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Benzeneethanamine, N-(4-methoxyphenyl)-, also known as 4-methoxyphenethylamine or 4-MPA, is an organic compound with the chemical formula C9H13NO. It is a derivative of phenethylamine, featuring a benzene ring with a methoxy group at the 4-position and an ethylamine chain attached to the nitrogen atom. Benzeneethanamine, N-(4-methoxyphenyl)- is a colorless liquid with a distinct amine-like odor and is soluble in water and organic solvents. 4-MPA is used as an intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other chemical products. It is also known for its psychoactive properties and has been studied for its potential effects on the central nervous system. Due to its potential for misuse, 4-MPA is regulated in some countries.

2405-59-6

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2405-59-6 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 2405-59-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,4,0 and 5 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 2405-59:
(6*2)+(5*4)+(4*0)+(3*5)+(2*5)+(1*9)=66
66 % 10 = 6
So 2405-59-6 is a valid CAS Registry Number.

2405-59-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-methoxy-N-(2-phenylethyl)aniline

1.2 Other means of identification

Product number -
Other names (4-methoxy-phenyl)phenethyl-amine

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:2405-59-6 SDS

2405-59-6Relevant academic research and scientific papers

Base-Mediated Site-Selective Hydroamination of Alkenes

Koh, Ming Joo,Lee, Boon Chong,Li, Ping,Zhang, Xiaoxiang

supporting information, (2021/12/29)

We present a base-mediated hydroamination protocol, using substoichiometric amounts of a hydrosilane and potassium tertbutoxide, that operates under mild conditions at 30 °C. Many aryl- and heteroatom-substituted olefins as well as arylamines are tolerated, affording the desired products with complete regioselectivity. Preliminary mechanistic investigations reveal a non-radical pathway for hydroamination. A sequential remote hydroamination strategy involving an initial Fe-catalysed olefin isomerisation followed by our base-mediated hydroamination was also developed to directly access-arylamines from terminal aliphatic alkenes.

Rhodium(I) N-heterocyclic carbene complexes as catalysts for the anti-markovnikov hydroaminations of styrene

G?k, Yetkin,Yi?it, Beyhan,?elikal, ?zlem ?zero?lu,Yi?it, Murat

, p. 941 - 953 (2021/05/19)

A series of new rhodium(I) complexes with benzimidazole based N-heterocyclic carbene (NHC) ligand were synthesized by reactions of benzimidazolium salts with [Rh(OMe)COD]2. The characterization of rhodium(I) complexes with the general formula [RhCl(NHC)(4-1,5-cyclooctadiene)] was done by physicochemical and spectroscopic methods. All the synthesized complexes were tested as catalysts in the intermolecular hydroamination reactions between styrene with aromatic amines in ionic liquid. All of these complexes tested here are catalytically active for the intermolecular hydroamination of styrene with aromatic amines in ionic liquid. The anti-Markovnikov addition products were obtained selectively by using 1 mol% of the rhodium complex.

Ruthenium(II) complexes with chelating n-heterocyclic carbenes and a ruthenate(II) complex as catalysts for the anti-Markovnikov hydroaminations of styrene

?elikal, ?zlem ?zero?lu,G?k, Yetkin,Yi?it, Beyhan,Yi?it, Murat

, (2021/09/03)

New ruthenium chelate and ruthenate complexes were synthesized through the reaction of benzimidazolium salts and [RuCl2(p-cymene)]2 in toluene and characterized by elemental analysis, 1H NMR and 13C NMR spectroscopy. These ruthenium complexes were tested as catalysts in the intermolecular hydroamination reactions between styrene with aromatic amines in ionic liquid. All of these complexes tested here showed good catalytic activity in these reactions. The hydroamination reactions regioselectively produced anti-Markovnikov addition products in moderate to good yields by using 1 mol% of the ruthenium complex.

COOL-SENSATION IMPARTER COMPOSITION CONTAINING 2,2,6-TRIMETHYLCYCLOHEXANECARBOXYLIC ACID DERIVATIVE

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Paragraph 0414-0416, (2020/12/19)

A cooling agent composition contains a 2,2,6-trimethylcyclohexanecarboxylic acid derivative represented by the following general formula (1). The symbol * represents an asymmetric carbon atom. X represents NH, N(ZAr2), O or S, Z represents a single bond or an alkylene group having 1 to 3 carbon atoms which may have a substituent, Ar2 represents an aryl group having 6 to 20 carbon atoms which may have a substituent or an aromatic heterocyclic group having 2 to 15 carbon atoms which may have a substituent. Y each independently represents a methylene group which may have a substituent, and n represents an integer of 0 to 3. Ar1 represents an aryl group having 6 to 20 carbon atoms which may have a substituent or an aromatic heterocyclic group having 2 to 15 carbon atoms which may have a substituent.

