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2-Propanone, 1,3-bis(4-methoxyphenyl)-, also known as bis(4-methoxyphenyl) ketone, is a chemical compound with the molecular formula C17H16O2. It is a ketone that consists of two 4-methoxyphenyl groups attached to a central 1,3-propanedione functional group. This yellow crystalline solid is insoluble in water but soluble in organic solvents. It is a versatile building block in the synthesis of various organic compounds, including dyes, pharmaceuticals, and agrochemicals, and serves as a chemical intermediate in the production of other complex molecules. Due to its potential harmful effects if ingested, inhaled, or upon skin and eye contact, it is important to handle this chemical with caution.

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  • 29903-09-1 Structure
  • Basic information

    1. Product Name: 2-Propanone, 1,3-bis(4-methoxyphenyl)-
    2. Synonyms:
    3. CAS NO:29903-09-1
    4. Molecular Formula: C17H18O3
    5. Molecular Weight: 270.328
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 29903-09-1.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: N/A
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: 2-Propanone, 1,3-bis(4-methoxyphenyl)-(CAS DataBase Reference)
    10. NIST Chemistry Reference: 2-Propanone, 1,3-bis(4-methoxyphenyl)-(29903-09-1)
    11. EPA Substance Registry System: 2-Propanone, 1,3-bis(4-methoxyphenyl)-(29903-09-1)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 29903-09-1(Hazardous Substances Data)

29903-09-1 Usage

Uses

Used in Organic Synthesis:
2-Propanone, 1,3-bis(4-methoxyphenyl)is used as a building block for the synthesis of various organic compounds, such as dyes, pharmaceuticals, and agrochemicals. Its unique structure allows for the creation of a wide range of products with diverse applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Propanone, 1,3-bis(4-methoxyphenyl)is used as a chemical intermediate for the production of complex molecules with therapeutic properties. Its versatility in synthesis contributes to the development of new drugs and medicinal compounds.
Used in Agrochemical Industry:
2-Propanone, 1,3-bis(4-methoxyphenyl)is also utilized in the agrochemical industry as a precursor for the synthesis of various agrochemicals, such as pesticides and herbicides. Its role in the production of these compounds helps to improve agricultural productivity and crop protection.
Used in Dye Industry:
In the dye industry, 2-Propanone, 1,3-bis(4-methoxyphenyl)is used as a building block for the synthesis of dyes with specific color properties. Its chemical structure allows for the development of dyes that can be used in various applications, such as textiles, plastics, and printing inks.

Check Digit Verification of cas no

The CAS Registry Mumber 29903-09-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,9,9,0 and 3 respectively; the second part has 2 digits, 0 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 29903-09:
(7*2)+(6*9)+(5*9)+(4*0)+(3*3)+(2*0)+(1*9)=131
131 % 10 = 1
So 29903-09-1 is a valid CAS Registry Number.

29903-09-1Relevant articles and documents

Catalytic Asymmetric (3 + 3) Cycloaddition of Oxyallyl Zwitterions with α-Diazomethylphosphonates

Liu, Yan,Peng, Xian,Peng, Yungui,She, Rui,Zhou, Xin

supporting information, p. 7295 - 7300 (2021/10/01)

The unique structure of oxyallyls represents a significant challenge for their catalytic asymmetric applications. Herein, an unprecedented chiral imidodiphosphoric acid-catalytic enantioselective (3 + 3) cycloaddition between oxyallyl zwitterions generate

Photoredox-Catalyzed Dehydrogenative Csp3-Csp2Cross-Coupling of Alkylarenes to Aldehydes in Flow

Griffiths, Oliver M.,Esteves, Henrique A.,Chen, Yiding,Sowa, Karin,May, Oliver S.,Morse, Peter,Blakemore, David C.,Ley, Steven V.

supporting information, p. 13559 - 13571 (2021/10/01)

Executing photoredox reactions in flow offers solutions to frequently encountered issues regarding reproducibility, reaction time, and scale-up. Here, we report the transfer of a photoredox-catalyzed benzylic coupling of alkylarenes to aldehydes to a flow chemistry setting leading to improvements in terms of higher concentration, shorter residence times, better yields, ease of catalyst preparation, and enhanced substrate scope. Its applicability has been demonstrated by a multi-gram-scale reaction using high-power light-emitting diodes (LEDs), late-stage functionalization of selected active pharmaceutical ingredients (APIs), and also a photocatalyst recycling method.

Tetraaryl Cyclopentadienones: Experimental and Theoretical Insights into Negative Solvatochromism and Electrochemistry

Meitinger, Nicolas,Mengele, Alexander K.,Witas, Kamil,Kupfer, Stephan,Rau, Sven,Nauroozi, Djawed

, p. 6555 - 6562 (2020/10/02)

The synthesis of a series of tetraaryl cyclopentadienones comprising different substitution patterns is reported. Their photophysical and electrochemical properties are investigated by UV/Vis spectroscopy and cyclic voltammetry as well as by supporting quantum chemical simulations and reveal a distinct effect of substituents on the redox behavior of the molecules as well as the absorption properties of this class of compounds. While electrochemical data display a shift in reduction potential of up to 200 mV between the differently substituted cyclopentadienones, their photophysical investigations in differently polar solvents suggest a negative solvatochromic effect, although protic solvents induce a bathochromic shift. Crystal structure analyses of some derivatives confirm similarity with related cyclopentadienones while providing insight into intermolecular C–H···O and C–H···π interactions in the solid state.

