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Merck
CN

52270

1-Hexadecanethiol

≥95.0% (GC)

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:
12352100
NACRES:
NA.22
PubChem Substance ID:
57651351
EC Number:
220-846-6
Beilstein/REAXYS Number:
1748495
MDL number:
MFCD00011677
Assay:
≥95.0% (GC)

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

≥95.0% (GC)

refractive index

n20/D 1.462 (lit.), n20/D 1.464

bp

184-191 °C/7 mmHg (lit.)

mp

18-20 °C (lit.)

transition temp

solidification point 15-18 °C(lit.)

density

0.84 g/mL at 25 °C (lit.)

functional group

thiol

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Application

1-Hexadecanethiol has been used in the preparation of cholesterol-PIE12-trimer and alkyl-PIE12-trimer (PIE12-trimer = protease-resistant trimeric D-peptide inhibitor). It may be used for the functionalization of silver nanowires.

General description

1-Hexadecanethiol (HDT) readily forms self-assembled monolayer (SAMs) on gold surfaces. Phase separation characteristics of binary SAMs [made up of HDT and 3-mercaptopropionic acid] on the surface of Au(111) have been investigated. Interaction between gold surface and SAM of HDT has been investigated by atomic force microscopy (AFM).

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
WXBF6308V
WXBD8452V
WXBF4401V
WXBF1731V
WXBD5843V

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Langmuir-Blodgett silver nanowire monolayers for molecular sensing using surface-enhanced Raman spectroscopy.
Tao A, et al.
Nano Letters, 3(9), 1229-1233 (2003)
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)
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)
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
Dana M Rosu et al.
Langmuir : the ACS journal of surfaces and colloids, 25(2), 919-923 (2008-12-25)
Infrared spectroscopic ellipsometry was used for determination of molecular orientation and for lateral homogeneity studies of organic monolayers on GaAs and Au, the organic layer being either octanedithiol or hexadecanethiol (HDT). The laterally resolved measurements were performed with the infrared
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