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196231

Sigma-Aldrich

4-Phenylcyclohexanone

≥98%

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About This Item

Fórmula lineal:
C6H5C6H9(=O)
Número de CAS:
4894-75-1
Peso molecular:
174.24
Beilstein/REAXYS Number:
2045904
EC Number:
225-517-0
MDL number:
MFCD00001641
UNSPSC Code:
12352100
PubChem Substance ID:
24851745
NACRES:
NA.22

assay

≥98%

form

solid

mp

73-77 °C (lit.)

SMILES string

O=C1CCC(CC1)c2ccccc2

InChI

1S/C12H14O/c13-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-5,11H,6-9H2

InChI key

YKAYMASDSHFOGI-UHFFFAOYSA-N

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General description

4-Phenylcyclohexanone undergoes Ruthenium-catalyzed reaction with tributylamine to yield 2-butyl-4-phenylcyclohexanone and 2,6-dibutyl-4-phenylcyclohexanone. Wittig reaction of 4-phenylcyclohexanone with (carbethoxymethylene)triphenylphosphorane under microwave irradiation has been investigated.

Application

4-Phenylcyclohexanone was used in the preparation of new cardo diamine monomer, 1,1-bis[4-(4-aminophenoxy)phenyl]-4-phenylcyclohexane bearing a 4-phenylcyclohexylidene unit.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

212.0 °F - closed cup

flash_point_c

100 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)

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Ruthenium-Catalyzed Regioselective alpha-Alkylation of Ketones: The First Alkyl-Group Transfer from Trialkylamines to the alpha-C Atom of Ketones This work was supported by the Basic Research Program of the Korea Science and Engineering Foundation (2000-2-12200-001-3). C.S.C. gratefully acknowledges a Post-Doctoral Fellowship of Kyungpook National University (2000).
Chan Sik Cho et al.
Angewandte Chemie (International ed. in English), 40(5), 958-960 (2001-03-10)
Synthesis and Characterization of New Cardo Polyamides and Polyimides bearing a 4-Phenylcyclohexylidene Unit.
Liaw D-J, et al.
Macromolecular Chemistry and Physics, 202(6), 807-813 (2001)
Highly regioselective Wittig reactions of cyclic ketones with a stabilized phosphorus ylide under controlled microwave heating.
Wu J, et al.
Tetrahedron Letters, 45(22), 4401-4404 (2004)
Alejandro Gran-Scheuch et al.
Frontiers in microbiology, 9, 1609-1609 (2018-08-04)
Actinobacteria are an important source of commercial (bio)compounds for the biotechnological and pharmaceutical industry. They have also been successfully exploited in the search of novel biocatalysts. We set out to explore a recently identified actinomycete, Streptomyces leeuwenhoekii C34, isolated from

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