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(4-METHOXY-PHENYL)-DIMETHYL-AMINE, also known as dimethyl(4-methoxyphenyl)amine, is a chemical compound characterized by the molecular formula C9H13NO. It is an amine, a type of organic compound that features a basic nitrogen atom. This specific compound is distinguished by the presence of a dimethylamino group and a 4-methoxyphenyl group, which endows it with a range of applications in chemical and pharmaceutical industries. Its versatility and properties make it a significant player in the realms of organic and medicinal chemistry.

701-56-4

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701-56-4 Usage

Uses

Used in Pharmaceutical Synthesis:
(4-METHOXY-PHENYL)-DIMETHYL-AMINE is utilized as a building block in the synthesis of pharmaceutical drugs. Its unique structure allows it to be a key component in the creation of various organic compounds, contributing to the development of new medications.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, (4-METHOXY-PHENYL)-DIMETHYL-AMINE is employed for its potential applications in drug discovery. Its chemical properties make it a valuable candidate for the exploration of new therapeutic agents and the enhancement of existing ones.
Used in Organic Chemistry Research:
(4-METHOXY-PHENYL)-DIMETHYL-AMINE is also used as a research compound in organic chemistry. Its reactivity and structural features are of interest to scientists who are investigating new reactions and mechanisms, potentially leading to advancements in synthetic methodologies and the discovery of novel chemical entities.

Check Digit Verification of cas no

The CAS Registry Mumber 701-56-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 7,0 and 1 respectively; the second part has 2 digits, 5 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 701-56:
(5*7)+(4*0)+(3*1)+(2*5)+(1*6)=54
54 % 10 = 4
So 701-56-4 is a valid CAS Registry Number.
InChI:InChI=1/C9H13NO/c1-10(2)8-4-6-9(11-3)7-5-8/h4-7H,1-3H3

701-56-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-methoxy-N,N-dimethylaniline

1.2 Other means of identification

Product number -
Other names Benzenamine, 4-methoxy-N,N-dimethyl-

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:701-56-4 SDS

701-56-4Relevant academic research and scientific papers

Perchlorate Esters. 4. Kinetics and Mechanism of the Reactions of Alkyl Perchlorates with N,N-Dimethylanilines in Benzene

Kevill, Dennis N.,Shen, Betty W.

, p. 4515 - 4521 (1981)

The reactions in benzene of methyl, ethyl, and isopropyl perchlorates with N,N-dimethylanilines, to yield precipitates of the quaternary anilinium perchlorate, proceed with second-order kinetics and exhibit a large negative entropy of activation.At 25.0 d

N,N-DIMETHYL-p-ANISIDINUM CATION. ESR EVIDENCE FOR INTERMOLECULAR SPIN-LONE PAIR INTERACTION

Ciminale, F.,Curci, R.,Troisi, L.

, p. 6369 - 6372 (1985)

ESR characterisation of N,N-dimethyl-p-anisidinum dimer radical cation is reported.

A Mild Heteroatom (O -, N -, and S -) Methylation Protocol Using Trimethyl Phosphate (TMP)-Ca(OH) 2Combination

Tang, Yu,Yu, Biao

, (2022/03/27)

A mild heteroatom methylation protocol using trimethyl phosphate (TMP)-Ca(OH)2combination has been developed, which proceeds in DMF, or water, or under neat conditions, at 80 °C or at room temperature. A series of O-, N-, and S-nucleophiles, including phenols, sulfonamides, N-heterocycles, such as 9H-carbazole, indole derivatives, and 1,8-naphthalimide, and aryl/alkyl thiols, are suitable substrates for this protocol. The high efficiency, operational simplicity, scalability, cost-efficiency, and environmentally friendly nature of this protocol make it an attractive alternative to the conventional base-promoted heteroatom methylation procedures.

Additive-free selective methylation of secondary amines with formic acid over a Pd/In2O3 catalyst

Benaissa, Idir,Cantat, Thibault,Genre, Caroline,Godou, Timothé,Pinault, Mathieu

, p. 57 - 61 (2022/01/19)

Formic acid is used as the sole carbon and hydrogen source in the methylation of aromatic and aliphatic amines to methylamines. The reaction proceeds via a formylation/transfer hydrogenation pathway over a solid Pd/In2O3 catalyst without the need for any additive.

