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659452

Sigma-Aldrich

1-Adamantanethiol

95%

Sinonimo/i:

1-AD, 1-AdSH, 1-AdmSH

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About This Item

Formula empirica (notazione di Hill):
C10H16S
Numero CAS:
34301-54-7
Peso molecolare:
168.30
Numero MDL:
MFCD00213530
Codice UNSPSC:
12352103
ID PubChem:
24884424
NACRES:
NA.23

Saggio

95%

Forma fisica

solid

Punto di fusione

99-106 °C

Stringa SMILE

SC12C[C@H]3C[C@H](C[C@H](C3)C1)C2

InChI

1S/C10H16S/c11-10-4-7-1-8(5-10)3-9(2-7)6-10/h7-9,11H,1-6H2/t7-,8+,9-,10-
ADJJLNODXLXTIH-CHIWXEEVSA-N

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Categorie correlate

Descrizione generale

1-Adamantanethiol (AT) is a bulky caged hydrocarbon based thiol that has no free rotational configurations in its backbone. It forms a self-assembled monolayer (SAM) by attaching order close packed structured to the surface atoms.

Applicazioni

Displaceable Monolayers and Microdisplacement Printing: 1-Adamantanethiol Assembly and Applications
AT can be used to functionalize folic acid based polyethylene glycol-maleimide which can be used in the development of gold nanorod (AuNR) based mixtures for spatiotemporal delivery of anticancer therapeutics. It can also be used with 1-octadecanethiol which forms SAM on palladium/aluminum oxide (Pd/Al2O3) which finds potential application as a controlled catalyst.
Reagent used to prepare 1-adamantylthio sialosides for glycosylation with mono- and oligosaccharides on treatment with NIS in triflic acid.

Pittogrammi

Skull and crossbones
GHS06

Avvertenze

Danger

Indicazioni di pericolo

H301,H319

Classi di pericolo

Acute Tox. 3 Oral - Eye Irrit. 2

Codice della classe di stoccaggio

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificati d'analisi (COA)

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A dual wavelength-activatable gold nanorod complex for synergistic cancer treatment
Pacardo DB, et al.
Nanoscale, 7(28), 12096-12103 (2015)
Thermal study and structural characterization of self-assembled monolayers generated from diadamantane disulfide on Au (1 1 1)
Azzam W, et al.
Applied Surface Science, 257(8), 3739-3747 (2011)
Arrelaine A Dameron et al.
Journal of the American Chemical Society, 127(24), 8697-8704 (2005-06-16)
We have designed monolayers with weak intermolecular interactions for use as placeholders in intelligent self- and directed-assembly. We have shown that these 1-adamantanethiolate monolayers are labile with respect to displacement by exposing them to dilute solutions of alkanethiols. These self-assembled
Controlling surface crowding on a Pd catalyst with thiolate self-assembled monolayers
Schoenbaum CA, et al.
J. Catal., 303, 92-99 (2013)
Control of Pd catalyst selectivity with mixed thiolate monolayers
Lien C and Medlin JW
J. Catal., 339(28), 38-46 (2016)
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Articoli

Displaceable Monolayers and Microdisplacement Printing: 1-Adamantanethiol Assembly and Applications

1-Adamantanethiol (1-AD), an example in this spectrum of molecules with distinct chemical and physical properties, forms self-assembled monolayers (SAMs) on Au{111} that are displaceable when exposed to other thiolated molecules from solution, vapor, or contact due to weak intermolecular interactions in 1-AD SAMs.

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