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About This Item
Empirical Formula (Hill Notation):
C10H16S
CAS Number:
Molecular Weight:
168.30
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
Quality Level
assay
95%
form
solid
mp
99-106 °C
SMILES string
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-
InChI key
ADJJLNODXLXTIH-CHIWXEEVSA-N
General description
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.
Application
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.
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signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral - Eye Irrit. 2
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
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Related Content
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
Controlling surface crowding on a Pd catalyst with thiolate self-assembled monolayers
Schoenbaum CA, et al.
J. Catal., 303, 92-99 (2013)
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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 659452-5G | 04061832733807 |
