15443-37-5

Basic information

• Product Name: Octahydro-1,2,4-metheno-3H-cyclobuta [cd] pentalen-3-one
• Synonyms: Octahydro-1,2,4-metheno-3H-cyclobuta [cd] pentalen-3-one
• CAS NO: 15443-37-5
• Molecular Formula: C10H10 O
• Molecular Weight: 0
• Mol File: 15443-37-5.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 281.8°Cat760mmHg
• Flash Point: 116.7°C
• Appearance: /
• Density: 1.491g/cm³
• Vapor Pressure: 0.00348mmHg at 25°C
• Refractive Index: 1.714
• CAS DataBase Reference: Octahydro-1,2,4-metheno-3H-cyclobuta [cd] pentalen-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: Octahydro-1,2,4-metheno-3H-cyclobuta [cd] pentalen-3-one(15443-37-5)
• EPA Substance Registry System: Octahydro-1,2,4-metheno-3H-cyclobuta [cd] pentalen-3-one(15443-37-5)

Safety Data

• Hazardous Substances Data: 15443-37-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H10O/c11-10-7-3-1-2-4-5(3)9(10)8(4)6(2)7/h2-9H,1H2

Upstream product

• 105500-35-4 (1R,2S,6R,7S)-tricyclo[5.2.1.0(2,6)]deca-4,8-dien-3-one 
• 94645-36-0 pentacyclo<5.3.0.0^2,6.0^3,10.0^4,8>decan-5-one-2-carboxylic acid 
• 5530-96-1 endo-tricyclo[5.2.1.0(2,6)]deca-4,8-dien-3-one 
• 57293-86-4 ethylene ketal of pentacyclo[5.3.0.0(2,5).0(3,9).0(4,8)]decan-6-one 
• 59189-81-0 C₁₂H₁₆O₂ 
• 13351-15-0 anti-Octahydro-1,2,4-metheno-1H-cyclobutapentalen-3-ol 

Downstream Products

• 6707-86-4 Octahydro-1,2,4-metheno-1H-cyclobutapentalene 
• 62234-84-8 exo-2-hydroxy-9-cyanobrend-4-ene 3,5-dinitrobenzoate 

Relevant articles and documents

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Base-Promoted Rearrangement of Cage α-Halo Ketones. 3. 3,6-Dibromotetracyclo4,11.05,9>undecane-2,7-dione

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Photochemical Formation of Strained Cage Compounds and their Acid-catalysed Reversion as a Preliminary Model for Light Energy Conversion

On irradiation, some Diels-Alder adducts derived from cyclic dienes and dienones gave, quantitatively, strained pentacyclic C12, C11, and C10 cage compounds, which rapidly and completely reverted to the starting compounds with the evolution of heat (18.0-23.5 kcal/mol) when treated with an acid; the C11 system was found to be the most promising for the reversible storage of light energy.

Selective reductive dimerization of homocubane series oximes

The mixture of di- and monoethylene ketals obtained by the reaction of 1,9-dibromopentacyc lo[5.4.0.02,6.03,10.0 5,9]-undeca-8,11-dione followed by hydrolysis and ring contraction by Faworsky method was converted into a mixture of ethylene ketals of 7-bromopentacyclo[5.3.0.02,5.03,9.04,8]decan-6- one-4- and 5-bromopentacyclo[5.3.0.02,5.03,9.0 4,8]decan-6-one-8-carboxylic acid where the carboxy group was replaced by bromine along the procedure of Hunsdiecker-Borodine-Cristol. 6-Ethylene ketal of the pentacyclo[5.3.0.02,5.03,9.0 4,8] decan-6-one obtained by the debromination of ethylene ketals of 4,7- and 5,8-dibromopentacyclo[5.3.0.02,5.03,9.0 4,8] decan-6-one was hydrolyzed to ketone whose oxime was selectively reduced on a platinum catalyst into the di-6-pentacyclo[5.3.0.0 2,5.03,9.04,8]decylamine. The reaction of reductive dimerization was also characteristic of pentacyclo[4.3.0.0 2,5.03,8.04,7]-nonan-9-one and pentacyclo[6.3.0.02,6.03,10.05,9]undecan-4-one oximes, whereas the composition of the reduction products of pentacyclo[5.4.0.02,6.03,10.05,9]undecan-8-one oxime depended on the amount of the catalyst.