Additive-freeN-methylation of amines with methanol over supported iridium catalyst

Liu, Xiang,Loh, Teck-Peng,Qiang, Wenwen,Wang, Jing,Ye, Sen,Zhu, Longfei

, p. 3364 - 3375 (2021/06/06)

An efficient and versatile zinc oxide-supported iridium (Ir/ZnO) catalyst was developed to catalyze the additive-freeN-methylation of amines with methanol. Mechanistic studies suggested that the high catalytic reactivity is rooted in the small sizes (1.4 nm) of Ir nanoparticles and the high ratio (93%) of oxidized iridium species (IrOx, Ir3+and Ir4+) on the catalyst. Moreover, the delicate cooperation between the IrOxand ZnO support also promoted its high reactivity. The selectivity of this catalyticN-methylation was controllable between dimethylation and monomethylation by carefully tuning the catalyst loading and reaction solvent. Specifically, neat methanol with high catalyst loading (2 mol% Ir) favored the formation ofN,N-dimethylated amine, while the mesitylene/methanol mixture with low catalyst loading (0.5 mol% Ir) was prone to producing mono-N-methylated amines. An environmentally benign continuous flow system with a recycled mode was also developed for the efficient production ofN-methylated amines. With optimal flow rates and amine concentrations, a variety ofN-methylamines were produced with good to excellent yields in this Ir/ZnO-based flow system, providing a starting point for the clean and efficient production ofN-methylamines with this cost-effective chemical process.

Fe(III)-catalyzed Oxidative Povarov Reaction with Molecular Oxygen Oxidant

Park, Du Yong,Hwang, Joon Young,Kang, Eun Joo

supporting information, p. 798 - 801 (2021/04/09)

The synthesis of tetrahydroquinoline derivatives from dimethyl anilines and enamides has been developed by Fe(III)-phenanthroline complex under aerobic condition. The oxidation of tertiary anilines involving a single electron transfer of Fe(phen)3(PF6)3 afforded the iminium ion intermediate, which reacted with electron-rich alkenes to build a six-membered N-heterocycles containing quaternary carbon center via the oxidative Povarov reaction process.

Photocatalytic carbocarboxylation of styrenes with CO2for the synthesis of γ-aminobutyric esters

Hahm, Hyungwoo,Han, Min Su,Hong, Sukwon,Kim, Jiyun,Ryoo, Jeong Yup

, p. 6301 - 6312 (2021/07/28)

Metal-free photoredox-catalyzed carbocarboxylation of various styrenes with carbon dioxide (CO2) and amines to obtain γ-aminobutyric ester derivatives has been developed (up to 91% yield, 36 examples). The radical anion of (2,3,4,6)-3-benzyl-2,4,5,6-tetra(9H-carbazol-9-yl)benzonitrile (4CzBnBN) possessing a high reduction potential (?1.72 Vvs.saturated calomel electrode (SCE)) easily reduces both electron-donating and electron-withdrawing group-substituted styrenes.

Photochemical Reaction of N,N-Dimethylanilines with N-Substituted Maleimides Utilizing Benzaldehyde as the Photoinitiator

Nikitas, Nikolaos F.,Theodoropoulou, Maria A.,Kokotos, Christoforos G.

supporting information, p. 1168 - 1173 (2021/02/01)

Photoorganocatalysis constitutes a powerful domain of photochemistry and organic synthesis. The scaffold of pyrrolo[3,4-c]quinolinoles exhibits interesting and potent inhibition against various enzymes, making them really promising pharmaceutical targets. Herein, we describe a photochemical methodology for the reaction of N,N-dimethylanilines with N-substituted maleimides, utilizing benzaldehyde as the photoinitiator. A variety of substituted N,N-dimethylanilines and N-substituted maleimides were converted into the corresponding adducts in moderate to high yields.

CO2-tuned highly selective reduction of formamides to the corresponding methylamines

Chao, Jianbin,Guo, Zhiqiang,Pang, Tengfei,Wei, Xuehong,Xi, Chanjuan,Yan, Leilei

supporting information, p. 7534 - 7538 (2021/10/12)

We herein describe an efficient, CO2-tuned and highly selective C-O bond cleavage of N-methylated formanilides. With easy-to-handle and commercially available NaBH4 as the reductant, a variety of formanilides could be turned into the desired tertiary amines in moderate to excellent yields. The role of CO2 has been investigated in detail, and the mechanism is proposed on the basis of experiments.

Visible-Light-Induced C(sp2)-C(sp3) Cross-Dehydrogenative-Coupling Reaction of N-Heterocycles with N-Alkyl- N-methylanilines under Mild Conditions

Zhang, Hong-Yu,Chen, Jianjun,Lu, Cong-Cong,Han, Ya-Ping,Zhang, Yuecheng,Zhao, Jiquan

, p. 11723 - 11735 (2021/09/02)

Disclosed herein is a cross-dehydrogenative-coupling reaction of N-heterocycles including 1,2,4-triazine-3,5(2H, 4H)-diones and quinoxaline-2(1H)-ones with N-methylanilines to form C(sp2)-C(sp3) under visible-light illumination and ambient air at room temperature. In this process, easily available Ru(bpy)3Cl2·6H2O serves as the catalyst, and air acts as the green oxidant. This method features high atom economy, environmental friendliness, and convenient operation and provides an efficient and practical access to aminomethyl-substituted N-heterocycles with extensive functional group compatibility in 40-86% yields.

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