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674516

Sigma-Aldrich

1-Hexadecanethiol

99%

Sinônimo(s):

Cetyl mercaptan, Hexadecyl mercaptan, Mercaptan C16

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About This Item

Fórmula linear:
CH3(CH2)15SH
Número CAS:
2917-26-2
Peso molecular:
258.51
Beilstein:
1748495
Número CE:
220-846-6
Número MDL:
MFCD00011677
Código UNSPSC:
12352103
ID de substância PubChem:
24885217
NACRES:
NA.23

Ensaio

99%

índice de refração

n20/D 1.462 (lit.)

p.e.

184-191 °C/7 mmHg (lit.)

pf

18-20 °C (lit.)
20-24 °C

densidade

0.84 g/mL at 25 °C (lit.)

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

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

chave InChI

ORTRWBYBJVGVQC-UHFFFAOYSA-N

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Descrição geral

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.

Aplicação

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

Código de classe de armazenamento

10 - Combustible liquids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

215.6 °F - closed cup

Ponto de fulgor (°C)

102 °C - closed cup

Equipamento de proteção individual

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificados de análise (COA)

Lot/Batch Number
MKCB9347
MKBP3135V
MKBG4356V
MKBB2164
09927JE

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Sigma-Aldrich

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16-Mercaptohexadecanoic acid 90%

Sigma-Aldrich

448303

16-Mercaptohexadecanoic acid

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Sigma-Aldrich

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Sigma-Aldrich

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Sigma-Aldrich

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1,16-Hexadecanedithiol

Bain, C. D.; Evall, J.; Whitesides, G. M.
Journal of the American Chemical Society, 111, 7155-7155 (1989)
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)
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)
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
Gerd H Woehrle et al.
Journal of the American Chemical Society, 127(7), 2172-2183 (2005-02-17)
Ligand exchange reactions of 1.5-nm triphenylphosphine-stabilized nanoparticles with omega-functionalized thiols provides a versatile approach to functionalized, 1.5-nm gold nanoparticles from a single precursor. We describe the broad scope of this method and the first mechanistic investigation of thiol-for-phosphine ligand exchanges.
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