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Merck

106399

Sigma-Aldrich

1-Adamantanecarboxylic acid

99%

Sinónimos:

Adamantane carboxylic acid

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About This Item

Fórmula empírica (notación de Hill):
C11H16O2
Número de CAS:
Peso molecular:
180.24
Beilstein/REAXYS Number:
1910637
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
assay:
99%

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Visite la Librería de documentos

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
Birgit Hakkarainen et al.
Carbohydrate research, 340(8), 1539-1545 (2005-05-12)
The hydrogen-bond network in mono-altro-beta-cyclodextrin and in its inclusion complex with adamantane-1-carboxylic acid were investigated by (1)H NMR spectroscopy using the chemical shifts, temperature coefficients and vicinal coupling constants of the exchangeable hydroxy protons. The chemical shifts of the 3-OH
Detailed optimization of polycondensation reaction via direct C-H arylation of ethylenedioxythiophene
Yamazaki K, et al.
Macromolecular Rapid Communications, 34(1), 69-73 (2013)

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