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(E)-1,3-bis(4-methylphenyl)prop-2-en-1-one, also known as a chalcone, is a yellow crystalline chemical compound with a strong odor. It is characterized by its highly conjugated aromatic ketone structure. (E)-1,3-bis(4-methylphenyl)prop-2-en-1-one is recognized for its potential biological activities, such as antifungal, antibacterial, and anti-inflammatory properties, in addition to its common use as a flavoring agent and in the production of perfumes. Furthermore, it serves as a valuable precursor in organic synthesis for the preparation of various pharmaceuticals and other organic compounds.

21551-47-3

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21551-47-3 Usage

Uses

Used in Flavor and Fragrance Industry:
(E)-1,3-bis(4-methylphenyl)prop-2-en-1-one is used as a flavoring agent for its distinct and strong odor, adding depth and character to a variety of food products and beverages.
(E)-1,3-bis(4-methylphenyl)prop-2-en-1-one is also used as a component in the production of perfumes, where its aromatic properties contribute to the creation of complex and long-lasting scents.
Used in Pharmaceutical Industry:
(E)-1,3-bis(4-methylphenyl)prop-2-en-1-one is utilized as a precursor in organic synthesis for the preparation of various pharmaceuticals, highlighting its importance in the development of new medicines.
Used in Organic Synthesis:
(E)-1,3-bis(4-methylphenyl)prop-2-en-1-one is used as a key intermediate in the synthesis of other organic compounds, demonstrating its versatility and value in the field of chemistry.
Used in Antimicrobial Applications:
Due to its antifungal, antibacterial, and anti-inflammatory properties, (E)-1,3-bis(4-methylphenyl)prop-2-en-1-one can be employed in the development of antimicrobial agents, potentially contributing to the treatment and prevention of various infections.

Check Digit Verification of cas no

The CAS Registry Mumber 21551-47-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,1,5,5 and 1 respectively; the second part has 2 digits, 4 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 21551-47:
(7*2)+(6*1)+(5*5)+(4*5)+(3*1)+(2*4)+(1*7)=83
83 % 10 = 3
So 21551-47-3 is a valid CAS Registry Number.
InChI:InChI=1/C17H16O/c1-13-3-7-15(8-4-13)9-12-17(18)16-10-5-14(2)6-11-16/h3-12H,1-2H3/b12-9+

21551-47-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 4,4'-Dimethylchalcone

1.2 Other means of identification

Product number -
Other names 1,3-di-p-tolyl-propenone

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:21551-47-3 SDS

21551-47-3Relevant academic research and scientific papers

Palladium-Catalyzed Synthesis of α-Methyl Ketones from Allylic Alcohols and Methanol

Biswal, Priyabrata,Samser, Shaikh,Meher, Sushanta Kumar,Chandrasekhar, Vadapalli,Venkatasubbaiah, Krishnan

supporting information, p. 413 - 419 (2021/11/01)

One-pot synthesis of α-methyl ketones starting from 1,3-diaryl propenols or 1-aryl propenols and methanol as a C1 source is demonstrated. This one-pot isomerization-methylation is catalyzed by commercially available Pd(OAc)2 with H2O as the only by-product. Mechanistic studies and deuterium labelling experiments indicate the involvement of isomerization of allyl alcohol followed by methylation through a hydrogen-borrowing pathway in these isomerization-methylation reactions.

Palladium-Catalyzed Allyl-Allyl Reductive Coupling of Allylamines or Allylic Alcohols with H2as Sole Reductant

Zhou, Xibing,Zhang, Guoying,Huang, Renbin,Huang, Hanmin

supporting information, p. 365 - 369 (2021/01/26)

Catalytic carbon-carbon bond formation building on reductive coupling is a powerful method for the preparation of organic compounds. The identification of environmentally benign reductants is key for establishing an efficient reductive coupling reaction. Herein an efficient strategy enabling H2 as the sole reductant for the palladium-catalyzed allyl-allyl reductive coupling reaction is described. A wide range of allylamines and allylic alcohols as well as allylic ethers proceed smoothly to deliver the C-C coupling products under 1 atm of H2. Kinetic studies suggested that the dinuclear palladium species was involved in the catalytic cycle.

Bu4NHSO4-Catalyzed Direct N-Allylation of Pyrazole and its Derivatives with Allylic Alcohols in Water: A Metal-Free, Recyclable and Sustainable System

Zhuang, Hongfeng,Lu, Nan,Ji, Na,Han, Feng,Miao, Chengxia

supporting information, p. 5461 - 5472 (2021/09/29)

Allylic amines are valuable and functional building blocks. Direct N-allylation of pyrazole and its derivatives as an atom economic strategy to provide allylic amines has been achieved only using commercial Bu4NHSO4 as the metal-free catalyst and water as the solvent without any additives. 11–93% isolated yields were obtained for the N-allylation of pyrazole and its derivatives with allylic alcohols. Bu4NHSO4 could be reused for six times by simple extraction nearly without loss of catalytic activity and was also suitable for a gram-scale production. The reaction of allylic ether and pyrazole did not occur to give the desired product indicated that allylic ether was not the active intermediate in the pathway. Density functional theory (DFT) calculations reveal that there are hydrogen bonding effects among substrates, solvent and catalyst, especially the one formed between allylic alcohol and H2O. Control experiments in different protic solvents further demonstrate the intermolecular hydrogen bonding of allylic alcohol and water. (Figure presented.).

