106399
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.)
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.
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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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
Thomas Le Saux et al.
Electrophoresis, 26(16), 3094-3104 (2005-07-26)
Among the different experimental strategies available in capillary electrophoresis (CE) to determine binding parameters, affinity capillary electrophoresis (ACE) has been the most widely embraced due to its easiness of implementation and of data handling. Ligand-substrate binding constants are thus directly
Detailed optimization of polycondensation reaction via direct C-H arylation of ethylenedioxythiophene
Yamazaki K, et al.
Macromolecular Rapid Communications, 34(1), 69-73 (2013)
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
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