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15702

Tropolone

Name: Tropolone
Brand: SIAL

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

EC Number:

208-577-2

UNSPSC Code:

12352200

NACRES:

NA.21

Beilstein/REAXYS Number:

1904978

MDL number:

MFCD00004158

Assay:

≥98.0% (GC)

Form:

solid

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Properties

Quality Level

400

assay

≥98.0% (GC)

form

solid

impurities

≤20 mg/kg heavy metals, ≤3880 mg/kg residual solvents (cyclohexane) (GLC-HS), ≤5000 mg/kg residual solvents (pentane, MTBE) (GLC-HS), ≤890 mg/kg residual solvents (toluene) (GLC-HS)

bp

80-84 °C/0.1 mmHg (lit.)

mp

50-52 °C (lit.)

suitability

suitable for manufacturing use

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

Description

Analysis Note

remarks on GC:
acetic acid ≤5000 mg/kg; dichloroacetic acid: determine

solubility
0.25g in 5 ml ethanol, clear to very faintly turbid

solubility color:
colorless to very dark yellow and colorless to very dark greenish yellow and colorless to very dark brownish yellow and colorless to very dark orange

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pictograms

GHS05,GHS07,GHS09

signalword

Danger

hcodes

H314,H317,H410

pcodes

P260 - P272 - P273 - P280 - P303 + P361 + P353 - P305 + P351 + P338

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

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Antagonism of a zinc metalloprotease using a unique metal-chelating scaffold: tropolones as inhibitors of P. aeruginosa elastase.

Jessica L Fullagar et al.

Chemical communications (Cambridge, England), 49(31), 3197-3199 (2013-03-14)

Tropolone emerged from the screening of a chelator fragment library (CFL) as an inhibitor of the Zn(2+)-dependent virulence factor, Pseudomonas aeruginosa elastase (LasB). Based on this initial hit, a series of substituted tropolone-based LasB inhibitors was prepared, and a compound

Roseobacticides: small molecule modulators of an algal-bacterial symbiosis.

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

Carot-4-en-9,10-diol, a conidiation-inducing sesquiterpene diol produced by Trichoderma virens PS1-7 upon exposure to chemical stress from highly active iron chelators.

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

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Global Trade Item Number

SKU	GTIN
345237-1G	04061826662533
15702-5G	04061833456149