Bicyclo[3.2.0]hept-2-en-6-one, 97%, Thermo Scientific Chemicals
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Bicyclo[3.2.0]hept-2-en-6-one, 97%, Thermo Scientific Chemicals
Thermo Scientific Chemicals

Bicyclo[3.2.0]hept-2-en-6-one, 97%, Thermo Scientific Chemicals

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Catalog number B22472.06
also known as B22472-06
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Chemical Identifiers
CAS13173-09-6
IUPAC Namebicyclo[3.2.0]hept-2-en-6-one
Molecular FormulaC7H8O
InChI KeyLNLLHUHPGPKRBM-UHFFFAOYNA-N
SMILESO=C1CC2C=CCC12
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SpecificationsSpecification SheetSpecification Sheet
Appearance (Color)Clear colorless to yellow
Assay (GC)≥96.0%
Refractive Index1.4790-1.4840 @ 20?C
FormLiquid
Bicyclo[3.2.0]hept-2-en-6-one is widely utilized to study enantioselective Baeyer-Villiger oxidation of (±)-cis-bicyclo(3.2.0)hept-2-en-6-one. It is used in the synthesis of a series of chalcone derivatives by reacting with arylaldehydes. It is also used to analyze the extremophile enzymes (monooxygenase and hydrolases) in microorganisms which are isolated from a deep-water petroleum reservoir and at high temperatures using fluorogenic assays and multibioreactions.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Bicyclo[3.2.0]hept-2-en-6-one is widely utilized to study enantioselective Baeyer-Villiger oxidation of (±)-cis-bicyclo(3.2.0)hept-2-en-6-one. It is used in the synthesis of a series of chalcone derivatives by reacting with arylaldehydes. It is also used to analyze the extremophile enzymes (monooxygenase and hydrolases) in microorganisms which are isolated from a deep-water petroleum reservoir and at high temperatures using fluorogenic assays and multibioreactions.

Notes
Air sensitive. Incompatible with strong oxidizing agents.
RUO – Research Use Only

General References:

  1. Butinar, L.; Mohorcic, M.; Deyris, V.; Duquesne, K.; Iacazio, G.; Bruno, M. C.; Friedrich, J.; Alphand, V. Prevalence and specificity of Baeyer-Villiger monooxygenases in fungi. Phytochemistry 2015, 177, 144-153.
  2. Summers, B. D.; Omar, M.; Ronson, T. O.; Cartwright, J.; Lloyd, M.; Grogan, G. E. coli cells expressing the Baeyer-Villiger monooxygenase ‘MO14’ (ro03437) from Rhodococcus jostii RHA1 catalyse the gram-scale resolution of a bicyclic ketone in a fermentor. Org. Biomol. Chem. 2015, 13 (6), 1897-1903.