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Isoxazole, 3-methyl-5-(4-methylphenyl)-, also known as 3-Methyl-5-p-tolylisoxazole, is an organic compound with the chemical formula C11H11NO. It is a derivative of isoxazole, a heterocyclic compound containing a five-membered ring with one oxygen atom and one nitrogen atom. The molecule features a methyl group at the 3-position and a 4-methylphenyl group at the 5-position, which is a phenyl ring with a methyl group attached to the para position. Isoxazole, 3-methyl-5-(4-methylphenyl)- is primarily used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals, particularly those containing the isoxazole ring system. Its properties include a melting point of 70-72°C and a density of 1.09 g/cm3. Due to its potential applications in the development of new drugs and chemicals, research on 3-methyl-5-(4-methylphenyl)-isoxazole and its derivatives is of significant interest in the fields of medicinal chemistry and chemical engineering.

4211-89-6

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4211-89-6 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 4211-89-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,2,1 and 1 respectively; the second part has 2 digits, 8 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 4211-89:
(6*4)+(5*2)+(4*1)+(3*1)+(2*8)+(1*9)=66
66 % 10 = 6
So 4211-89-6 is a valid CAS Registry Number.

4211-89-6Relevant academic research and scientific papers

Monohydrochloride Assisted Synthesis of Functionalized Isoxazoles and Pyrazoles from Allenic Ketones: First Synthesis of (Z)-2-Methyl-7H-benzo[b]pyrazolo[5,1-d][1,5]oxazocines

Sarkar, Debayan,Sahoo, Sushree Ranjan

, p. 2035 - 2049 (2019/03/07)

A facile hydrochloride promoted regioselective synthesis of isoxazoles and pyrazoles from 1,2-allenic ketones is reported. The reaction has been scaled up to gram scale. A direct 8-endo dig ring annulations towards the first synthesis of (Z)-2-methyl-7H-b

Asymmetric Hydrogenation of Isoxazolium Triflates with a Chiral Iridium Catalyst

Ikeda, Ryuhei,Kuwano, Ryoichi

supporting information, p. 8610 - 8618 (2016/07/07)

The iridium catalyst [IrCl(cod)]2–phosphine–I2(cod=1,5-cyclooctadiene) selectively reduced isoxazolium triflates to isoxazolines or isoxazolidines in the presence of H2. The iridium-catalyzed hydrogenation proceeded in high-to-good enantioselectivity when an optically active phosphine–oxazoline ligand was used. The 3-substituted 5-arylisoxazolium salts were transformed into 4-isoxazolines with up to 95:5 enantiomeric ratio (e.r.). Chiral cis-isoxazolidines were obtained in up to 89:11 e.r., with no formation of their trans isomers, when the substrates had a primary alkyl substituent at the 5-position. The mechanistic studies indicate that the hydridoiridium(III) species prefers to deliver its hydride to the C5 atom of the isoxazole ring. The hydride attack leads to the formation of the chiral isoxazolidine via a 3-isoxazoline intermediate. Meanwhile, in the selective formation of 4-isoxazolines, hydride attack at the C5 atom may be obstructed by steric hindrance from the 5-aryl substituent.

An efficient synthesis of isoxazoles and pyrazoles under ultrasound irradiation

Huang, Zhi-Bin,Li, Li-Li,Zhao, Yan-Wei,Wang, Hui-Yuan,Shi, Da-Qing

, p. E309-E313 (2014/11/07)

A series of 5-arylisoxazole and 5-aryl-1H-pyrazole derivatives was synthesized by the reaction of 3-(dimethylamino)-1-arylprop-2-en-1-one with hydroxylamine hydrochloride or hydrazine hydrate under ultrasound irradiation without using any catalyst. This m

Clean and efficient synthesis of isoxazole derivatives in aqueous media

Dou, Guolan,Xu, Pan,Li, Qiang,Xi, Yukun,Huang, Zhibin,Shi, Daqing

, p. 13645 - 13653 (2014/01/06)

A series of 5-arylisoxazole derivatives were synthesized via the reaction of 3-(dimethyl-amino)-1-arylprop-2-en-1-ones with hydroxylamine hydrochloride in aqueous media without using any catalyst. This method has the advantages of easier work-up, mild rea

4-Chromenonyl-1,4-dihydropyridines and their use

-

Page/Page column 31, (2010/02/17)

The present application relates to novel 4-chromenonyl-1,4-dihydropyridines, process for their preparation, their use for the treatment and/or prophylaxis of diseases, and their use for the manufacture of medicaments for the treatment and/or prophylaxis o

Reactivity of p-phenyl substituted β-enamino compounds using k- 10/ultrasound. II [1]. Synthesis of isoxazoles and 5-isoxazolones

Valduga, Claudete J.,Santis, Denise B.,Braibante, Hugo S.,Braibante, Mara E. F.

, p. 505 - 508 (2007/10/03)

The condensation of 4-phenyl substituted β-enamino ketones 1a-d and β- enamino esters 5a-d with hydroxylamine hydrochloride using K-10 as the solid support under sonication was studied to evaluate the formation of isoxazole and 5-isoxazolone rings from β-enamino compounds with a substituted aromatic ring. Isoxazoles 2a-c, 3c-d and 5-isoxazolones 6a-c and 7a-d were obtained. The use of K-10/ultrasound in this reaction furnished novel results in some cases.

An improved and effective method for the preparation of α,β- unsaturated oximes and isoxazole derivatives

Palacios, Francisco,Aparicio, Domitila,De Los Santos, Jesus M.,Rodriguez, Encina

, p. 599 - 614 (2007/10/03)

β-Functionalized oximes derived from phosphine oxides 5, phosphonates 8 and phosphonium salts 10 are easily obtained by simple addition of hydroxylamine compounds 2 to substituted allenes 3 and 6 or to propargylphosphonium salt 9. These oximo derivatives

Substituted 2,3-dihydroisoxazoles (Δ4-isoxazolines) via palladium- mediated cyclization of propargylic N-hydroxyureas

Stoner, Eric J.,Roden, Brian A.,Chemburkar, Sanjay

, p. 4981 - 4984 (2007/10/03)

Aryl-substituted propargylic N-hydroxyureas cyclize in the presence of catalytic Pd(OAc)2 to yield 2,3-dihydroisoxazoles.

Synthesis of 3-Substituted 5-Arylisoxazoles from α,β-Unsaturated Oximes

Alberola, Angel,Banez, J. Manuel,Calvo, Luis,Rodriguez, M. Teresa Rodriguez,Sanudo, M. Carmen

, p. 467 - 471 (2007/10/02)

The synthesis of 3-substituted 5-arylisoxazoles from oximes of α,β-unsaturated ketones is studied. The formation of the isoxazole derivatives takes place by cyclization of oximes in the presence of iodine and potassium iodide. The presence of isoxazoline

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