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Merck

52270

Sigma-Aldrich

1-Hexadecanethiol

≥95.0% (GC)

Sinónimos:

Cetyl mercaptan, Hexadecyl mercaptan, Mercaptan C16

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About This Item

Fórmula lineal:
CH3(CH2)15SH
Número de CAS:
Peso molecular:
258.51
Beilstein/REAXYS Number:
1748495
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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

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) 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).

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.

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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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)
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
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)
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
Assembly and alignment of metallic nanorods on surfaces with patterned wettability.
Shuhong Liu et al.
Small (Weinheim an der Bergstrasse, Germany), 2(12), 1448-1453 (2006-12-29)

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