Direct α-Benzylation of Methyl Enol Ethers with Activated Benzyl Alcohols: Its Rearrangement and Access to (±)-Tetrahydronyasol, Propterol A, and 1,3-Diarylpropane

Jena, Tapan Kumar,Khan, Faiz Ahmed

, p. 14270 - 14280 (2019/10/17)

Herein, we report a one-pot Lewis acid mediated synthesis of bi- and triarylpropanal derivatives and their corresponding isomeric ketones from aromatic enol ethers. This transformation takes place via nucleophilic attack of enol ethers to electron-rich be

Generation and Reactivity Studies of Diarylmethyl Radical Pairs in Crystalline Tetraarylacetones via Laser Flash Photolysis Using Nanocrystalline Suspensions

Park, Jin H.,Hughs, Melissa,Chung, Tim S.,Ayitou, A. Jean-Luc,Breslin, Vanessa M.,Garcia-Garibay, Miguel A.

supporting information, p. 13312 - 13317 (2017/10/05)

The nanosecond electronic spectra and kinetics of the radical pairs from various crystalline tetraarylacetones were obtained using transmission laser flash photolysis methods by taking advantage of aqueous nanocrystalline suspensions in the presence of su

Spatially controlled surface immobilization of nonmodified peptides

Pauloehrl, Thomas,Welle, Alexander,Bruns, Michael,Linkert, Katharina,B?rner, Hans G.,Bastmeyer, Martin,Delaittre, Guillaume,Barner-Kowollik, Christopher

supporting information, p. 9714 - 9718 (2013/09/23)

A phencyclone derivative is used to achieve light-controlled immobilization of peptides possessing only natural amino acids. The photoactive precursor (blue in picture) is formed in a Diels-Alder reaction and can undergo light-triggered ring-opening reactions with amines. Successful surface patterning with a genuine c(RGDfK) peptide (green) is evidenced by imaging time-of-flight secondary-ion mass spectrometry (ToF-SIMS). Copyright

Synthesis of acyclic ketones by catalytic, bidirectional homologation of formaldehyde with nonstabilized diazoalkanes. Application of a chiral diazomethyl(pyrrolidine) in total syntheses of erythroxylon alkaloids

Wommack, Andrew J.,Kingsbury, Jason S.

, p. 10573 - 10587 (2013/11/19)

This work offers a catalytic approach to convergent ketone assembly based upon formal and tandem C-H insertion of diazoalkanes in the presence of limiting amounts of monomeric formaldehyde, which is easily generated as a gas by thermolysis of the inexpensive and abundant paraformaldehyde (~30 USD/kg). The method forms di-, tri-, and even tetrasubstituted acetones with high efficiency, and it has streamlined a synthesis of (-)-dihydrocuscohygrine in which the absolute stereochemistry of a proline-based starting material is preserved. Assisted by the advent of new protocols for hydrazone oxidation, we also provide full details on handling non-carbonyl-stabilized diazo compounds.

Tuning of the electronic properties of a cyclopentadienylruthenium catalyst to match racemization of electron-rich and electron-deficient alcohols

Verho, Oscar,Johnston, Eric V.,Karlsson, Erik,Baeckvall, Jan-E.

experimental part, p. 11216 - 11222 (2011/11/05)

The synthesis of a new series of cyclopentadienylruthenium catalysts with varying electronic properties and their application in racemization of secondary alcohols are described. These racemizations involve two key steps: 1) β-hydride elimination (dehydrogenation) and 2) re-addition of the hydride to the intermediate ketone. The results obtained confirm our previous theory that the electronic properties of the substrate determine which of these two steps is rate determining. For an electron-deficient alcohol the rate-determining step is the β-hydride elimination (dehydrogenation), whereas for an electron-rich alcohol the re-addition of the hydride becomes the rate-determining step. By matching the electronic properties of the catalyst with the electronic properties of the alcohol, we have now shown that a dramatic increase in racemization rate can be obtained. For example, electron-deficient alcohol 15 racemized 30 times faster with electron-deficient catalyst 6 than with the unmodified standard catalyst 4. The application of these protocols will extend the scope of cyclopentadienylruthenium catalysts in racemization and dynamic kinetic resolution. Copyright

Synthesis and serotonin transporter activity of 1,3-bis(aryl)-2-nitro-1- propenes as a new class of anticancer agents

McNamara, Yvonne M.,Cloonan, Suzanne M.,Knox, Andrew J.S.,Keating, John J.,Butler, Stephen G.,Peters, Günther H.,Meegan, Mary J.,Williams, D. Clive

scheme or table, p. 1328 - 1348 (2011/04/17)

Structural derivatives of 4-MTA, an illegal amphetamine analogue have been previously shown to have anticancer effects in vitro. In this study we report the synthesis of a series of novel 1,3-bis(aryl)-2-nitro-1-propene derivatives related in structure to 4-MTA. A number of these compounds containing a classic nitrostyrene structure are shown to have antiproliferative activities in vitro in a range of malignant cell lines, particularly against Burkitt's lymphoma derived cell lines, whilst having no effect on 'normal' peripheral blood mononuclear cells. Such effects appear to be independent of the serotonin transporter, a high affinity target for amphetamines and independent of protein tyrosine phosphatases and tubulin dynamics both of which have been previously associated with nitrostyrene-induced cell death. We demonstrate that a number of these compounds induce caspase activation, PARP cleavage, chromatin condensation and membrane blebbing in a Burkitt's lymphoma derived cell line, consistent with these compounds inducing apoptosis in vitro. Although no specific target has yet been identified for the action of these compounds, the cell death elicited is potent, selective and worthy of further investigation.

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