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2-Naphthyl Phenyl Ketone, also known as 2-Benzoylnaphthalene, is an organic compound that exists as a white to pale yellow powder. It is characterized by its unique chemical structure, which consists of a naphthalene ring with a phenyl ketone group attached to the second position. This structure endows 2-Naphthyl Phenyl Ketone with specific chemical properties that make it suitable for various applications.

644-13-3

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644-13-3 Usage

Uses

Used in Pharmaceutical Industry:
2-Naphthyl Phenyl Ketone is used as a pharmaceutical intermediate for the synthesis of various drugs and medications. Its unique chemical structure allows it to serve as a building block or a key component in the development of new pharmaceutical compounds. This application takes advantage of its chemical properties to facilitate the creation of novel drugs with potential therapeutic benefits.
Used in Chemical Research:
In addition to its pharmaceutical applications, 2-Naphthyl Phenyl Ketone is also utilized in chemical research as a valuable compound for studying various chemical reactions and processes. Its distinct structure makes it an interesting subject for researchers to explore its reactivity, stability, and potential interactions with other molecules. This research can lead to a better understanding of the compound's properties and its potential applications in various fields.
Used in Material Science:
2-Naphthyl Phenyl Ketone's unique chemical structure and properties also make it a candidate for use in material science. It can be employed in the development of new materials with specific properties, such as improved stability, enhanced reactivity, or unique optical characteristics. By incorporating 2-Naphthyl Phenyl Ketone into the composition of these materials, researchers can potentially create innovative products with a wide range of applications.

Check Digit Verification of cas no

The CAS Registry Mumber 644-13-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,4 and 4 respectively; the second part has 2 digits, 1 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 644-13:
(5*6)+(4*4)+(3*4)+(2*1)+(1*3)=63
63 % 10 = 3
So 644-13-3 is a valid CAS Registry Number.

644-13-3 Well-known Company Product Price

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  • Alfa Aesar

  • (A18121)  2-Benzoylnaphthalene, 98%   

  • 644-13-3

  • 1g

  • 480.0CNY

  • Detail
  • Alfa Aesar

  • (A18121)  2-Benzoylnaphthalene, 98%   

  • 644-13-3

  • 5g

  • 1914.0CNY

  • Detail

644-13-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Benzoylnaphthalene

1.2 Other means of identification

Product number -
Other names Methanone, 2-naphthalenylphenyl-

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:644-13-3 SDS

644-13-3Relevant academic research and scientific papers

Synthesis of aromatic ketones by a transition metal-catalyzed tandem sequence

Zhao, Jing,Hughes, Colin O.,Toste, F. Dean

, p. 7436 - 7437 (2006)

Both simple Ag(I) and Au(I) are effective catalysts for a tandem [3,3]-sigmatropic rearrangement/formal Myers-Saito cyclization of propargyl esters to form aromatic ketones. A mechanism in which the metal catalyzes both of these processes through alkyne activation is proposed. By using this method a wide range of aromatic structures including naphthyl, anthracenyl and indole ketones are available from readily available propargyl esters. Copyright

Synthesis of 2-acyl-3-arylnaphthalenes by dual catalysis of sodium tetrachloroaurate toward alkyne-propargylic acetates

Oh, Chang Ho,Kim, Ahyun,Park, Wooram,Park, Dai In,Kim, Nakjoong

, p. 2781 - 2784 (2006)

A new and highly convenient Au-catalyzed cyclization of alkyne-propargylic acetates leading to 2-acyl-3-arylnaphthalene derivatives is described; these are possible candidates for light-emitting materials. Georg Thieme Verlag Stuttgart.

