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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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
Combining surface chemistry with a FRET-based biosensor to study the dynamics of RhoA GTPase activation in cells on patterned substrates.
Louis Hodgson et al.
Journal of the American Chemical Society, 129(30), 9264-9265 (2007-07-13)
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
François Huber et al.
The Review of scientific instruments, 79(8), 086110-086110 (2008-12-03)
A new microcantilever array design is investigated comprising eight flexible microcantilevers introducing two solid bars, enabling to subtract contributions from differences in refractive index in an optical laser read out system. Changes in the refractive index do not contribute undesirably
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