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4-phenylpiperidin-2-one, also known as piperidinone or desmolone, is a cyclic amide and a derivative of piperidine with the molecular formula C11H13NO. It features a distinct piperidine ring structure with a phenyl group attached to the nitrogen atom. This chemical compound has been studied for its potential pharmacological properties and has been found to exhibit analgesic and anticonvulsant effects in animal studies.

61949-75-5

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61949-75-5 Usage

Uses

Used in Pharmaceutical Synthesis:
4-phenylpiperidin-2-one is used as a key intermediate in the synthesis of various pharmaceuticals and organic compounds. Its unique structure allows it to be a versatile building block for the development of new drugs.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 4-phenylpiperidin-2-one is utilized for its potential applications in drug development. Its pharmacological properties, such as analgesic and anticonvulsant effects, make it a promising candidate for further research and development of therapeutic agents.
Used in Chemical Production:
4-phenylpiperidin-2-one also serves as an intermediate in the production of other chemical compounds, contributing to the synthesis of a wide range of products in the chemical industry.

Check Digit Verification of cas no

The CAS Registry Mumber 61949-75-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,1,9,4 and 9 respectively; the second part has 2 digits, 7 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 61949-75:
(7*6)+(6*1)+(5*9)+(4*4)+(3*9)+(2*7)+(1*5)=155
155 % 10 = 5
So 61949-75-5 is a valid CAS Registry Number.

61949-75-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 2H-Pyran-2-one,tetrahydro-4-phenyl-

1.2 Other means of identification

Product number -
Other names 4-phenylbenzeneboronic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:61949-75-5 SDS

61949-75-5Downstream Products

61949-75-5Relevant articles and documents

New Access Routes to Privileged and Chiral Ligands for Transition-Metal Catalyzed Hydrogen Autotransfer (Borrowing Hydrogen), Dehydrogenative Condensation, and Alkene Isomerization Reactions

Hintermann, Lukas,Jandl, Christian,Klein, Philippe,Koller, Sebastian,Ochmann, Lukas,P?thig, Alexander,Reinhardt, Katja,Seitz, Antonia

, (2021/11/30)

A group of transition-metal catalyzed hydrogen moving reactions, encompassing hydrogen autotransfer (HAT; also called borrowing hydrogen, BH), dehydrogenative condensation (DHC) and alkene isomerization, displays high atom economy and relies on widely ava

Tricyclic Sulfoxide-Alkene Hybrid Ligands for Chiral Rh(I) Complexes: The "Matched" Diastereomer Catalyzes Asymmetric C-C Bond Formations

Nikol, Alexander,Zhang, Ziyun,Chelouan, Ahmed,Falivene, Laura,Cavallo, Luigi,Herrera, Alberto,Heinemann, Frank W.,Escalona, Ana,Frie?, Sibylle,Grasruck, Alexander,Dorta, Romano

supporting information, p. 1348 - 1359 (2020/03/30)

Deprotonation of phenyldibenzo[b,f]tropylidene (8) with LDA/t-BuOK followed by quenching with either diastereomer of inexpensive glucose-based t-Bu-sulfinate (R)- or (S)-11 affords a sulfoxide-alkene hybrid ligand as the diastereomeric pairs (SS,SC)-9/(SS,RC)-10 and (RS,RC)-9/(RS,SC)-10, respectively, which via chromatographic/recrystallization may be separated into the four isomers. The optically pure diastereomeric ligands (SS,SC)-9 and (SS,RC)-10 react with [RhCl(coe)2]2 to form the dinuclear complexes (RS,SC)-11 and (RS,RC)-12, respectively, in which the bidentate ligands coordinate the metal centers through the sulfur and alkene donor functions. These complexes catalyze the conjugate addition of arylboronic acids to cyclic Michael acceptors with enantioselectivities of up to 99% ee. DFT calculations show the preponderant influence of planar chirality of the ligand alkene function. The enantioselectivity switch observed between (RS,SC)-11 and (RS,RC)-12 is explained by the inverted cis-trans coordinations of the substrate molecules in catalytic steps.

Laccase/2,2,6,6-tetramethylpiperidinoxyl radical (TEMPO): An efficient catalytic system for selective oxidations of primary hydroxy and amino groups in aqueous and biphasic media

Díaz-Rodríguez, Alba,Martínez-Montero, Lía,Lavandera, Iván,Gotor, Vicente,Gotor-Fernández, Vicente

supporting information, p. 2321 - 2329 (2014/07/21)

Copper salts/2,2,6,6-tetramethylpiperidinoxyl radical (TEMPO) catalytic systems enable efficient aerobic oxidations of primary alcohols but they generally show a reduced reactivity in aqueous medium. Herein, we report an oxidative catalytic system composed of Trametes versicolor laccase and TEMPO, which is able to work in buffer solutions at room temperature using ambient air. Although this catalytic system displays great efficiency in aqueous systems, the addition of methyl tert-butyl ether allows the reduction of TEMPO loading, also enhancing the solubility of hydrophobic compounds. This practical methodology promotes the chemoselective aerobic oxidation of hydroxy or amino groups, leading to interesting organic derivatives such as aldehydes, lactones, hemiaminals or lactams.