Iterative addition of carbon nucleophiles toN,N-dialkyl carboxamides for synthesis of α-tertiary amines

Chen, Jiahua,Chiba, Shunsuke,Lim, Jun Wei,Ong, Derek Yiren

, p. 99 - 104 (2022/01/06)

A protocol for the synthesis of α-tertiary amines was developed by iterative addition of carbon nucleophiles toN,N-dialkyl carboxamides. Nucleophilic 1,2-addition of organolithium reagents to carboxamides forms anionic tetrahedral carbinolamine (hemiaminal) intermediates, which are subsequently treated with bromotrimethylsilane (Me3SiBr) followed by organomagnesium (Grignard) reagents, organolithium reagents or tetrabutylammonium cyanide, affording α-tertiary amines. Employment of (trimethylsilyl)methylmagnesium bromide as the 2ndnucleophile allowed for aza-Peterson olefination of the resulting α-tertiary (trimethylsilyl)methylamines with acidic work-up, resulting in the formation of 1,1-diarylethylenes.

Poly(ethylene glycol) dimethyl ether mediated oxidative scission of aromatic olefins to carbonyl compounds by molecular oxygen

Yu, Tao,Guo, Mingqing,Wen, Simiaomiao,Zhao, Rongrong,Wang, Jinlong,Sun, Yanli,Liu, Qixing,Zhou, Haifeng

, p. 13848 - 13852 (2021/04/22)

A simple, and practical oxidative scission of aromatic olefins to carbonyl compounds using O2as the sole oxidant with poly(ethylene glycol) dimethyl ether as a benign solvent has been developed. A wide range of monosubstituted,gem-disubstituted, 1,2-disubstituted, trisubstituted and tetrasubstituted aromatic olefins was successfully converted into the corresponding aldehydes and ketones in excellent yields even with gram-scale reaction. Some control experiments were also conducted to support a possible reaction pathway.

Method for preparing aldehyde ketone compound through olefin oxidation

-

Paragraph 0019, (2021/04/07)

The invention provides a method for preparing an aldehyde ketone compound by olefin oxidation, which relates to an olefin oxidative cracking reaction in which oxygen participates. The method comprises the following specific steps: in the presence of a solvent and an oxidant, carrying out oxidative cracking on an olefin raw material to obtain a corresponding aldehyde ketone product. Compared with the traditional method, the method does not need to add any catalyst or ligand, does not need to use high-pressure oxygen, has the advantages of simple and mild reaction conditions, environment friendliness, low cost, high atom economy and the like, is wide in substrate application range and high in yield, and has a wide application prospect in the aspects of synthesis of aldehyde ketone medical intermediates and chemical raw materials.

Evaluation of Cyclic Amides as Activating Groups in N-C Bond Cross-Coupling: Discovery of N-Acyl-δ-valerolactams as Effective Twisted Amide Precursors for Cross-Coupling Reactions

Bisz, Elwira,Chen, Hao,Dziuk, B?a?ej,Ejsmont, Krzysztof,Lalancette, Roger,Pyle, Daniel J.,Rahman, Md. Mahbubur,Szostak, Michal,Szostak, Roman,Wang, Qi

, p. 10455 - 10466 (2021/07/31)

The development of efficient methods for facilitating N-C(O) bond activation in amides is an important objective in organic synthesis that permits the manipulation of the traditionally unreactive amide bonds. Herein, we report a comparative evaluation of a series of cyclic amides as activating groups in amide N-C(O) bond cross-coupling. Evaluation of N-acyl-imides, N-acyl-lactams, and N-acyl-oxazolidinones bearing five- and six-membered rings using Pd(II)-NHC and Pd-phosphine systems reveals the relative reactivity order of N-activating groups in Suzuki-Miyaura cross-coupling. The reactivity of activated phenolic esters and thioesters is evaluated for comparison in O-C(O) and S-C(O) cross-coupling under the same reaction conditions. Most notably, the study reveals N-acyl-δ-valerolactams as a highly effective class of mono-N-acyl-activated amide precursors in cross-coupling. The X-ray structure of the model N-acyl-δ-valerolactam is characterized by an additive Winkler-Dunitz distortion parameter ?(τ+χN) of 54.0°, placing this amide in a medium distortion range of twisted amides. Computational studies provide insight into the structural and energetic parameters of the amide bond, including amidic resonance, N/O-protonation aptitude, and the rotational barrier around the N-C(O) axis. This class of N-acyl-lactams will be a valuable addition to the growing portfolio of amide electrophiles for cross-coupling reactions by acyl-metal intermediates.

