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(4-methylphenyl)(3-phenyloxiran-2-yl)methanone is a synthetic ketone derivative with the molecular formula C17H14O2. It features a phenyl group and an oxiran-2-yl group, and is known for its potential pharmacological properties. (4-methylphenyl)(3-phenyloxiran-2-yl)methanone is commonly utilized in research and pharmaceutical development, particularly in the fields of organic chemistry, drug discovery, and medicinal chemistry.

32157-66-7

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32157-66-7 Usage

Uses

Used in Research and Pharmaceutical Development:
(4-methylphenyl)(3-phenyloxiran-2-yl)methanone is used as a research compound for exploring its potential pharmacological properties. It aids in the study of organic chemistry, contributing to the understanding of complex molecular structures and reactions.
Used in Drug Discovery:
In the field of drug discovery, (4-methylphenyl)(3-phenyloxiran-2-yl)methanone serves as a key molecule for identifying new therapeutic agents. Its unique structure and properties make it a promising candidate for the development of novel drugs with various biological activities.
Used in Medicinal Chemistry:
(4-methylphenyl)(3-phenyloxiran-2-yl)methanone is utilized in medicinal chemistry to design and synthesize new pharmaceutical compounds. Its potential for biological activity makes it an important molecule in the creation of innovative treatments and therapies.
Used in Organic Chemistry Studies:
(4-methylphenyl)(3-phenyloxiran-2-yl)methanone is also used in organic chemistry studies to investigate the properties and reactions of phenyl and oxiran-2-yl groups. Understanding these interactions can lead to advancements in synthetic chemistry and the development of new chemical processes.

Check Digit Verification of cas no

The CAS Registry Mumber 32157-66-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,2,1,5 and 7 respectively; the second part has 2 digits, 6 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 32157-66:
(7*3)+(6*2)+(5*1)+(4*5)+(3*7)+(2*6)+(1*6)=97
97 % 10 = 7
So 32157-66-7 is a valid CAS Registry Number.

32157-66-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name (4-methylphenyl)-(3-phenyloxiran-2-yl)methanone

1.2 Other means of identification

Product number -
Other names trans-1-p-methylphenyl-3-phenyl-2,3-epoxy-1-propanone

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:32157-66-7 SDS

32157-66-7Relevant academic research and scientific papers

A high-yielding protocol for the synthesis of 4,5-diarylpyrimidin-2-amine derivatives from chalcones

Kooramatom Unni, Krishnaraj,Menon, Prasanth K.,George, Scholly Clair,Thomas, Sajesh P.,Devaky

, p. 112 - 118 (2021/10/07)

A novel, high yielding and versatile protocol was achieved for the synthesis of 4,5-diaryl-2-pyrimidinamine derivatives from chalcones. The synthesis was accomplished by converting the chalcones into 3-chloro-2,3-diaryl-2-propen-1-ones followed by subsequent reaction with amidine derivatives.

Asymmetric Epoxidation of Enones Promoted by Dinuclear Magnesium Catalyst

Jaszczewska-Adamczak, Joanna A.,Mlynarski, Jacek

supporting information, p. 4247 - 4255 (2021/07/17)

Asymmetric synthesis with cheaper and non-toxic alkaline earth metal catalysts is becoming an important and sustainable alternative to conventional catalytic methodologies mostly relying on precious metals. In spite of some sustainable methods for enantioselective epoxidation of enones, the development of a well-defined and efficient catalyst based on magnesium complexes for these reactions is still a challenging task. In this perspective, we present the application of chiral dinuclear magnesium complexes for asymmetric epoxidation of a broad range of electron-deficient enones. We demonstrate that the in situ generated magnesium-ProPhenol complex affords enantioenriched oxiranes in high yields and with excellent enantioselectivities (up to 99% ee). Our extensive study verifies the literature data in this area and provides a step forward to better understand the factors controlling the oxygenation process. Elaborated catalyst offers mild reaction conditions and a truly wide substrate scope. (Figure presented.).

Asymmetric epoxidation of α,β-unsaturated ketones via an amine-thiourea dual activation catalysis

Zhang, Lu-Wen,Wang, Li,Ji, Nan,Dai, Si-Yang,He, Wei

supporting information, (2021/03/15)

A simple asymmetric epoxidation method is developed to effectively synthesize chiral α-carbonyl epoxides through an amine-thiourea dual activation catalysis. In this method, TBHP, as an oxidant, determined the reaction rate, and the chiral amine-thiourea catalyst effectively controlled the stereoselectivity of the reaction, and KOH promoted deprotonation. 22 examples of α,β-unsaturated ketones with various substituent groups are smoothly converted into α-carbonyl epoxides with moderate to excellent enantiomeric excess.