Selective Synthesis of Secondary Amines from Nitriles by a User-Friendly Cobalt Catalyst

Sharma, Dipesh M.,Punji, Benudhar

supporting information, p. 3930 - 3936 (2019/07/12)

Selective hydrogenation/reductive amination of nitriles to secondary amines catalyzed by an inexpensive and user-friendly cobalt complex, (Xantphos)CoCl2, is reported. The use of (Xantphos)CoCl2 and ammonia borane (NH3?BH3) combination affords the selective reduction of nitriles to symmetrical secondary amines, whereas the employment of (Xantphos)CoCl2 and dimethylamine borane (Me2NH?BH3) along with external amines produce unsymmetrical secondary amines and tertiary amines. The general applicability of this methodology is demonstrated by the synthesis of 43 symmetrical and unsymmetrical secondary and tertiary amines bearing diverse functionalities. (Figure presented.).

Iron-Catalyzed Regioselective α-C-H Alkylation of N-Methylanilines: Cross-Dehydrogenative Coupling between Unactivated C(sp3)-H and C(sp3)-H Bonds via a Radical Process

Li, Ze-Lin,Sun, Kang-Kang,Wu, Peng-Yu,Cai, Chun

, p. 6830 - 6839 (2019/06/14)

The iron-catalyzed α-C-H alkylation of N-methylanilines without any directing group by cross-dehydrogenative coupling between unactivated C(sp3)-H and C(sp3)-H bonds has been established for the first time, which provides a good complement to C(sp3)-H activation reactions and expands the field of Fe-catalyzed C-H functionalizations. Many different C(sp3)-H bonds in cyclic alkanes, cyclic ethers, and toluene derivatives can be used as coupling partners. Mechanistic investigations including the radical reaction process, the main role of various reagents, and the kinetic isotope effect experiment were also described.

Cobalt-Catalyzed Reductive Alkylation of Amines with Carboxylic Acids

Emayavaramban, Balakumar,Chakraborty, Priyanka,Sundararaju, Basker

, p. 3089 - 3093 (2018/12/11)

Direct reductive alkylation of amines with carboxylic acid is carried out by using an inexpensive, air-stable cobalt/triphos catalytic system with molecular hydrogen as the reductant. This efficient synthetic method proceeds through reduction and condensation, followed by reduction of the in situ-generated imine into the amine in a green catalytic process.

Preparation of large-steric-hindrance trivalent rhodium imide complex and application thereof

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Paragraph 0034; 0035; 0036, (2019/04/30)

The invention provides a large-steric-hindrance trivalent rhodium imide complex containing a rhodium-nitrogen dual-key structure. The large-steric-hindrance trivalent rhodium imide complex is characterized by including the following structure shown in the description. A synthesis technology is simple and green, and has excellent selectivity and a high yield. The large-steric-hindrance trivalent rhodium imide complex has the features of stable physical and chemical properties and thermal stability, and has excellent activity and regional selectivity in an anti-Markovnikov hydroamination reaction of olefins.

Nitrogen-iridium [...] imine complexes of multiple bond, preparation method and application thereof (by machine translation)

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Paragraph 0036; 0037; 0038, (2019/02/13)

The invention belongs to the technical field of synthetic chemistry, in particular to a multiple bond of nitrogen-iridium [...] imine complex, preparation method and its application. The invention relates to a compound cyclooctadiene [...][...] dimer [IrCl (COD)]2 As the raw material, it is connected to the phenyl pyrrole compounds in the reaction under alkaline conditions, obtain [...] complex containing a precursor, then the use of azide oxidation process will be its oxidized into nitrogen-iridium [...] imine compound of the multiple bond. The invention synthesis technique is simple green, has excellent selectivity and high yield. The invention of [...] imine complex with stable physical and chemical properties and characteristics such as thermal stability, and in the hydroamination reaction of olefins demonstrate the excellent activity and regional selective (counter-ma rules). (by machine translation)

Nickelous imine complex with nickel nitrogen double-bond structure and preparation and application of nickelous imine complex

-

Paragraph 0038-0041, (2019/10/01)

The invention relates to a nickelous imine complex with a nickel nitrogen double-bond structure and preparation and application of the nickelous imine complex. The preparation method of the nickelousimine complex comprises the following steps that 1, a phenyldipyridine ligand solution is added into a zero-valent nickel precursor solution for a reaction for 3-5 hours at room temperature; 2, azidobenzene is added for a reaction for 2-5 hours at room temperature, and through aftertreatment, the nickelous imine complex is obtained. The nickelous imine complex is used for catalyzing an anti-Markovnikov hydroamination reaction of styrene to prepare a linear-chain amine compound. Compared with the prior art, the synthesizing technology is simple and green, the selectivity and the yield are high,the nickelous imine complex prepared by using the method has the advantages of stable physicochemical properties, thermal stability and the like, and the nickelous imine complex can show excellent activity and regioselectivity in the reaction of catalyzing the anti-Markovnikov hydroamination reaction of the styrene.

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