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Merck
CN

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
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Quality Level

assay

≥95.0% (HPLC)

form

solid

refractive index

n20/D 1.544

SMILES string

O=C1CC(C1)c2ccccc2

InChI

1S/C10H10O/c11-10-6-9(7-10)8-4-2-1-3-5-8/h1-5,9H,6-7H2

InChI key

BVQSFCUGCAZOJQ-UHFFFAOYSA-N

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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Phenylcyclobutane Amino Alcohols and Amino Ketones
Burger A and Ong HH
The Journal of Organic Chemistry, 29.9 , 2588-2592 (1964)
An enantioselective synthesis of 3, 4-disubstituted butyrolactones
Honda T and Kimura N
Journal of the Chemical Society. Chemical Communications, 1, 77-78 (1994)
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)