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Benzylidene dibenzoylmethane, also known as Michler's ketone, is an organic compound with the chemical formula C20H14O2. It is a yellow crystalline solid that is widely used as a chemical intermediate, particularly in the synthesis of dyes and pigments. The compound is formed by the condensation of benzaldehyde with two molecules of dibenzoylmethane, resulting in a highly conjugated system that gives it unique photophysical properties. Benzylidene dibenzoylmethane is also known for its fluorescence and is used as a fluorescent marker in various applications, including biochemistry and materials science. Its chemical structure and properties make it a valuable compound in the field of organic chemistry and related industries.

5398-64-1

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5398-64-1 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 5398-64-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,3,9 and 8 respectively; the second part has 2 digits, 6 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 5398-64:
(6*5)+(5*3)+(4*9)+(3*8)+(2*6)+(1*4)=121
121 % 10 = 1
So 5398-64-1 is a valid CAS Registry Number.
InChI:InChI=1/C22H16O2/c23-21(18-12-6-2-7-13-18)20(16-17-10-4-1-5-11-17)22(24)19-14-8-3-9-15-19/h1-16H

5398-64-1SDS

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 2-benzylidene-1,3-diphenylpropane-1,3-dione

1.2 Other means of identification

Product number -
Other names |A-benzoylchalcone

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:5398-64-1 SDS

5398-64-1Relevant academic research and scientific papers

Chemo- And regioselective ring-opening of donor-acceptor oxiranes with: N -heteroaromatics

Sang, Ji-Wei,Xie, Ming-Sheng,Wang, Man-Man,Qu, Gui-Rong,Guo, Hai-Ming

supporting information, p. 4552 - 4555 (2021/05/17)

The first ring-opening of D-A oxiranes with N-heteroaromatics in a chemoselective C-C bond cleavage manner was achieved. In the presence of 5 mol% of Y(OTf)3 as the catalyst, diverse N-heteroaromatics, including benzotriazoles, purines, substituted benzim

The Employment of Sodium Hydride as a Michael Donor in Palladium-catalyzed Reductions of α, β-Unsaturated Carbonyl Compounds

Liu, Ye,Mao, Yujian,Hu, Yanwei,Gui, Jingjing,Wang, Liang,Wang, Wei,Zhang, Shilei

supporting information, p. 1554 - 1558 (2019/02/16)

Sodium hydride was employed as a Michael donor under the catalysis of PdCl2 for 1,4-conjugate reductions of α, β-unsaturated carbonyl compounds, which features operational simplicity, mild conditions and high atom-economy. The merits of NaH as a reductant were demonstrated by the one-pot or cascade reactions for the syntheses of complex molecules. (Figure presented.).

Synthesis of chiral tetrahydrofurans via catalytic asymmetric [3 + 2] cycloaddition of heterosubstituted alkenes with oxiranes

Yuan, Xiao,Lin, Lili,Chen, Weiliang,Wu, Wangbin,Liu, Xiaohua,Feng, Xiaoming

, p. 1237 - 1243 (2016/02/19)

An efficient diastereo- and enantioselective [3 + 2] cycloaddition of heterosubstituted alkenes with oxiranes via selective C-C bond cleavage of epoxides has been developed. The reaction was catalyzed by a chiral N,N′-dioxide/Ni(II) catalyst, and a variety of chiral highly substituted tetrahydrofurans were obtained in up to 99% yield, 92/8 dr, and 99% ee.

