53896
3-Phenylcyclobutanone
≥95.0% (HPLC)
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About This Item
Empirical Formula (Hill Notation):
C10H10O
CAS Number:
Molecular Weight:
146.19
UNSPSC Code:
12352100
PubChem Substance ID:
MDL number:
Assay:
≥95.0% (HPLC)
Form:
solid
InChI
1S/C10H10O/c11-10-6-9(7-10)8-4-2-1-3-5-8/h1-5,9H,6-7H2
SMILES string
O=C1CC(C1)c2ccccc2
InChI key
BVQSFCUGCAZOJQ-UHFFFAOYSA-N
assay
≥95.0% (HPLC)
form
solid
refractive index
n20/D 1.544
Quality Level
General description
Cationic Co(III)(salen) complex catalyzes the asymmetric Baeyer–Villiger reaction of 3-phenylcyclobutanone. Chiral N1,N10-ethylene-bridged flavinium salts catalyzes the H2O2 oxidation of 3-phenylcyclobutanone to afford the corresponding lactones. 3-Phenylcyclobutanone can be synthesized from 2,2-dichloro3-phenylcyclobutenone.
Application
3-Phenylcyclobutanone may be used in synthesizing γ-butyrolactones and 2,4-bis(dimethylaminomethyl)-3-phenylcyclobutane.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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An enantioselective synthesis of 3, 4-disubstituted butyrolactones
Honda T and Kimura N
Journal of the Chemical Society. Chemical Communications, 1, 77-78 (1994)
Phenylcyclobutane Amino Alcohols and Amino Ketones
Burger A and Ong HH
The Journal of Organic Chemistry, 29.9 , 2588-2592 (1964)
N1, N10-Ethylene-bridged flavinium salts derived from L-valinol: synthesis and catalytic activity in H2O2 oxidations
Zurek J, et al.
Tetrahedron Letters, 51.7 , 1083-1086 (2010)
Cationic Co (III)(salen)-catalyzed enantioselective Baeyer?Villiger oxidation of 3-arylcyclobutanones using hydrogen peroxide as a terminal oxidant
Uchida T and Katsuki T
Tetrahedron Letters, 42.39, 6911-6914 (2001)
Small-Ring Compounds. XI. Some New Cyclobutane, Cyclobutene and Cyclobutanone Derivatives Derived from the Adduct of Phenylacetylene with 1, 1-Difluoro-2, 2-dichloroethylene
Roberts JD, et al.
Journal of the American Chemical Society, 75.19, 4765-4768 (1953)
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