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α-Methylene-4-nitrobenzeneacetic acid methyl ester is an organic compound with the chemical formula C10H9NO4. It is a derivative of benzeneacetic acid, featuring a nitro group at the para position, an α-methylene group, and a methyl ester group. α-Methylene-4-nitrobenzeneacetic acid methyl ester is known for its potential applications in the synthesis of various pharmaceuticals and agrochemicals due to its unique structure. It is a yellow crystalline solid that is soluble in organic solvents. The compound is synthesized through a series of chemical reactions, often involving the esterification of α-methylene-4-nitrobenzeneacetic acid with methanol in the presence of an acid catalyst. Its chemical properties include reactivity towards nucleophiles and electrophiles, making it a versatile building block in organic synthesis.

28042-27-5

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28042-27-5 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 28042-27-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,8,0,4 and 2 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 28042-27:
(7*2)+(6*8)+(5*0)+(4*4)+(3*2)+(2*2)+(1*7)=95
95 % 10 = 5
So 28042-27-5 is a valid CAS Registry Number.

28042-27-5Relevant academic research and scientific papers

Palladium-Catalyzed Coupling of an α-Stannyl Acrylate to Aryl Iodides and Triflates. A One-Step Synthesis of Aryl Propenoic Esters.

Levin, Jeremy I.

, p. 6211 - 6214 (1993)

Aryl iodides undergo a Pd(0)-CuI catalyzed coupling with methyl 3-(tributylstannyl)propenoate to provide the corresponding aryl propenoic esters.Triflates require Pd(0)-CuI-LiCl.

SUBSTITUTED PYRAZOLYL-BASED CARBOXAMIDE AND UREA DERIVATIVES BEARING A PHENYL MOIETY SUBSTITUTED WITH AN O-CONTAINING GROUP AS VANILLOID RECEPTOR LIGANDS

-

, (2013/05/23)

The invention relates to substituted pyrazolyl-based carboxamide and urea derivatives of formula (Q) as vanilloid receptor ligands, to pharmaceutical compositions containing these compounds and also to these compounds for use in the treatment and/or prophylaxis of pain and further diseases and/or disorders.

Synthesis of 2-arylacrylic esters from aryl methyl ketones via Wittig reaction/singlet oxygen ene reaction

Park, Sangjoon,Yang, Dongsik,Kim, Kyoung Tae,Jeon, Heung Bae

supporting information; experimental part, p. 6578 - 6580 (2011/12/22)

An efficient synthetic method has been developed for the synthesis of 2-arylacrylic esters from the corresponding aryl methyl ketones via Wittig reaction and singlet oxygen ene reaction. Wittig reaction to aryl methyl ketones with (methoxymethyl)triphenyl

Palladium-catalyzed coupling reaction of -diazocarbonyl compounds with aromatic boronic acids or halides

Peng, Cheng,Yan, Guobin,Wang, Yan,Jiang, Yubo,Zhang, Yan,Wang, Jianbo

experimental part, p. 4154 - 4168 (2011/02/25)

Efficient palladium-catalyzed cross-coupling reactions of -diazocarbonyl compounds and arylboronic acids or aryl halides have been developed. The reaction proceeds smoothly for a range of diazo compounds, boronic acids, and halides. The coupling reaction conditions tolerate various substituents on the aromatic rings of the substrates, such as chloro, fluoro, acyl, oxo, ester, and nitro groups. This coupling reaction constitutes a novel access to -aryl-substituted ,-unsaturated carbonyl compounds. Mechanistically, palladium-carbene is supposed to be the key intermediate; its formation is followed by migratory insertion of an aryl group to the carbenic carbon of the palladium-carbene complex and subsequent -hydride elimination. Kinetic isotope effect (KIE) data measured for intra- and intermolecular competition experiments suggest that -hydride elimination is not involved in the rate-determining step

Stabilization of Organic Materials

-

, (2008/12/04)

The invention describes a process for stabilizing an organic material against oxidative, thermal or light-induced degradation, which comprises incorporating therein or applying thereto at least a compound of the formula (I) wherein the general symbols are

A direct synthesis of 2-arylpropenoic acid esters having nitro groups in the aromatic ring: A short synthesis of (±)-coerulescine and (±)-horsfiline

Selvakumar,Azhagan, A.Malar,Srinivas,Krishna, G.Gopi

, p. 9175 - 9178 (2007/10/03)

A short synthesis of 2-arylpropenoic acid esters that possess nitro groups in their phenyl ring using common and less expensive reagents is described. The usefulness of this methodology is substantiated by the efficient total syntheses of (±)-coerulescine and (±)-horsfiline from the 2-arylpropenoic acid esters obtained.

Expedient route to aryl propenoic esters

-

, (2008/06/13)

The invention is an expedient route to synthesizing substituted or unsubstituted aryl-2-propenoic esters. The substituted or unsubstituted aryl-2-propenoic esters are useful in preparing optically active substituted or unsubstituted 2-arylpropanoic acids known to be active anti-inflammatory agents.

Intramolecular Carbenoid Reactions of Pyrrole Derivatives. A Total Synthesis of (+/-)-Ipalbidine

Jefford, Charles W.,Kubota, Tadatoshi,Zaslona, Alexander

, p. 2048 - 2061 (2007/10/02)

A mew method for alkaloid synthesis is described.The rhodium(II)-acetate-catalyzed decomposition of 3-(4-acetoxyphenyl)-1-diazo-4-(pyrrol-1-yl)-2-butanone (5d) gave 6-(4-acetoxyphenyl)-5,6-dihydro-7(8H)-indolizinone (6d) in 82percent yield via an intramolecular carbenoid reaction.The latter compound was converted in four steps in 13percent overall yield to (+/-)-ipalbidine (1b).

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