter-sized cantilever sensor
Campbell GA and Mutharasan R
Langmuir, 21(25), 11568-11573 (2005)
M N Yousaf et al.
Proceedings of the National Academy of Sciences of the United States of America, 98(11), 5992-5996 (2001-05-17)
This report describes the development of an electroactive mask that permits the patterning of two different cell populations to a single substrate. This mask is based on a self-assembled monolayer of alkanethiolates on gold that could be switched from a
Mohammad R Shadnam et al.
Langmuir : the ACS journal of surfaces and colloids, 20(7), 2667-2676 (2005-04-20)
The development of a methodology to manipulate surface properties of a self-assembled monolayer (SAM) of alkanethiol on a gold film using direct laser patterning is the objective of this paper. The present study demonstrates proof of the concept for the

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