N-para-sulfonium salt substituted pyrazoline derivative, photocurable composition and preparation method

-

Paragraph 0148-0149; 0256-0257; 0258-0259; 0263-0264, (2020/07/21)

The invention relates to an N-para-sulfonium salt substituted pyrazoline derivative shown as the following formula (I) in the specification, a photocurable composition, and a preparation method of theN-para-sulfonium salt substituted pyrazoline derivative shown as the following formula (I). The N-para-sulfonium salt substituted pyrazoline derivative shown as formula (I) has good absorption at a wavelength of 350nm or above, and compared with a 5-substituted sulfonium salt, the N-para-sulfonium salt substituted pyrazoline derivative has the advantages of simpler and more convenient molecule synthesis steps and reduced cost of raw materials, and is more suitable for industrial production and application.

Synthesis method of chalcone derivative

-

Paragraph 0069-0071; 0081; 0082; 0089, (2020/07/03)

The invention provides a synthesis method of a chalcone derivative, which comprises the following steps: adding polyphosphoric acid PPA and a solvent 1, 4-dioxane into a container, sequentially adding98% concentrated sulfuric acid, substituted benzaldehyd

Lewis acid catalyst system for Claisen-Schmidt reaction under solvent free condition

Halpani, Chandni G.,Mishra, Satyendra

, (2020/07/16)

Ca(OTf)2 in combination with NBu4.BF4 was established to function as an efficient catalyst system for one-pot Claisen-Schmidt condensation under neat conditions. Substituted acetophenones and benzaldehydes were coupled in situ to afford their corresponding chalcones in excellent yields. The method, with a broad range of substrate tolerance and mild operational conditions can produce assorted chalcone derivatives in moderate to high yields from easily accessible starting materials.

β-Carbolines: synthesis of harmane, harmine alkaloids and their structural analogs by thermolysis of 4-aryl-3-azidopyridines and investigation of their optical properties

Shuvalov, Vladislav Yu.,Elisheva, Valeriya А.,Belousova, Anastasiya S.,Arshinov, Evgenii V.,Glyzdinskaya, Larisa V.,Vorontsova, Marina А.,Chernenko, Sergei А.,Fisyuk, Aleksander S.,Sagitullina, Galina P.

, p. 73 - 83 (2020/02/18)

[Figure not available: see fulltext.] Interest in β-carbolines is caused by the biological activity of these compounds and the use of their fluorescent properties in the study of their interaction with DNA and other biological targets, as well as with drug delivery vehicles. A new general method for the synthesis of harmane, harmine, and their structural analogs by thermolysis of substituted 4-aryl-3-azidopyridines was developed, and their optical properties were studied.

Accessing dihydro-1,2-oxazine via cloke-wilson-type annulation of cyclopropyl carbonyls: application toward the diastereoselective synthesis of pyrrolo[1,2- b][1,2]oxazine

Banerjee, Prabal,Kumar, Pankaj,Kumar, Rakesh

supporting information, p. 6535 - 6550 (2020/06/09)

A convenient additive-free synthesis of dihydro-4H-1,2-oxazines via a Cloke-Wilson-type ring expansion of the aryl-substituted cyclopropane carbaldehydes with the hydroxylamine salt is introduced. Comparatively less active cyclopropyl ketones also follow a similar protocol if supplemented by catalytic p-toluene sulfonic acid monohydrate. The transformation is performed in an open-to-air flask as it shows negligible sensitivity toward air/moisture. Dihydro-4H-1,2-oxazines when subjected to cycloaddition with the cyclopropane diester afford a trouble-free formulation of the valued hexahydro-2H-pyrrolo[1,2-b][1,2]oxazine derivatives. A cascade one-pot variant of this two-step strategy offers a comparable overall yield of the final product.

Monodisperse NiPd alloy nanoparticles decorated on mesoporous graphitic carbon nitride as a catalyst for the highly efficient chemoselective reduction of α,β-unsaturated ketone compounds

Bayrak, Cetin,Menzek, Abdullah,Sevim, Melike

, p. 13606 - 13612 (2020/09/07)

Herein, the study reported extraordinary chemoselective reduction with selectivity (>99%) by the catalytic transfer hydrogenation of various α,β-unsaturated ketones with a catalyst of NiPd alloy nanoparticles decorated on mesoporous graphitic carbon nitride (NiPd/mpg-C3N4) under mild conditions in a water/methanol medium. NiPd alloy NPs were synthesized by the reduction of metal salts in oleylamine (OAm) solution with the help of borane-tert-butylamine and then decorated on mpg-C3N4via a liquid phase self-assembly method. The NiPd/mpg-C3N4 nanocatalyst was characterized by TEM, XRD and ICP-MS. The NiPd/mpg-C3N4 nanocatalyst is a highly active catalyst for the chemoselective reduction of α,β-unsaturated ketones and all organic compounds were converted with high yield and 99% selectivity. In addition, the catalyst can be reused five times without an important loss in reaction yield. This journal is

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