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674516

Sigma-Aldrich

1-Hexadecanethiol

99%

Sinonimo/i:

Cetyl mercaptan, Hexadecyl mercaptan, Mercaptan C16

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About This Item

Formula condensata:
CH3(CH2)15SH
Numero CAS:
2917-26-2
Peso molecolare:
258.51
Beilstein:
1748495
Numero CE:
220-846-6
Numero MDL:
MFCD00011677
Codice UNSPSC:
12352103
ID PubChem:
24885217
NACRES:
NA.23

Livello qualitativo

100

Saggio

99%

Indice di rifrazione

n20/D 1.462 (lit.)

P. eboll.

184-191 °C/7 mmHg (lit.)

Punto di fusione

18-20 °C (lit.)
20-24 °C

Densità

0.84 g/mL at 25 °C (lit.)

Temperatura di conservazione

2-8°C

Stringa SMILE

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
ORTRWBYBJVGVQC-UHFFFAOYSA-N

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Descrizione generale

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.

Applicazioni

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.

Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

215.6 °F - closed cup

Punto d’infiammabilità (°C)

102 °C - closed cup

Dispositivi di protezione individuale

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificati d'analisi (COA)

Lot/Batch Number
MKCB9347
MKBP3135V
MKBG4356V
MKBB2164
09927JE

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1-Nonanethiol 99%

Sigma-Aldrich

674273

1-Nonanethiol

1-Octanethiol ≥98.5%

Sigma-Aldrich

471836

1-Octanethiol

16-Mercaptohexadecanoic acid 90%

Sigma-Aldrich

448303

16-Mercaptohexadecanoic acid

16-Mercaptohexadecanoic acid 98%

Sigma-Aldrich

674435

16-Mercaptohexadecanoic acid

1-Hexanethiol 95%

Sigma-Aldrich

234192

1-Hexanethiol

1,16-Hexadecanedithiol 99%

Sigma-Aldrich

674400

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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