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Merck
CN

93555

Tropolone

purum, ≥98.0% (GC)

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:
329770251
EC Number:
208-577-2
Beilstein/REAXYS Number:
1904978
MDL number:
MFCD00004158

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Product Name

Tropolone, purum, ≥98.0% (GC)

InChI key

MDYOLVRUBBJPFM-UHFFFAOYSA-N

InChI

1S/C7H6O2/c8-6-4-2-1-3-5-7(6)9/h1-5H,(H,8,9)

SMILES string

OC1=CC=CC=CC1=O

grade

purum

assay

≥98.0% (GC)

form

crystals

bp

80-84 °C/0.1 mmHg (lit.)

mp

50-52 °C (lit.)
50-52 °C

storage temp.

2-8°C

Quality Level

200

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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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Anahit Penesyan et al.
Marine drugs, 9(8), 1391-1402 (2011-09-06)
Surface-associated marine bacteria often produce secondary metabolites with antagonistic activities. In this study, tropodithietic acid (TDA) was identified to be responsible for the antibacterial activity of the marine epiphytic bacterium Pseudovibrio sp. D323 and related strains. Phenol was also produced
Brian D Herman et al.
The Biochemical journal, 455(2), 179-184 (2013-08-10)
EFV (efavirenz) and β-thujaplicinol [2,7-dihydroxy-4-1(methylethyl)-2,4,6-cycloheptatrien-1-one] have contrasting effects on the RNase H activity of HIV-1 RT (reverse transcriptase). EFV binds in the non-nucleoside inhibitor-binding pocket and accelerates this activity, whereas β-thujaplicinol binds in the RNase H active site and inhibits
Mengcen Wang et al.
Applied and environmental microbiology, 79(6), 1906-1914 (2013-01-15)
To screen biocontrol agents against Burkholderia plantarii, the causative agent of rice seedling blight, we employed catechol, an analog of the virulence factor tropolone, to obtain chemical stress-resistant microorganisms. The fungal isolate PS1-7, identified as a strain of Trichoderma virens
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
Mohammad R Seyedsayamdost et al.
Journal of the American Chemical Society, 133(45), 18343-18349 (2011-09-21)
Marine bacteria and microalgae engage in dynamic symbioses mediated by small molecules. A recent study of Phaeobacter gallaeciensis, a member of the large roseobacter clade of α-proteobacteria, and Emiliania huxleyi, a prominent member of the microphytoplankton found in large algal
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