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106399

Sigma-Aldrich

1-Adamantanecarboxylic acid

99%

Synonym(s):

Adamantane carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C11H16O2
CAS Number:
Molecular Weight:
180.24
Beilstein:
1910637
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

mp

172-174 °C (lit.)

functional group

carboxylic acid

SMILES string

OC(=O)C12C[C@H]3C[C@H](C[C@H](C3)C1)C2

InChI

1S/C11H16O2/c12-10(13)11-4-7-1-8(5-11)3-9(2-7)6-11/h7-9H,1-6H2,(H,12,13)/t7-,8+,9-,11-

InChI key

JIMXXGFJRDUSRO-KJZNFTALSA-N

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Application

1-Adamantanecarboxylic acid can be used as:
  • A stabilizer in the synthesis of monodisperse, highly crystalline CoPt3 nanoparticles and porous platinum nanoparticles.
  • An additive in polycondensation reactions to yield conjugated polymers as possible optoelectronic materials.
  • An additive in the allylic substitution reaction, which is catalyzed by palladium in an aqueous medium.

Biochem/physiol Actions

1-Adamantanecarboxylic acid undergoes complexation reactions with cyclohexaamylose. It is an inhibitor of phenyl ester hydrolysis of cycloheptaamylose.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Masaki Nakahata et al.
Nature communications, 2, 511-511 (2011-10-27)
Expanding the useful lifespan of materials is becoming highly desirable, and self-healing and self-repairing materials may become valuable commodities. The formation of supramolecular materials through host-guest interactions is a powerful method to create non-conventional materials. Here we report the formation
Structure of a complex of cycloheptaamylose with 1-adamantanecarboxylic acid.
Hamilton JA and Sabesan MN.
Acta Crystallographica Section B, Structural Crystallography and Crystal Chemistry, 38(12), 3063-3069 (1982)
Daniel Harries et al.
Journal of the American Chemical Society, 127(7), 2184-2190 (2005-02-17)
Using microcalorimetry, we follow changes in the association free energy of beta-cyclodextrin (CD) with the hydrophobic part of adamantane carboxylate (AD) due to added salt or polar (net-neutral) solutes that are excluded from the molecular interacting surfaces. Changes in binding
Ronit Freeman et al.
Nano letters, 9(5), 2073-2076 (2009-04-10)
Beta-cyclodextrin (beta-CD)-functionalized CdSe/ZnS quantum dots (QDs) are used for optical sensing and chiroselective sensing of different substrates using a fluorescence resonance energy transfer (FRET) or an electron transfer (ET) mechanisms. The FRET between the QDs and Rhodamine B incorporated in
Xiaopeng Han et al.
Journal of chromatographic science, 54(8), 1460-1465 (2016-06-01)
An efficient extraction of doxorubicin (Dox) from homemade stealth hyalurionic acid (HA)-based nanoparticles (NPs) in rat plasma could not be performed by previously published methods. Therefore, we attempted to establish the novel NPs-breaking and UPLC-MS-MS method for evaluating the pharmacokinetic

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