4481-35-0

Basic information

• Product Name: 2H-CYCLOHEPTA(B)FURAN-2-ONE
• Synonyms: 2H-CYCLOHEPTA(B)FURAN-2-ONE
• CAS NO: 4481-35-0
• Molecular Formula: C₉H₆O₂
• Molecular Weight: 146.14
• Mol File: 4481-35-0.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 444.8°C at 760 mmHg
• Flash Point: 188.2°C
• Appearance: /
• Density: 1.25g/cm³
• Vapor Pressure: 4.15E-08mmHg at 25°C
• Refractive Index: 1.615
• CAS DataBase Reference: 2H-CYCLOHEPTA(B)FURAN-2-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-CYCLOHEPTA(B)FURAN-2-ONE(4481-35-0)
• EPA Substance Registry System: 2H-CYCLOHEPTA(B)FURAN-2-ONE(4481-35-0)

Safety Data

• Hazardous Substances Data: 4481-35-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H6O2/c10-9-6-7-4-2-1-3-5-8(7)11-9/h1-6H

Upstream product

• 22442-46-2 ethyl 2-oxo-2H-cyclohepta[b]furan-3-carboxylate 
• 3839-48-3 2-chlorotropone 
• 340976-53-6 3-chloro-8,8a-dihydro-2H-cyclohepta[b]furan-2-one 
• 60998-71-2 phenyl prop-2-ynoate 
• 22460-76-0 3-acetyl-2H-cycloheptafuran-2-one 
• 7664-93-9 sulfuric acid 
• 103-71-9 phenyl isocyanate 
• 218439-62-4 2-triphenylphosphoranylidenemethyltropone 
• 18523-40-5 3-chloro-2H-cycloheptafuran-2-one 
• 89450-32-8 2-(t-butoxycarbonylmethyl)cyclohepta-2,4,6-trien-1-one 
• 39183-95-4 2-(ethoxycarbonylmethyl)-2,4,6-cyclohepta-2,4,6-trien-1-one 
• 2161-40-2 2-methoxytropone 
• 18424-76-5 sodiodimethylmalonate 
• 50603-71-9 3-methoxycarbonyl-2H-cyclohepta[b]furan-2-one 

Downstream Products

• 343329-39-5 3-[bis(2-oxo-2H-cyclohepta[b]furan-3-yl)methyl]benzaldehyde 
• 343329-33-9 1,3-bis[bis(2-oxo-2H-cyclohepta[b]furan-3-yl)methyl]benzene 
• 343329-40-8 4-[bis(2-oxo-2H-cyclohepta[b]furan-3-yl)methyl]benzaldehyde 
• 343329-36-2 1,4-bis[bis(2-oxo-2H-cyclohepta[b]furan-3-yl)methyl]benzene 
• 655237-89-1 2-[4-(benzyloxy)-3-bromobenzyl]azulene 
• 873804-37-6 2-[3-bromo-4-(methoxymethoxy)benzyl]azulene 
• 239-75-8 naphth<2,1-a>azulene 
• 412309-97-8 3,5-bis[bis(2-oxo-2H-cyclohepta[b]furan-3-yl)methyl]-1-[bis(1,2-dihydro-2-oxo-N-phenylcyclohepta[b]pyrrol-3-yl)methyl]benzene 

Relevant articles and documents

Eine verbesserte Synthese des 2-Oxocycloheptafurans

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An efficient preparation of 2H-cyclohepta[b]furan-2-ones

2H-cyclohepta[b]furan-2-one (3) was prepared in high yield from a [2+2] cycloadduct between cycloheptatriene and dichloroketene by Baeyer-Villiger oxidation followed by dehydrochlorination. 3-Chloro- (8) and 6-chloro-2H-cyclohepta[b]furan-2-one (9) were obtained from the [2+2] cycloadduct by adding an epoxidation step to the above synthetic way in moderate yields.

Reaction of 2,2,2-Triphenyl-2H-6,11-methanocycloundec-1,2λ5-oxaphosphole (2-Triphenylphosphoranylidenemethyl-5,10-methanoannulenone) and Its Related Compounds with Heterocumulenes

Reactions of 2,2,2-triphenyl-2H-6,11-methanocycloundec-1,2λ5-oxaphosphole annulenone> 8 and 2-(triphenyl-phosphoranylidenemethyl)tropones 9a-c with heterocumulenes have been studied to provide evidence for a P---O bonding betaine and to explore a preparative method for annulated heterocycles. The reaction of 8 with phenyl isocyanate 2 afforded N-phenyl-2H-6,11-methanocycloundecapyrrol-2-one in good yield, while that with phenyl isothiocyanate 4 afforded N-phenyl-2H-6,11-methanocycloundecapyrrol-2-thione and 2-(N-phenylamino)-4H-6,11-methanocycloundecathiophen-4-one in good combined yield. On the other hand, the reaction of 2-triphenylphosphoranylidenemethyltropone 9a, its ethoxycarbonyl- and cyano-substituted derivatives 9b,c with the isocyanate 2 gave 2H-cycloheptafuran-2-ones along with N-phenyl-2H-cycloheptafuran-2-imines, which are obtained by the reaction of compounds 9a,b with diphenylcarbodiimide 3. On the other hand, the reaction of compound 9a with the isothiocyanate 4 afforded 2-(N-phenylamino)-4H-cycloheptathiophen-4-one in addition to N-phenyl-2H-cycloheptafuran-2-imine, while compounds 9b,c reacted with the isothiocyanate 4 to give 2H-cycloheptafuran-2-thiones along with N-phenyl-2H-cycloheptafuran-2-imines. The reaction pathways and the important behavior of a P---O bonding structure for 8, as compared to that for 9a-c, are discussed on the basis of the 31P NMR spectral data and product analyses.

Cycloadditions of Methanoannulenones with Dichloro- and Chloro-ketenes. Preparation of 2H-Methanocycloundecafuran-2-one Ring Systems

Cycloaddition of dichloroketene with 3,8-methanoannulenone 5 proceeded smoothly to give 3-chloro-2H-4,9-methano- and 3-chloro-2H-6,11-methano-cycloundecafuran-2-ones 4a and 7a in good combined yield, while that with 4,9-methanoannulenone 6, gave 3-chloro-2H-5,10-methanocycloundecafuran-2-one 11a in modest yield.Reductive elimination of the 3-chlorosubstituent of 4a, 7a and 11a was successfully accomplished to give the corresponding parent 2H-methanocycloundecafuran-2-ones 4b, 7b, and 11b, respectively.In a similar reaction using chloroketene, compound 5 gave unsubstituted-, 3-chloroacetyl- and 3-(1-chloroacetoxy-2-chloro)vinyl-2H-4,9-methanocycloundecafuran-2-ones 4b, 19 and 20 in good combined yield, while with 6, only 3-chloroacetyl-2H-5,10-methanocycloundecafuran-2-one 21 was obtained in modest yield.The reactivity and/or regioselectivity of the cycloadditions were rationalized on the basis of AM1 calculations.An X-ray crystallographic determination of compound 4a was also carried out.