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52270

Sigma-Aldrich

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
Beilstein:
1748495
EC Number:
220-846-6
MDL number:
MFCD00011677
UNSPSC Code:
12352100
PubChem Substance ID:
57651351
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.)

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 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

Certificates of Analysis (COA)

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Phase separation of binary self-assembled thiol monolayers composed of 1-hexadecanethiol and 3-mercaptopropionic acid on Au (111) studied by scanning tunneling microscopy and cyclic voltammetry.
Hobara D, et al.
Journal of Electroanalytical Chemistry, 444(1), 113-119 (1998)
Langmuir-Blodgett silver nanowire monolayers for molecular sensing using surface-enhanced Raman spectroscopy.
Tao A, et al.
Nano Letters, 3(9), 1229-1233 (2003)
Yue Li et al.
Langmuir : the ACS journal of surfaces and colloids, 23(19), 9802-9807 (2007-08-21)
We present a facile synthetic route to a silver bowl-like array film with hierarchical structures on glass substrate using the colloidal monolayer as a template. In these special hierarchical structures, microstructures were provided by a colloidal template of polystyrene latex
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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