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CAS

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4-(Dimethylamino)phenol, with the chemical formula C8H11NO, is a white crystalline solid that possesses a molecular weight of 137.18 g/mol. This versatile chemical compound is known for its applications across various fields due to its unique properties.

619-60-3

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619-60-3 Usage

Uses

Used in Chemistry Experiments:
4-(Dimethylamino)phenol is used as a pH indicator for its ability to change color from colorless to pink within the pH range of 6.8 to 8.2, making it a valuable tool in educational and research settings for visualizing changes in acidity or alkalinity.
Used in Organic Synthesis:
As a reagent, 4-(Dimethylamino)phenol is utilized in organic synthesis processes, contributing to the creation of a variety of chemical compounds and intermediates that are essential in the development of new substances and materials.
Used in Pharmaceutical Production:
4-(Dimethylamino)phenol serves as a raw material in the manufacturing of pharmaceuticals, playing a crucial role in the synthesis of certain drugs, thereby impacting the medical and healthcare industry.
Used in Dye Production:
4-(Dimethylamino)phenol is also used in the production of dyes, contributing to the coloration of various products in different industries, including textiles and plastics.
Used in Photography:
4-(Dimethylamino)phenol has potential applications in the field of photography, where it may be involved in the development of photographic films or papers, adding to the visual arts and imaging technology.
Used in Hair Dye Industry:
With its potential applications in hair dyes, 4-(Dimethylamino)phenol contributes to the cosmetic industry, providing color options for hair care products.
However, due to its potential harmful effects if ingested, inhaled, or absorbed through the skin, and its ability to cause irritation or sensitization upon contact, it is imperative to handle 4-(Dimethylamino)phenol with appropriate safety measures.

Check Digit Verification of cas no

The CAS Registry Mumber 619-60-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,1 and 9 respectively; the second part has 2 digits, 6 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 619-60:
(5*6)+(4*1)+(3*9)+(2*6)+(1*0)=73
73 % 10 = 3
So 619-60-3 is a valid CAS Registry Number.
InChI:InChI=1/C8H11NO.C2H2O4/c1-9(2)7-3-5-8(10)6-4-7;3-1(4)2(5)6/h3-6,10H,1-2H3;(H,3,4)(H,5,6)

619-60-3SDS

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-(dimethylamino)phenol

1.2 Other means of identification

Product number -
Other names N,N-Dimethyl-4-aminophenol

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:619-60-3 SDS

619-60-3Relevant articles and documents

Energetics of an n → π* interaction that impacts protein structure

Hodges, Jonathan A.,Raines, Ronald T.

, p. 4695 - 4697 (2006)

(Figure Presented) The trans/cis ratio of the amide bond in N-formylproline phenylesters correlates with electron withdrawal by a para substituent. The slope of the Hammett plot (ρ = 0.26) is indicative of a substantial effect. This effect arises from a favorable n → π* interaction between the amide oxygen and ester carbonyl. In a polypeptide chain, an analogous interaction can stabilize the conformation of trans peptide bonds, α-helices, and polyproline type-II helices.

Designing bimetallic zeolitic imidazolate frameworks (ZIFs) for aqueous catalysis: Co/Zn- ZIF-8 as a cyclic-durable catalyst for hydrogen peroxide oxidative decomposition of organic dyes in water

Abuzalat, Osama,Alkordi, Mohamed H.,Baraka, Ahmad,Basuni, Mustafa,Tantawy, Hesham

, p. 6025 - 6036 (2022/03/31)

ZIF-8 is well known hybrid material that is self-assembled from inorganic and organic moieties. It has several potential applications due to its unique structure. One of these potential applications is in advanced oxidation processes (AOP) via a heterogeneous catalysis system. The use of modified ZIF-8/H2O2for the destruction of the azo dye methyl orange (MO) is presented in this work to explore its efficacy. This work presents the bimetallic Co/Zn-ZIF-8 as an efficient catalyst to promote H2O2oxidation of the MO dye. Co/Zn-ZIF-8 was synthesized through a hydrothermal process, and the pristine structure was confirmed using XRD, FTIR, and XPS. The Co/Zn-ZIF-8/H2O2system successfully decolorized MO at the selected pH 6.5. It was found that more than 90% of MO (10 ppm) was degraded within only about 50 minutes. Proposed radical and redox mechanisms are presented for H2O2decomposition where the redox mechanism is suggested to predominate via a Co(II)/Co(III) redox consecutive cyclic process.

Optimizing the crystallization process of conjugated polymer photocatalysts to promote electron transfer and molecular oxygen activation

Anpo, Masakazu,Cheng, Jiajia,Huang, Caijin,Ou, Honghui,Ren, Wei,Wang, Xinchen

, p. 636 - 645 (2020/07/27)

Photocatalytic reactive oxygen species (ROS)-induced reactions provide an appealing method to solve the environmental and energy issues, whereas the current oxidation reaction generally suffered from low efficiency and poor selectivity due to uncontrollable O2 activation process. In view of the existence of competitive electron and energy transfer pathway, we propose that highly efficient superoxide radical anion (·O2?) generation can be achieved by optimizing the order degree of the photocatalyst. Herein, by taking carbon nitride polymer as an example, we optimized the crystallization process of carbon nitride polymer by selecting precursors of different polymerization degrees with a molten salt method. Benefiting from the high crystallinity, extended π-conjugated system and strong van der-Waals interactions between interlayers, the modified carbon nitride polymer exhibited accelerated charge transport and enhancement in electron induced molecular oxygen activation reactions under visible light. Consequently, the CCN-P exhibits about 1.5 times higher conversion rate in hydroxylation of phenylboronic acid and over 6-fold faster degradation rate in Rh B organic pollutants photodegradation with respect to pristine carbon nitride. This study provides an in-depth understanding on the optimization of the O2 activation process and the design of advanced photocatalysts.

