T89702
Tropolone
98%
Synonym(s):
2-Hydroxy-2,4,6-cycloheptatrien-1-one
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About This Item
Empirical Formula (Hill Notation):
C7H6O2
CAS Number:
Molecular Weight:
122.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
208-577-2
Beilstein/REAXYS Number:
1904978
MDL number:
Assay:
98%
InChI
1S/C7H6O2/c8-6-4-2-1-3-5-7(6)9/h1-5H,(H,8,9)
InChI key
MDYOLVRUBBJPFM-UHFFFAOYSA-N
SMILES string
OC1=CC=CC=CC1=O
assay
98%
bp
80-84 °C/0.1 mmHg (lit.)
Quality Level
storage temp.
2-8°C
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Application
Tropolone is a sensitive reagent for reducing sugars. It is also an organic chelator that can form complexes with trivalent lathanide ions (Eu3+, Gd3+, and Tb3+).
It can also be used as:
It can also be used as:
- A precursor to synthesize azulene derivatives such as methyl 2-methylazulene-1-carboxylate.
- A reagent to prepare fused heterocycles and complexes of Ga(III) and In(III).
signalword
Danger
hcodes
Hazard Classifications
Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1B
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
233.6 °F - closed cup
flash_point_c
112 °C - closed cup
ppe
Eyeshields, Gloves, type N95 (US)
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Spectroscopy and non-radiative processes in Gd3+, Eu3+ and Tb3+ tropolonates.
Santos BS, et al.
Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy, 54(13), 2237-2245 (1998)
Trends Heterocycl. Chem., 1, 137-137 (1990)
Structural characterization of two lipophilic tris(tropolonato) gallium(III) and indium(III) complexes of radiopharmaceutical interest
F.Nepveu and F.JasanadaL.Walz
Inorgorganica Chimica Acta, 211, 141-141 (1993)
Eric Sabondjian et al.
Contrast media & molecular imaging, 7(1), 76-84 (2012-02-22)
A challenge with cardiac cell therapy is determining the location of cells relative to infarct tissue. As cells are viable following ¹¹¹In-labeling, and first-pass CT imaging can identify regions of myocardial infarction, we evaluated the feasibility of a SPECT/CT system
Tomasz Borowski et al.
Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry, 17(6), 881-890 (2012-05-25)
6-Hydroxymethyl-6-methylcyclohexa-2,4-dienone is a mechanistic probe which when incubated with an extradiol dioxygenase yields a 2-tropolone product. This observation was originally interpreted as evidence supporting a direct heterolytic 1,2-alkenyl migration mechanism for a ring expansion reaction catalyzed by this class of
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