12108
(±)-顺式-双环[3.2.0]庚-2-烯-6-酮
≥98.0%
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关于此项目
经验公式（希尔记法）:
C7H8O
化学文摘社编号:
分子量:
108.14
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
InChI key
LNLLHUHPGPKRBM-WDSKDSINSA-N
SMILES string
O=C1C[C@@H]2C=CC[C@H]12
InChI
1S/C7H8O/c8-7-4-5-2-1-3-6(5)7/h1-2,5-6H,3-4H2/t5-,6-/m0/s1
assay
≥98.0% (GC), ≥98.0%
refractive index
n20/D 1.4820 (lit.), n20/D 1.483
bp
158-160 °C (lit.)
density
1.025 g/mL at 25 °C (lit.)
Quality Level
General description
(±)-cis-bicyclo(3.2.0)hept-2-en-6-one undergoes preparative scale Baeyer–Villiger biooxidation at high concentration using recombinant Escherichia coli biocatalyst and adsorbent resin (in situ substrate feeding and product removal).
Application
(±)-(1S,5R)-cis-bicyclo(3.2.0)hept-2-en-6-one may be used:
- to study enantioselective Baeyer–Villiger oxidation of (±)-cis-bicyclo(3.2.0)hept-2-en-6-one with H2O2 mediated by Co(Salen) catalyst in water with surfactants
- to investigate the extremophile enzymes (monooxygenase and hydrolases) in microorganisms isolated from deep-water petroleum reservoir and at high temperatures using fluorogenic assays and multibioreactions
- in the preparation of series of chalcone derivatives via reacton with arylaldehydes
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
法规信息
新产品
此项目有
Asymmetric Baeyer-Villiger oxidation with Co (Salen) and H2O2 in water: striking supramolecular micelles effect on catalysis.
Bianchini G, et al.
Green Chemistry, 11(10), 1517-1520 (2009)
Kathleen Balke et al.
Chembiochem : a European journal of chemical biology, 18(16), 1627-1638 (2017-05-16)
Baeyer-Villiger monooxygenase (BVMO)-mediated regiodivergent conversions of asymmetric ketones can lead to the formation of "normal" or "abnormal" lactones. In a previous study, we were able to change the regioselectivity of a BVMO by mutation of the active-site residues to smaller
Synthesis and Characterization of New Chalcone Derivatives from cis-Bicyclo [3.2. 0] hept-2-en-6-one
Ceylan M and Findik E.
Synthetic Communications, 39(6), 1049-1054 (2009)
Iris Hilker et al.
Nature protocols, 3(3), 546-554 (2008-03-08)
An efficient biocatalytic process based on the use of adsorbent resin (in situ substrate feeding and product removal) makes experiments at high substrate concentration possible by overcoming limitations due to substrate and product inhibition. This process was successfully applied to
Georgiana F da Cruz et al.
Applied microbiology and biotechnology, 87(1), 319-329 (2010-03-06)
Microbial oxidation potentials of extremophiles recovered from Pampo Sul oil field, Campos Basin, Brazil, in pure culture or in consortia, were investigated using high-throughput screening (HTS) and multibioreactions. Camphor (1), cis-jasmone (2), 2-methyl-cyclohexanone (3), 1,2-epoxyoctane (4), phenylethyl acetate (5), phenylethyl
商品
The Baeyer-Villiger oxidation is the oxidative cleavage of a carbon-carbon bond adjacent to a carbonyl, which converts the ketones to esters and the cyclic ketones to lactones.
Baeyer-Villiger氧化是与羰基相邻的碳-碳键的氧化裂解，其可将酮转化为酯、环酮转化为内酯。
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