Synthesis method of substituted phenol

-

Paragraph 0099; 0105; 0109; 0113, (2020/09/16)

The invention provides a synthesis method of substituted phenol. The target product substituted phenol is prepared by taking substituted benzene as an initial raw material, and the whole synthetic process is high in selectivity, high in yield, convenient to operate and high in atom economy.

Heterogeneous Palladium–Chitosan–CNT Core–Shell Nanohybrid Composite for Ipso-hydroxylation of Arylboronic Acids

Shin, Eun-Jae,Kim, Han-Sem,Joo, Seong-Ryu,Shin, Ueon Sang,Kim, Seung-Hoi

, (2019/03/19)

Abstract: A novel palladium-nanohybrid (Pd–Chitosan–CNT) catalytic composite has been developed using CNT–chitosan nanocomposite and palladium nitrate. The prepared catalytic platform displays excellent catalytic reactivity for the ipso-hydroxylation of various arylboronic acids with a mild oxidant aqueous H2O2 at room temperature, affording the corresponding phenols in excellent yields. Significantly, the easy recovery and reusability by simple manipulation demonstrate the green credentials of this catalytic platform. Graphical Abstract: [Figure not available: see fulltext.]

Method for N-methylation reaction of nitro-compound

-

Paragraph 0050-0054, (2019/01/23)

The invention discloses a method for direct N-methylation reaction by taking a nitro-compound as a raw material. The method adopts a Cu-based catalyst and polyformaldehyde and can realize the direct N-methylation reaction of the nitro-compound under mild conditions.

Synergistic catalysis of Cu+/Cu0 for efficient and selective N-methylation of nitroarenes with para-formaldehyde

Dong, Xiaosu,Wang, Zhaozhan,Yuan, Youzhu,Yang, Yong

, p. 304 - 313 (2019/07/02)

In this paper, an inexpensive heterogeneous copper nanoparticles catalyst derived from CuAl-layered double hydroxide via an in situ topotactic transformation process was developed. Cu nanoparticles with uniform size were homogeneously dispersed on amorphous Al2O3 with strong metal-support interaction. Characterization results reveals that the Cu0 and Cu+ were simultaneously formed with Cu+ species as the dominant sites on the surface during the reduction process. The resultant catalyst Cu/Al2O3 demonstrates high catalytic activity, selectivity and durability for the reductive N-methylation of easily available nitroarenes in a cost-efficient, environmentally friendly and cascade manner. A broad spectrum of nitroarenes could be efficiently N-methylated to their corresponding N,N-dimethyl amines with good compatibility of various functional groups. The protocol is also applicable for the late-stage functionalization of biologically and pharmaceutically active nitro molecules. A structure-function relationship discloses that Cu0 and Cu+ sites on the surface pronouncedly boosts the reaction efficiency in a synergistic manner, in which Cu0 could facilitate H2 production and N-methylation of anilines, while Cu+ is considerably more active and participates in the overall process of the selective N-methylation of nitroarenes. Moreover, the catalyst also showed a strong stability and could be easily separated for successive reuses without an appreciable loss in activity and selectivity.

Recyclable CNT-chitosan nanohybrid film utilized in copper-catalyzed aerobic ipso-hydroxylation of arylboronic acids in aqueous media

Kim, Han-Sem,Joo, Sung-Ryu,Shin, Ueon Sang,Kim, Seung-Hoi

, p. 4597 - 4601 (2018/11/23)

A convenient heterogeneous catalytic system consisting of recyclable and reusable carbon nanotube-chitosan nanohybrid film and copper salt was developed for the aerobic ipso-hydroxylation of arylboronic acids. A variety of arylboronic acids bearing electron-withdrawing or electron-donating groups were smoothly transformed at room temperature in water to afford the corresponding phenols in high yields.

POLYMERIC AMINE SYNERGIST

-

Paragraph 0039; 0081; 0082, (2018/05/03)

A polymeric amine synergist is disclosed herein. An example of the polymeric amine synergist includes an aniline moiety, a polyethylene glycol chain, and an ether linkage attaching one end of the polyethylene glycol chain to the aniline moiety. The polymeric amine synergist may be included in a photo curable ink composition.

Transformation of N, N-Dimethylaniline N-Oxides into Diverse Tetrahydroquinoline Scaffolds via Formal Povarov Reactions

Bush, Timothy S.,Yap, Glenn P. A.,Chain, William J.

supporting information, p. 5406 - 5409 (2018/09/13)

A one-pot protocol for the assembly of diversely functionalized tetrahydro-, hexahydrofuro-, hexahydropyrano-, and tetrahydrobenzofuroquinolines from N,N-dimethylaniline N-oxides and various electron-rich olefins in a tandem Polonovski-Povarov sequence is reported. Following activation of the N-O bond with Boc2O, an exocyclic iminium ion is unveiled upon exposure to tin(IV) chloride. A formal inverse-electron-demand aza-Diels-Alder cyclization generates the tetrahydroquinoline core of 29 examples in up to 92% yield.

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