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7-Bromo-2-phenyl-4H-chromen-4-one is a chemical compound with the molecular formula C15H9BrO2. It is a derivative of chromone, a heterocyclic organic compound with a benzopyran structure. This specific compound features a bromine atom at the 7th position, a phenyl group at the 2nd position, and a carbonyl group at the 4th position. It is a white crystalline solid and is used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals. The compound is known for its potential biological activities, such as anti-inflammatory, antioxidant, and anticancer properties. Due to its chemical structure, it can be further modified to create more complex molecules with specific therapeutic applications.

1148-47-6

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1148-47-6 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 1148-47-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,1,4 and 8 respectively; the second part has 2 digits, 4 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 1148-47:
(6*1)+(5*1)+(4*4)+(3*8)+(2*4)+(1*7)=66
66 % 10 = 6
So 1148-47-6 is a valid CAS Registry Number.

1148-47-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 7-bromo-2-phenylchromen-4-one

1.2 Other means of identification

Product number -
Other names 4H-1-Benzopyran-4-one,7-bromo-2-phenyl

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:1148-47-6 SDS

1148-47-6Relevant academic research and scientific papers

CF3SOCl-promoted intramolecular cyclization of β-diketones: An efficient synthesis of flavones

Sun, Dong-Wei,Zhou, Yong-Yan,Jiang, Min,Nian, Tang,Liu, Jin-Tao

, (2021/05/31)

An efficient intramolecular cyclization reaction of β-diketones containing a phenyl group with an ortho-hydroxyl substituent was achieved. Using CF3SOCl as an additive, the reaction took place under transition-metal-free and mild conditions. A series of flavones were synthesized in moderate to excellent yields.

Divergent synthesis of flavones and flavanones from 2′-hydroxydihydrochalconesviapalladium(ii)-catalyzed oxidative cyclization

Son, Seung Hwan,Cho, Yang Yil,Yoo, Hyung-Seok,Lee, Soo Jin,Kim, Young Min,Jang, Hyu Jeong,Kim, Dong Hwan,Shin, Jeong-Won,Kim, Nam-Jung

, p. 14000 - 14006 (2021/04/22)

Divergent and versatile synthetic routes to flavones and flavanonesviaefficient Pd(ii) catalysis are disclosed. These Pd(ii) catalyses expediently provide a variety of flavones and flavanones from 2′-hydroxydihydrochalcones as common intermediates, depending on oxidants and additives,viadiscriminate oxidative cyclization sequences involving dehydrogenation, respectively, in a highly atom-economic manner.

Green and efficient synthesis of flavones and chromones using heteropolyacids as catalyst in glycerol

Migliorero, María Belén Colombo,Palermo, Valeria,Durango, Edwin Alexis Alarcón,Holguín, Aída Luz Villa,Vázquez, Patricia Graciela,Sathicq, ángel Gabriel,Romanelli, Gustavo Pablo

, p. 826 - 832 (2018/11/06)

Organic solvents are required to carry out most organic transformations, which cause environmental pollution because of their low volatility. Glycerol, a side product obtained from biodiesel production, has emerged as a friendly solvent due to its advantageous properties. In this paper, an efficient procedure for the synthesis of flavones and chromones, using heteropolyacids as recyclable catalyst and glycerol as the solvent, is presented. The use of heteropolyacids as catalysts allows for excellent yields, easy separation and recovery, low environmental impact, and low cost. Glycerol can also be readily recovered and used over again. In addition, the presented method provides other advantages such as the low formation of waste and the replacement of corrosive mineral acids.

Synthesis of 4H-Chromen-4-one Derivatives by Intramolecular Palladium-Catalyzed Acylation of Alkenyl Bromides with Aldehydes

Yue, Yixia,Peng, Jinsong,Wang, Deqiang,Bian, Yunyun,Sun, Peng,Chen, Chunxia

, p. 5481 - 5486 (2017/05/24)

The palladium-catalyzed intramolecular acylation of alkenyl bromides and aldehydes was developed for an efficient synthesis of 4H-chromen-4-ones. With Pd(PPh3)4/Xphos as the catalyst and K2CO3 as the base, this protocol was applied to synthesize a small library of diversely functionalized flavonoids in moderate to good yields in 1,4-dioxane.

