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Merck
CN

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:
533-75-5
Molecular Weight:
122.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24900578
EC Number:
208-577-2
Beilstein/REAXYS Number:
1904978
MDL number:
MFCD00004158

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Product Name

Tropolone, 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.)

mp

50-52 °C (lit.)

storage temp.

2-8°C

Quality Level

300

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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:
  • 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

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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Certificates of Analysis (COA)

Lot/Batch Number
SHBS9952
SHBS6181
SHBS8491
SHBS6180
SHBS2476

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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
Jack Davison et al.
Proceedings of the National Academy of Sciences of the United States of America, 109(20), 7642-7647 (2012-04-18)
A gene cluster encoding the biosynthesis of the fungal tropolone stipitatic acid was discovered in Talaromyces stipitatus (Penicillium stipitatum) and investigated by targeted gene knockout. A minimum of three genes are required to form the tropolone nucleus: tropA encodes a
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