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α-Methyl-N-(2-methylphenyl)benzenemethanamine, also known as 2-(methylamino)-4'-methylacetophenone, is an organic compound with the chemical formula C15H17NO. It is a derivative of benzene, featuring a methyl group attached to the alpha carbon (adjacent to the amine group) and a 2-methylphenyl group connected to the nitrogen atom of the benzene ring. α-methyl-N-(2-methylphenyl)benzenemethanamine is a colorless to pale yellow liquid and is used as a synthetic intermediate in the production of various pharmaceuticals and agrochemicals. It is known for its potential applications in the synthesis of drugs, such as antihistamines and antidepressants, due to its structural properties that can be further modified in chemical reactions.

72209-51-9

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72209-51-9 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 72209-51-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,2,2,0 and 9 respectively; the second part has 2 digits, 5 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 72209-51:
(7*7)+(6*2)+(5*2)+(4*0)+(3*9)+(2*5)+(1*1)=109
109 % 10 = 9
So 72209-51-9 is a valid CAS Registry Number.

72209-51-9Relevant academic research and scientific papers

Ruthenium N-Heterocyclic Carbene Complexes for Chemoselective Reduction of Imines and Reductive Amination of Aldehydes and Ketones

Kathuria, Lakshay,Samuelson, Ashoka G.

supporting information, (2020/06/17)

Chemoselective reduction of imines to secondary amines is catalyzed efficiently by tethered and untethered, half-sandwich ruthenium N-heterocyclic carbene (NHC) complexes at room temperature. The untethered Ru-NHC complexes are more efficient as catalysts for the reduction of aldimines and ketimines than the tethered complexes. Using the best untethered complex as a catalyst, electronic and steric demands on the reaction was probed using a series of imines. Chemoselectivity of the catalyst towards imine reduction was tested by performing inter and intramolecular competitive reactions in a variety of ways. The catalyst exhibits a very high TON and TOF under anaerobic conditions.

Iron-catalyzed reductive coupling of nitroarenes with olefins: Intermediate of iron-nitroso complex

Song, Heng,Yang, Zhuoyi,Tung, Chen-Ho,Wang, Wenguang

, p. 276 - 281 (2019/12/24)

Using a single half-sandwich iron(II) compound, CpFe(1,2-Ph2PC6H4S)(NCMe) (Cp- = C5Me5-, 1) as a catalyst, reductive coupling of nitroarenes with olefins has been achieved by a well-defined iron(II)/(EtO)3SiH system. Through either inter- or intramolecular reductive coupling, various branched amines and indole derivatives have been directly synthesized in one-pot. Mechanistic studies showed that the catalysis is initiated by activation of nitroarenes by the iron(II) catalyst with silane, generating iron-nitrosoarene intermediate for the C-N bond coupling.

Development of [3]ferrocenophane-derived N/B frustrated Lewis pairs for the metal-free catalytic hydrogenation of imines

Pan, Zhentao,Wang, Hui,Ling, Fei,Xiao, Lian,Song, Dingguo,Zhong, Weihui

, p. 522 - 528 (2019/02/01)

A series of novel [3]ferrocenophane-derived N/B frustrated Lewis pairs (FLPs) were synthesized and successfully applied to the catalytic hydrogenation of imines in 71–93% yields. This approach could be easily conducted on gram scale and provided versatile synthetic route for the key intermediate of sertraline hydrochloride without heavy metal residues.

Cobalt-Catalyzed Hydroarylations and Hydroaminations of Alkenes in Tunable Aryl Alkyl Ionic Liquids

Schroeter, Felix,Lerch, Swantje,Kaliner, Maria,Strassner, Thomas

supporting information, p. 6215 - 6219 (2018/10/05)

Tunable aryl alkyl ionic liquids (TAAILs) are a promising class of imidazolium- or triazolium-based ionic liquids. Contrary to "standard" all-alkyl ionic liquids, these carry an aryl ring together with a linear or branched alkyl chain. Their application i

Cationic acetylacetonate palladium complexes/boron trifluoride etherate catalyst systems for hydroamination of vinylarenes using arylamines

Suslov,Bykov,Pakhomova,Abramov,Ushakov,Tkach

, p. 69 - 72 (2017/03/09)

A simple and solvent-free protocol using cationic acetylacetonate palladium complexes with mono-/bidentate phosphine ligands activated with BF3·OEt2as in situ-formed catalyst for hydroamination of vinylarenes with arylamines have bee

Direct synthesis of a geminal zwitterionic phosphonium/hydridoborate system - developing an alternative tool for generating frustrated Lewis pair hydrogen activation systems

Yu, Jiangang,Kehr, Gerald,Daniliuc, Constantin G.,Bannwarth, Christoph,Grimme, Stefan,Erker, Gerhard

supporting information, p. 5783 - 5792 (2015/05/27)

A convenient way to a new class of geminal Mes2PH+/B(C6F5)2H- pairs is presented. It utilizes triflic acid addition to trans-Mes2PCHCHB(C6F5)2 fo

Zirconium complexes stabilized by amine-bridged bis(phenolato) ligands as precatalysts for intermolecular hydroamination reactions

Sun, Qiu,Wang, Yaorong,Yuan, Dan,Yao, Yingming,Shen, Qi

, p. 20352 - 20360 (2015/12/04)

A series of zirconium complexes bearing amine-bridged bis(phenolato) ligands of different steric and electronic properties have been synthesized, and their activities in catalyzing intermolecular hydroamination reactions have been studied and compared. In

Synthesis of group 4 metal complexes stabilized by an amine-bridged bis(phenolato) ligand and their catalytic behavior in intermolecular hydroamination reactions

Sun, Qiu,Wang, Yaorong,Yuan, Dan,Yao, Yingming,Shen, Qi

, p. 994 - 1001 (2014/03/21)

Zirconium and titanium complexes 1 and 2, bearing an amine-bridged bis(phenolato) ligand, have been synthesized and characterized. Although 1 and 2 were inactive in catalyzing intermolecular hydroamination reactions, cationic complexes generated in situ f

Indium-catalyzed hydroamination/hydrosilylation of terminal alkynes and aromatic amines through a one-pot, two-step protocol

Sakai, Norio,Takahashi, Nobuaki,Ogiwara, Yohei

supporting information, p. 5078 - 5082 (2014/08/18)

We demonstrated that indium tribromide effectively functioned as a single catalyst for two successive steps in a one-pot procedure. First, the hydroamination of alkynes with anilines took place to give the Markovnikov product. Then, hydrosilylation of the imine intermediates by treatment with a hydrosilane substrate afforded the corresponding secondary amines.

Development of new hydrogenations of imines and benign reductive hydroaminations: Zinc triflate as a catalyst

Werkmeister, Svenja,Fleischer, Steffen,Zhou, Shaolin,Junge, Kathrin,Beller, Matthias

experimental part, p. 777 - 782 (2012/06/18)

The hydrogenation of imines to amines in the presence of catalytic amounts of zinc triflate has been demonstrated for the first time. In addition, an efficient procedure for the reductive hydroamination of alkynes to amines is presented using zinc triflat

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