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659452

Sigma-Aldrich

1-Adamantanethiol

95%

Sinónimos:

1-AD, 1-AdSH, 1-AdmSH

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5 G
$146.30

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Precio de catálogo$154.00
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5 G
$146.30

About This Item

Fórmula empírica (notación de Hill):
C10H16S
Número de CAS:
34301-54-7
Peso molecular:
168.30
Número MDL:
MFCD00213530
Código UNSPSC:
12352103
ID de la sustancia en PubChem:
24884424
NACRES:
NA.23

$146.30

Precio de catálogo$154.00
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Disponible para envío el18 de abril de 2025Detalles

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Nivel de calidad

100

Ensayo

95%

Formulario

solid

mp

99-106 °C

cadena SMILES

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-

Clave InChI

ADJJLNODXLXTIH-CHIWXEEVSA-N

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Descripción general

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.[1][2]

Aplicación

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.[3] 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.[4]
Reagent used to prepare 1-adamantylthio sialosides for glycosylation with mono- and oligosaccharides on treatment with NIS in triflic acid.[5]

Pictogramas

Skull and crossbones
GHS06

Palabra de señalización

Danger

Frases de peligro

H301,H319

Clasificaciones de peligro

Acute Tox. 3 Oral - Eye Irrit. 2

Código de clase de almacenamiento

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

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

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

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Certificados de análisis (COA)

Lot/Batch Number
MKCT6138
MKCQ6238
MKCQ8658
MKCM0241
MKCJ1233

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David Crich et al.
The Journal of organic chemistry, 72(20), 7794-7797 (2007-09-11)
Novel 1-adamantanylthio sialosides were synthesized and coupled to acceptors under NIS/TfOH promotion conditions. These donors showed higher reactivity than the phenylthio sialosides and could be activated by NIS/TfOH in nitrile solvents at -78 degrees C to afford improved alpha-sialylations. With
Control of Pd catalyst selectivity with mixed thiolate monolayers
Lien C and Medlin JW
J. Catal., 339(28), 38-46 (2016)
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)
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)
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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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