T89702
Tropolone
98%
Synonym(s):
2-Hydroxy-2,4,6-cycloheptatrien-1-one
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All Photos(3)
About This Item
Empirical Formula (Hill Notation):
C7H6O2
CAS Number:
Molecular Weight:
122.12
Beilstein:
1904978
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
98%
bp
80-84 °C/0.1 mmHg (lit.)
mp
50-52 °C (lit.)
storage temp.
2-8°C
SMILES string
OC1=CC=CC=CC1=O
InChI
1S/C7H6O2/c8-6-4-2-1-3-5-7(6)9/h1-5H,(H,8,9)
InChI key
MDYOLVRUBBJPFM-UHFFFAOYSA-N
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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).
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1B
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 3
Flash Point(F)
233.6 °F - closed cup
Flash Point(C)
112 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Trends Heterocycl. Chem., 1, 137-137 (1990)
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)
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)
Jinbing Liu et al.
European journal of medicinal chemistry, 44(4), 1773-1778 (2008-06-06)
A series of alkylidenethiosemicarbazide compounds were synthesized and their inhibitory effects on the diphenolase activity of mushroom tyrosinase were evaluated. The results showed that most of the synthesized compounds exhibited significant inhibitory activities. Especially, compound 1f was found to be
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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