196231
4-Phenylcyclohexanone
≥98%
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About This Item
Linear Formula:
C6H5C6H9(=O)
CAS Number:
Molecular Weight:
174.24
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
225-517-0
Beilstein/REAXYS Number:
2045904
MDL number:
Assay:
≥98%
Form:
solid
InChI key
YKAYMASDSHFOGI-UHFFFAOYSA-N
InChI
1S/C12H14O/c13-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-5,11H,6-9H2
SMILES string
O=C1CCC(CC1)c2ccccc2
assay
≥98%
form
solid
mp
73-77 °C (lit.)
functional group
ketone, phenyl
Quality Level
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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.
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.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
212.0 °F - closed cup
flash_point_c
100 °C - closed cup
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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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.
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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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