The Regiospecific Preparation of 2-Substituted Tribenzotriquinacenes

Saravanakumar, Rajendran,Markopoulos, Georgios,Bahrin, LucianGabriel,Jones, PeterG.,Hopf, Henning

, p. 453 - 456 (2013/04/10)

Several substituted tribenzotriquinacene derivatives (TBTQ) carrying functional groups exclusively in the 2-position (OMe, OH, Br, CHO, CN, styryl, etc.) have been prepared by our new synthesis of the tribenzotriquinacene framework. The route has been ext

Tribenzotriquinacene: A versatile synthesis and C3-chiral platforms

Markopoulos, Georgios,Henneicke, Lars,Shen, Jun,Okamoto, Yoshio,Jones, Peter G.,Hopf, Henning

supporting information, p. 12884 - 12887 (2013/02/23)

Fusing rings: A new synthesis of the bowl-shaped hydrocarbon tribenzotriquinacene is presented (see scheme). The synthesis allows easy access to ortho-functionalized and C3-chiral derivatives that are attractive for supramolecular chemistry and

An efficient iodine-catalysed Knoevenagel condensation reaction in the presence of acetic anhydride

Li, Zhong-Xian,Liu, Xiao-Pei,Qiu, Zhen,Xu, Dan,Yu, Xue-Jun

experimental part, p. 35 - 36 (2011/04/24)

A mild, simple and efficient iodine catalysed system has been developed for the Knoevenagel condensation of 1,3-dicarbonyl compounds with various aromatic aldehydes in the presence of acetic anhydride. The reaction gave good to excellent yields for a broad range of substrates.

Solvent-free NbCl5 catalyzed condensation of 1,3-dicarbonyl compounds and aldehydes: a facile synthesis of trisubstituted alkenes

Yadav,Bhunia, Dinesh C.,Singh, Vinay K.,Srihari

experimental part, p. 2470 - 2473 (2009/08/09)

A simple preparation of trisubstituted alkenes by condensation of β-diketones or β-ketoesters with aldehydes in presence of NbCl5 as a Lewis acid catalyst in solvent-free conditions is described.

A new route to 2-alkenyl-1,3-dicarbonyl compounds, intermediates in the synthesis of dihydrofurans

Antonioletti, Roberto,Bovicelli, Paolo,Malancona, Savina

, p. 589 - 596 (2007/10/03)

A two step synthetic strategy for obtaining 2-alkenyl-1,3-dicarbonyl compounds from the corresponding 1,3-dicarbonyl compounds is reported. The method is based on a Knoevenagel condensation and a Michael addition using a high order organocuprate procedure, and proves to be of general value. Obtained compounds are useful starting materials for the synthesis of furan derivatives.

A synthetic entry into fused pyran derivatives through carbon transfer reactions of 1,3-oxazinanes and oxazolidines with carbon nucleophiles

Singh, Kamaljit,Singh, Jasbir,Singh, Harjit

, p. 14273 - 14280 (2007/10/03)

Acid catalysed condensations of various 2 substituted 1,3-oxazinanes 3 and 1,3-oxazolidines 4 with cyclic carbon nucleophiles viz. 5,5-dimethyl-1,3-cyclohexanedione and 1,3-cyclohexanedione furnish xanthene derivatives, whereas a Knoevenagel reaction proceeds with acyclic nucleophiles. In case of 4b and 4c, a unique synthesis of functionalised α-tetralones has emerged. Reactions of mixtures of cyclic and acyclic carbon nucleophiles with 3 provide some functionalised and partially reduced benzopyran derivatives.

(Hexaphenyltrimethylene)methane dication and related carbocations

Head, Nicholas J.,Olah, George A.,Prakash, G. K. Surya

, p. 11205 - 11210 (2007/10/03)

By ionization of the respective alkenediol (8a), the (hexaphenyltrimethylene)methane dication (2) has been prepared and found stable in solution under superacidic stable ion conditions (FSO3H/SO2CIF) up to at least -20 °C. The spectroscopic data and AMI theoretical modeling indicate that although the entire π-system is twisted, phenyl groups stabilize the positive charges in 2 to a similar degree as those in the trityl cation. The hexa-p-CF3 derivative of 2 was also observable but only at very low temperatures (-90 °C). Disruption of the 3-fold symmetry and reduction of the number of stabilizing phenyl rings even to five resulted in intramolecular allylation and subsequent formation of the corresponding indenyl cations. In all the cases studied no evidence for "Y-aromatic" stabilization was found.

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