Acylboronates in polarity-reversed generation of acyl palladium(II) intermediates

Trofimova, Alina,Holownia, Aleksandra,Tien, Chieh-Hung,?irvinskas, Martynas J.,Yudin, Andrei K.

supporting information, p. 3294 - 3299 (2021/05/07)

We report a catalytic cross-coupling process between aryl (pseudo)halides and boron-based acyl anion equivalents. This mode of acylboronate reactivity represents polarity reversal, which is supported by the observation of tetracoordinated boronate and acyl palladium(II) species by 11B, 31P NMR, and mass spectrometry. A broad scope of aliphatic and aromatic acylboronates has been examined, as well as a variety of aryl (pseudo)halides.

Organotellurium-catalyzed oxidative deoximation reactions using visible-light as the precise driving energy

Deng, Xin,Qian, Rongrong,Zhou, Hongwei,Yu, Lei

supporting information, p. 1029 - 1032 (2020/10/23)

Irradiated by visible light, the recyclable (PhTe)2-catalyzed oxidative deoximation reaction could occur under mild conditions. In comparison with the thermo reaction, the method employed reduced catalyst loading (1 mol% vs. 2.5 mol%), but afforded elevated product yields with expanded substrate scope. This work demonstrated that for the organotellurium-catalyzed reactions, visible light might be an even more precise driving energy than heating because it could break the Te–Te bond accurately to generate the active free radical catalytic intermediates without damaging the fragile substituents (e.g., heterocycles) of substrates. The use of O2 instead of explosive H2O2 as oxidant affords safer reaction conditions from the large-scale application viewpoint.

AIBN initiated functionalization of the benzylic sp3 C[sbnd]H and C[sbnd]C bonds in the presence of dioxygen

Hu, Yingying,Shao, Yu,Zhang, Shuwei,Yuan, Yuan,Sun, Zheng,Yuan, Yu,Jia, Xiaodong

supporting information, (2021/02/01)

A sp3 C[sbnd]H bond functionalization and C[sbnd]C bond cleavage were realized by AIBN/O2 catalyst system, providing a series of benzophenones under mild reaction conditions. The mechanistic study shows that a peroxide intermediate is involved in this transformation, and in the case of diphenylmethanes, the sp3 C[sbnd]C bond is cleaved through the peroxide rearrangement, which might provides a new way to cleave relatively strong C[sbnd]C bond and be applied to more general C[sbnd]C bond activation.

Self-Assembled 2,3-Dicyanopyrazino Phenanthrene Aggregates as a Visible-Light Photocatalyst

He, Min,Yu, Xiaoqiang,Wang, Yi,Li, Fei,Bao, Ming

, p. 5016 - 5025 (2021/04/12)

In this study, 2,3-dicyanopyrazino phenanthrene (DCPP), a commodity chemical that can be prepared at an industrial scale, was used as a photocatalyst in lieu of Ru or Ir complexes in C-X (X = C, N, and O) bond-forming reactions under visible-light irradiation. In these reactions, [DCPP]n aggregates were formed in situ through physical π-πstacking of DCPP monomers in organic solvents. These aggregates exhibited excellent photo- and electrochemical properties, including a visible light response (430 nm), long excited-state lifetime (19.3 μs), high excited-state reduction potential (Ered([DCPP]n*/[DCPP]n·-) = +2.10 V vs SCE), and good reduction stability. The applications of [DCPP]n aggregates as a versatile visible-light photocatalyst were demonstrated in decarboxylative C-C cross-coupling, amidation, and esterification reactions.

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