A very simple solvent-free method for the synthesis of 2-arylchromones using KHSO4 as a recyclable catalyst

Pérez, María,Ruiz, Diego,Autino, Juan,Sathicq, Angel,Romanelli, Gustavo

, p. 551 - 555 (2016/06/01)

An efficient and solvent-free procedure for the synthesis of flavones using KHSO4 as a recyclable catalyst is described. The methodology represents an environmentally friendly process in comprehensive consideration compared with other catalytic systems listed in publications. This method provides a clean, simple, solvent-free reaction and useful alternatives to prepare flavones and chromones. The use of KHSO4 catalyst provides excellent yields, also leading to an easy separation and recovery of the catalysts, which allows both low environmental impact and low cost. Other green advantages of the method are the low formation of wastes and the replacement of corrosive, soluble mineral acids.

Synthesis of flavones and γ-benzopyranones using mild sonogashira coupling and 18-crown-6 ether mediated 6-endo cyclization

Chuang, Da-Wei,El-Shazly, Mohamed,Balaji D., Barve,Chung, Yu-Ming,Chang, Fang-Rong,Wu, Yang-Chang

, p. 4533 - 4540,8 (2020/08/31)

An efficient method for the synthesis of flavones and γ- benzopyranones has been developed utilizing a mild Sonogashira coupling and 18-crown-6 ether mediated 6-endo cyclization of o-alkynoylphenyl acetates. By using this strategy, flavones and γ-benzopyranones bearing electron-donating groups, halogens, and simple alkyl substituents were synthesized in satisfactory yields. A facile, mild, and selective method for the synthesis of flavones and γ-benzopyranones is reported. o-Alkynoylphenyl acetates were obtained from either acyl chloride derivatives or substituted salicylates. Upon removing the acetate group, flavones and γ- benzopyranones were synthesized within 15 min with the aid of 18-crown-6 ether. A library of flavones and γ-benzopyranones was established. Copyright

A new synthesis of novel alkenylated flavones by palladium-catalyzed cross-coupling reactions

Fekete, Szabolcs,Patonay, Tamas,Silva, Artur M. S.,Cavaleiro, Jose A. S.

, p. 210 - 225 (2013/09/24)

Bromoflavones were treated with various terminal alkynes in palladium-catalyzed cross-coupling reactions under phosphine-free condions to give the expected alkenylated flavones in moderate to good yields. The presence of two different β hydrogens in the t

Wells-Dawson heteropolyacid as reusable catalyst for sustainable synthesis of flavones

Bennardi, Daniel O.,Romanelli, Gustavo P.,Sathicq, ángel G.,Autino, Juan C.,Baronetti, Graciela T.,Thomas, Horacio J.

experimental part, p. 68 - 73 (2012/02/05)

The behavior of Wells-Dawson (H6P2W 18O62·24H2O, WD) acid, both bulk and supported on silica, for the cyclodehydration reaction of 1-(2-hydroxyphenyl)-3- phenyl-1,3-propanedione to obtain flavone was studied in heterogeneous conditions, using toluene as solvent. Catalytic experiences with bulk and supported catalysts with different WD acid loadings and reuse of the catalysts were done. The catalytic activity of supported catalysts was higher than that of the bulk catalyst, and their activity was almost constant after three reaction cycles. The following reaction conditions: reflux toluene and 1% mmol of WD supported on silica (0.4 g WD acid by gram of silica) were used for the preparation of five flavones. Yields above 85% were obtained in 4-5 h.

BENZENE-FUSED 6-MEMBERED OXYGEN-CONTAINING HETEROCYCLIC DERIVATIVES OF BICYCLIC HETEROARYLS

-

Page/Page column 56, (2011/06/23)

The invention relates to new derivatives of formula I, wherein the substituents are as defined in the specification; to processes for the preparation of such derivatives; pharmaceutical compositions comprising such derivatives; such derivatives as a medicament; such derivatives for the treatment of a proliferative disease.

Synthesis of substituted flavones and arylchromones using P and Si Keggin heteropolyacids as catalysts

Bennardi, Daniel O.,Romanelli, Gustavo P.,Jios, Jorge L.,Vazquez, Patricia G.,Caceres, Carmen V.,Autino, Juan C.

, p. 77 - 81 (2008/02/12)

A simple and clean procedure for the preparation of functionalized flavones and chromones using commercial Keggin heteropolyacid in acetonitrile medium is described for the cyclization of 1-(2-hydroxyaryl)-3-aryl-1,3-propanodiones. Sixteen examples are reported, yields ranging in 60-91%; five substituted 2-naphthylchromones are prepared for the first time.

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