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674516

Sigma-Aldrich

1-Hexadecanethiol

99%

Synonym(s):

Cetyl mercaptan, Hexadecyl mercaptan, Mercaptan C16

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500 MG
$421.80

About This Item

Linear Formula:
CH3(CH2)15SH
CAS Number:
2917-26-2
Molecular Weight:
258.51
Beilstein/REAXYS Number:
1748495
EC Number:
220-846-6
MDL number:
MFCD00011677
UNSPSC Code:
12352103
PubChem Substance ID:
24885217
NACRES:
NA.23

$421.80

List Price$444.00
Web-Only Promotion

Available to ship onApril 22, 2025Details

Request a Bulk Order

Quality Level

100

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.[1]

Application

HDT functionalized gold surfaces[2][3] with pentacene form a low injection barrier, which can be used to enhance the performance of pentacene organic field effect transistors (OFETs).[4] It can also be used to immobilize silver nanoparticles (AgNPs), synthesized by reducing silver phosphine precursors.[5]
Used to prepare thiol-functionalized 1.5 nm gold nanoparticles via a ligand exchange process with triphenylphosphine-stabilized nanoparticles.[6] Used in the formation of hydrophobic SAMs. Due to the length of the alkane chain, the resulting monolayer is highly ordered.[7]

Storage Class

10 - Combustible liquids

wgk_germany

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)
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
X Torrelles et al.
Langmuir : the ACS journal of surfaces and colloids, 20(21), 9396-9402 (2004-10-06)
The c(4 x 2) structure of C16H33SH alkanethiol monolayers self-assembled on Au(111) has been studied by grazing incidence X-ray diffraction. This structure coexists on the surface with the (radical3x radical3)R30 degrees phase. The structural refinement of the c(4 x 2)
Lower hole-injection barrier between pentacene and a 1-hexadecanethiol-modified gold substrate with a lowered work function.
Hong K, et al.
Organic Electronics, 9(1), 21-29 (2008)
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