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/REAXYS Number:
1910637
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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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Nicolas Taulier et al.
The journal of physical chemistry. B, 112(31), 9546-9549 (2008-07-16)
We report temperature-dependent ultrasonic velocimetric and densimetric data on changes in volume, expansibility, and adiabatic compressibility associated with the binding of 1-adamantanecarboxylic acid (AD) to gamma-cyclodextrin (gamma-CD). We compare these results with our previous data on the binding of AD
Synthesis of porous platinum nanoparticles
Teng X, et al.
Small, 2(2), 249-253 (2006)
The complexation chemistry of cyclohexaamyloses: Adducts with 1-adamantanecarboxylic acid and anion.
Gelb RI, et al.
Bioorganic Chemistry, 9(4), 450-461 (1980)
Ying-Ming Zhang et al.
Bioorganic & medicinal chemistry, 18(4), 1415-1420 (2010-02-05)
A novel beta-cyclodextrin derivative 1 bearing 8-hydroxyquinolino and triazole groups was synthesized in satisfactory yield by 'click chemistry'. With a good water solubility up to 0.03 mol/L, 1 exhibited an effective switch-on fluorescence response to Cd(2+) over other common metal
Synthesis of porous platinum nanoparticles.
Xiaowei Teng et al.
Small (Weinheim an der Bergstrasse, Germany), 2(2), 249-253 (2006-12-29)
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