Asymmetric epoxidation of α,β-unsaturated ketones catalyzed by rare-earth metal amides RE[N(SiMe3)2]3with chiral TADDOL ligands

Shan, Haiwen,Lu, Chengrong,Zhao, Bei,Yao, Yingming

, p. 1043 - 1053 (2021/01/25)

The catalytic asymmetric epoxidation of α,β-unsaturated ketones by tert-butylhydroperoxide (TBHP) has been well established using rare-earth metal amides RE[N(SiMe3)2]3 (RE = La(1), Nd(2), Sm(3), Y(4), Yb(5)) with chiral TADDOL ligands. It was found that

Highly Enantioselective Epoxidation of α,β-Unsaturated Ketones Using Amide-Based Cinchona Alkaloids as Hybrid Phase-Transfer Catalysts

Jurczak, Janusz,Majdecki, Maciej,Tyszka-Gumkowska, Agata

supporting information, (2020/11/13)

A series of 20 one chiral epoxides were obtained with excellent yields (up to 99%) and enantioselectivities (up to >99% ee) using hybrid amide-based Cinchona alkaloids. Our method is characterized by low catalyst loading (0.5 mol %) and short reaction times. Moreover, the epoxidation process can be carried out in 10 cycles, without further catalyst addition to the reaction mixture. This methodology significantly enhance the scale of the process using very low catalyst loading.

The Synthesis of Hydrobenzoin-Based Monoaza Crown Ethers and Their Application as Recyclable Enantioselective Catalysts

Nemcsok, Tamás,Rapi, Zsolt,Bagi, Péter,Oláh, Attila,Keglevich, Gy?rgy,Bakó, Péter

, p. 930 - 938 (2019/11/22)

Abstract: New recyclable monoaza-15-crown ethers have been synthesized starting from (R,R)-(+)- and (S,S)-(?)-hydrobenzoin. These macrocycles proved to be efficient and reusable phase transfer catalysts in a few asymmetric reactions under mild conditions.

Organocatalytic Enantioselective γ-Elimination: Applications in the Preparation of Chiral Peroxides and Epoxides

Chen, Zhili,Gong, Xiangnan,Hu, Fangli,Huang, Shengli,Jia, Shiqi,Qin, Wenling,Tan, Yu,Xu, Da,Yan, Hailong

, p. 1934 - 1940 (2020/03/24)

An organocatalyzed enantioselective γ-elimination process has been achieved and applied in the kinetic resolution of peroxides to access chiral peroxides and epoxides. The reaction provided a pathway for the preparation of two useful synthetic and biologically important structural motifs through a single-step reaction. A range of substrates has been resolved with a selectivity factor up to 63. The obtained enantioenriched peroxides and epoxides allowed a series of transformations with retained optical purities.

Application of chiral TADDOL ligand and rare earth metal amide in combined catalysis of asymmetric reaction

-

Paragraph 0188-0191, (2020/11/23)

The invention relates to application of chiral TADDOL ligand and rare earth metal amide in combined catalysis of asymmetric epoxidation reaction of chalcone compounds. According to the application, alpha, beta-unsaturated ketone shown in a formula (1) and tert-butyl hydroperoxide react in the presence of organic alkali under the combined catalytic action of a chiral TADDOL ligand shown in a formula (3) and rare earth metal amide in an anhydrous, oxygen-free and protective atmosphere to obtain the chiral epoxy compound shown in the formula (2) after the reaction is completed, wherein R1 is selected from hydrogen, alkyl, halogen, alkoxy, trifluoromethyl, nitro or cyano, R2 is selected from phenyl, substituted phenyl, naphthyl, furyl or thienyl; R3 and R4 are respectively and independently selected from alkyl, phenyl or R3 and R4 and carbon atoms connected with R3 and R4 form naphthenic base; Ar is phenyl, substituted phenyl, biphenyl or naphthyl; the molecular formula of the rare earth metal amide is RE [N (SiMe3) 2] 3. The method has the advantages of wide substrate application range, high yield and high enantioselectivity.

Method for preparing epoxide by one-pot olefin aerobic epoxidation

-

Paragraph 0048-0049, (2020/01/03)

The invention relates to a method for preparing an epoxide by one-pot olefin aerobic epoxidation, and belongs to the technical field of organic synthesis. An olefin, an alkyl aromatic compound and analkali are added into a solvent, or an olefin, an alkyl aromatic compound and an alkali are directly mixed; the temperature is raised to 70-160 DEG C in an air or oxygen atmosphere; reacting is carried out for 1-48 hours; and the olefin is directly oxidized into the corresponding epoxide in the presence of the alkyl aromatic compound, the alkali and air (or oxygen), wherein the yield is up to 99%.In the reaction process, the generated alkyl peroxide is generated in situ and consumed in situ, so that the concentration of the alkyl peroxide is kept at a lower level; and generated alkyl peroxy free radicals can also react with the olefin to further generate the peroxide, and efficiency is improved. The method has the advantages of simple operation, mild conditions, low raw material cost andno need of special complex equipment, and has a good industrial application prospect.

Visible Light-Induced Aerobic Epoxidation of α,β-Unsaturated Ketones Mediated by Amidines

Wu, Yufeng,Zhou, Guangli,Meng, Qingwei,Tang, Xiaofei,Liu, Guangzhi,Yin, Hang,Zhao, Jingnan,Yang, Fan,Yu, Zongyi,Luo, Yi

, p. 13051 - 13062 (2018/10/25)

An aerobic photoepoxidation of α,β-unsaturated ketones driven by visible light in the presence of tetramethylguanidine (3b), tetraphenylporphine (H2TPP), and molecular oxygen under mild conditions was revealed. The corresponding α,β-epoxy ketones were obtained in yields of up to 94% in 96 h. The reaction time was shortened to 4.6 h by flow synthesis. The mechanism related to singlet oxygen was supported by experiments and density functional theory (DFT) calculations.

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