15852-34-3

Basic information

• Product Name: 2,5-Dihydroxy-2,4,6-cyclohepta-triene-1-one
• Synonyms: 2,5-Dihydroxy-2,4,6-cycloheptatrien-1-one;2,5-Dihydroxy-2,4,6-cyclohepta-triene-1-one;5-Hydroxytropolone
• CAS NO: 15852-34-3
• Molecular Formula: C₇H₆O₃
• Molecular Weight: 138.12
• Mol File: 15852-34-3.mol

Chemical Properties

• Melting Point: 244 °C (decomp)
• Boiling Point: 234.3°C at 760 mmHg
• Flash Point: 109.8°C
• Appearance: /
• Density: 1.525g/cm³
• Vapor Pressure: 0.00978mmHg at 25°C
• Refractive Index: 1.684
• PKA: 8.50±0.10(Predicted)
• CAS DataBase Reference: 2,5-Dihydroxy-2,4,6-cyclohepta-triene-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Dihydroxy-2,4,6-cyclohepta-triene-1-one(15852-34-3)
• EPA Substance Registry System: 2,5-Dihydroxy-2,4,6-cyclohepta-triene-1-one(15852-34-3)

Safety Data

• Hazardous Substances Data: 15852-34-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H6O3/c8-5-1-3-6(9)7(10)4-2-5/h1-4,9-10H

Upstream product

• 7021-46-7 5-aminotropolone 
• 533-75-5 2-hydroxy-2,4,6-cycloheptatrien-1-one 
• 25414-22-6 2-methoxyfuran 
• 56561-57-0 3,6-Cycloheptadien-1,2,5-trion 
• 539-80-0 Tropone 
• 3084-13-7 5-nitrotropolone 
• 24141-96-6 6,7-dioxabicyclo[3.2.2]nona-3,8-dien-2-one 
• 19281-39-1 5-<4-Methyl-phenylazo>-tropolon 

Downstream Products

• 3084-17-1 5-chloro-5-tropolone 
• 112611-76-4 2,5-bis(2,5-dimethoxybenzyloxy)tropone 
• 56561-57-0 3,6-Cycloheptadien-1,2,5-trion 
• 138912-45-5 2,5-Bis(4-nitrobenzyloxy)tropone 
• 106257-49-2 2,5-bis(benzyloxy)tropone 
• 123388-93-2 4-Methoxy-benzoic acid 7-oxo-4-undecyloxy-cyclohepta-1,3,5-trienyl ester 
• 123388-95-4 4-Methoxy-benzoic acid 4-dodecyloxy-7-oxo-cyclohepta-1,3,5-trienyl ester 
• 123388-96-5 4-Butoxy-benzoic acid 4-dodecyloxy-7-oxo-cyclohepta-1,3,5-trienyl ester 
• 123388-94-3 4-Dodecyloxy-benzoic acid 7-oxo-4-undecyloxy-cyclohepta-1,3,5-trienyl ester 
• 123388-97-6 5-(Dodecyloxy)-2-(4-dodecyloxybenzoyloxy)tropone 
• 138912-68-2 2-(α-Hydroxy-4-nitrobenzyl)-5-(4-nitrobenzyloxy)tropone 
• 125102-09-2 2-Methoxy-5-(4-trifluoromethyl-phenyl)-cyclohepta-2,4,6-trienone 
• 125102-13-8 5-(2'-methoxy-5'-bromo)phenyl-2-methoxytropone 
• 125102-12-7 5-(2,6-Dimethyl-phenyl)-2-methoxy-cyclohepta-2,4,6-trienone 

Relevant articles and documents

New metallomesogens core. New copper complexes with calamitic mesophases using tropolone based ligands. Crystal structure of bis(5-octyloxytropolonato)copper

A new class of metallomesogens based on 5-substituted tropolones with both enantiotropic and monotropic mesophase behaviour are prepared, the mesogenic properties are in line with the rod-like, calamitic nature of bis(5-octyloxytropolonato)copper shown in its crystal structure.

Normal- and High-Pressure Diels-Alder Reactions of p-Tropoquinone with Furans

The Diels-Alder reactions of p-tropoquinone with furans were investigated under normal- and high-pressure conditions.With furan or 2-methylfuran, no cycloadduct was obtained at all, but with 2-methoxyfuran, a double Michael adduct was isolated from the reaction under the atmospheric pressure, and its structure was elucidated mainly by 1H NMR analysis.With 3,4-dimethoxyfuran, an exo-1:1-adduct and its further reacted 2:1-adduct were isolated.

Anti-inflammatory activity of 2,5-dihydroxycyclohepta-2,4,6-trienone in rats

In this study, the anti-inflammatory effects of a tropolone derivative, 2,5-dihydroxycyclohepta-2,4,6-trienone (AD-4), were investigated. The anti-inflammatory potency of AD-4 was compared with that of indomethacin in carrageenan-induced inflammation models in rats. The effect on vascular permeability was also determined by hyaluronidase-induced capillary permeability. AD-4 decreased carrageenan-induced paw edema at doses of 3.62 × 102, 7.24 × 102, and 14.48 × 10 2 μmol/kg by 45% (p 0.001), 79% (p 0.001), and 83% (p 0.001), respectively, compared with the value of 49% (p 0.001) for indomethacin (69.8 μmol/kg). Additionally, AD-4 decreased hyaluronidase-induced capillary permeability significantly. In conclusion, AD-4 was determined to have anti-inflammatory effects with lower toxicity than indomethacin. Anti-inflammatory effect of AD-4 may be related to its effects on vascular permeability.

Oxidation of some alkoxy-cycloheptatriene derivatives: unusual formation of furan and furanoids from cycloheptatrienes

The oxidation of some alkoxy tropone and tropone ketal derivatives with singlet oxygen and m-chloroperbenzoic acid was investigated. In most cases furan and furanoid derivatives were isolated. The structures of the formed products were determined by means of spectral data and the formation mechanism of these unusual products is discussed.

TROPOLONE DERIVATIVE

Tropolone derivatives represented by the formula (I), which have retinoid actions and are useful as active ingredients of medicaments [R1 to R4 represent hydrogen atom, an alkyl group, or an alkoxyl group; the ring represented by Ar

The Thermal Addition Reactions of Cycloheptatriene with Aromatic p-Quinones

Thermal addition reactions of cycloheptatriene with several aromatic p-quinones gave the Diels-Alder adducts as minor products; the most characteristic feature was the formation of the vic-ditropylation products.The mechanism of their formation was clarified to be a sequential ene-reaction and dehydrogenation by means of chemical conversion from the isolated intermediates.Several new other additions, e.g., successive Diels-Alder reactions, were also noted.