Ti/Ni-mediated inter- and intramolecular conjugate addition of aryl and alkenyl halides and triflates

Marquez, Irene R.,Miguel, Delia,Millan, Alba,Marcos, M. Luisa,De Cienfuegos, Luis Alvarez,Campana, Araceli G.,Cuerva, Juan M.

, p. 1529 - 1541 (2014/03/21)

In this work, we show that the unique combination of a nickel catalyst and Cp2TiCl allows the direct conjugate addition of aryl and alkenyl iodides, bromides, and to a lesser extent, chlorides and triflates to α,β-unsaturated carbonyls at room temperature, without requiring the previous formation of an organometallic nucleophile. The reaction proceeds inter- and intramolecularly with good functional group compatibility, which is key for the development of free protecting group methodologies. Carbo- and heterocycles of five- and six-membered rings are obtained in good yields. Moreover, some insights about the mechanism involved have been obtained from cyclic voltammetry, UV-vis, and HRTEM measurements.

Dehydrogenative lactonization of diols in aqueous media catalyzed by a water-soluble iridium complex bearing a functional bipyridine ligand

Fujita, Ken-Ichi,Ito, Wataru,Yamaguchi, Ryohei

, p. 109 - 112 (2014/01/23)

A new catalytic system for the dehydrogenative lactonization of a variety of benzylic and aliphatic diols in aqueous media was developed. By using a water-soluble, dicationic iridium catalyst bearing 6,6′-dihydroxy-2, 2′-bipyridine as a functional ligand, highly atom economical and environmentally benign synthesis of various lactones was achieved in good to excellent yields. Recovery and reuse of the catalyst were also accomplished by a simple phase separation and the recovered catalyst maintained its high activity at least until the fifth run. Copyright

Rh-IndOlefOx catalyzed conjugate addition/Heck-type coupling of organoboronics to a lactam or a lactone

Kuuloja, Noora,Vaismaa, Matti,Franzén, Robert

scheme or table, p. 2313 - 2318 (2012/04/04)

Four indole-olefin-oxazoline (IndOlefOx) ligands were synthesized and evaluated in Rh-catalyzed reactions between organoboronics and a lactam or a lactone. In addition to the expected conjugate addition products, the formation of significant amounts of Heck-type products was observed. The scope and limitations of these reactions were investigated.

Chiral hetero- and carbocyclic compounds from the asymmetric hydrogenation of cyclic alkenes

Verendel, J. Johan,Li, Jia-Qi,Quan, Xu,Peters, Byron,Zhou, Taigang,Gautun, Odd R.,Govender, Thavendran,Andersson, Pher G.

, p. 6507 - 6513 (2012/06/29)

Several types of chiral hetero- and carbocyclic compounds have been synthesized by using the asymmetric hydrogenation of cyclic alkenes. N,P-Ligated iridium catalysts reduced six-membered cyclic alkenes with various substituents and heterofunctionality in good to excellent enantioselectivity, whereas the reduction of five-membered cyclic alkenes was generally less selective, giving modest enantiomeric excesses. The stereoselectivity of the hydrogenation depended more strongly on the substrate structure for the five- rather than the six-membered cyclic alkenes. The major enantiomer formed in the reduction of six-membered alkenes could be predicted from a selectivity model and isomeric alkenes had complementary enantioselectivity, giving opposite optical isomers upon hydrogenation. The utility of the reaction was demonstrated by using it as a key step in the preparation of chiral 1,3-cis-cyclohexane carboxylates. Copyright

Rhodium-catalyzed conjugate addition of arylindium reagents to α,β-unsaturated carbonyl compounds

Tato, Rubén,Riveiros, Ricardo,Pérez Sestelo, José,Sarandeses, Luis A.

experimental part, p. 1606 - 1611 (2012/03/11)

A novel rhodium-catalyzed conjugate addition of indium reagents to electron deficient olefins is reported. The reaction takes place in THF/MeOH at 110 °C using arylindium dichlorides, a rhodium(I)-binap complex as catalyst, and α,β-unsaturated ketones and

Rhodium-catalysed enantioselective synthesis of 4-arylchroman-2-ones

Allen, Joseph C.,Kociok-Koehn, Gabriele,Frost, Christopher G.

, p. 32 - 35 (2012/01/06)

The rhodium-catalysed enantioselective 1,4-addition of organoboron reagents to arylidene Meldrum's acids as acceptors, allows convenient access to 4-arylchroman-2-ones with good to excellent levels of enantioselectivity. The use of silyl-protected dioxabo

From diols to lactones under aerobic conditions using a laccase/TEMPO catalytic system in aqueous medium

Gotor-Fernandez, Vicente,Diaz-Rodriguez, Alba,Lavandera, Ivan,Kanbak-Aksu, Seda,Sheldon, Roger A.,Gotor, Vicente

supporting information, p. 3405 - 3408 (2013/02/22)

An efficient catalytic system to oxidize quantitatively aliphatic diols using Trametes versicolor laccase and TEMPO has been developed in aqueous medium. Oxidations have occurred in a non-stereoselective fashion but with complete regio- and/or monoselectivity, obtaining lactones with excellent purity after simple extraction. This catalytic system has been demonstrated to be scalable, compatible with the presence of a variety of functionalities, and also allowed the successful enzyme recycling using a laccase-cross-linked enzyme aggregates (CLEA) preparation.

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