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Merck
CN

674516

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:
2917-26-2
Molecular Weight:
258.51
UNSPSC Code:
12352103
NACRES:
NA.23
PubChem Substance ID:
24885217
EC Number:
220-846-6
Beilstein/REAXYS Number:
1748495
MDL number:
MFCD00011677
Assay:
99%

Key Documents

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InChI key

ORTRWBYBJVGVQC-UHFFFAOYSA-N

InChI

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

SMILES string

CCCCCCCCCCCCCCCCS

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

Quality Level

100

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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.

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.

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

215.6 °F - closed cup

flash_point_c

102 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKCB9347
MKBP3135V
MKBG4356V
MKBB2164
09927JE

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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)
Bain, C. D.; Evall, J.; Whitesides, G. M.
Journal of the American Chemical Society, 111, 7155-7155 (1989)
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
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)
Jialin Wang et al.
Langmuir : the ACS journal of surfaces and colloids, 24(15), 7889-7896 (2008-06-26)
An atomic force microscope (AFM) was used to measure the forces between gold surfaces with and without hydrophobizing them by the self-assembly of 1-hexadecanethiol. The forces measured between bare gold surfaces were fitted to the Derjaguin-Landau-Verwey-Overbeek (DLVO) theory with a
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