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(E)-2-diazonio-1-(4-nitrophenyl)ethenolate, a diazonium salt derivative of 4-nitrostilbene, is a yellow to orange solid chemical compound synthesized through the diazotization of 4-nitroaniline, followed by the addition of sodium acetate and ethyl acetoacetate. It is known for its potential applications in various fields due to its unique chemical properties.

4203-31-0

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4203-31-0 Usage

Uses

Used in Organic Synthesis:
(E)-2-diazonio-1-(4-nitrophenyl)ethenolate is used as a synthetic building block for the creation of various organic compounds. Its unique structure allows for versatile reactions and the formation of a wide range of products.
Used in Organic Photovoltaic Devices:
In the field of renewable energy, (E)-2-diazonio-1-(4-nitrophenyl)ethenolate is used as a precursor material for the development of organic photovoltaic devices. Its光电特性 (photoelectric properties) make it a promising candidate for improving the efficiency and performance of these devices.
Used in Functional Material Preparation:
(E)-2-diazonio-1-(4-nitrophenyl)ethenolate is also utilized as a starting material for the preparation of various functional materials. Its chemical reactivity and stability contribute to the development of materials with specific properties and applications.
Used in Pharmaceutical Industry:
(E)-2-diazonio-1-(4-nitrophenyl)ethenolate is investigated for its potential antifungal and antibacterial properties, making it a candidate for use in the pharmaceutical industry. Its ability to inhibit the growth of certain microorganisms could lead to the development of new drugs and treatments.
Used in Chemical Research:
In the field of chemical research, (E)-2-diazonio-1-(4-nitrophenyl)ethenolate serves as a subject of study for understanding its properties, reactivity, and potential applications. This research can lead to the discovery of new reactions, products, and applications for (E)-2-diazonio-1-(4-nitrophenyl)ethenolate.

Check Digit Verification of cas no

The CAS Registry Mumber 4203-31-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,2,0 and 3 respectively; the second part has 2 digits, 3 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 4203-31:
(6*4)+(5*2)+(4*0)+(3*3)+(2*3)+(1*1)=50
50 % 10 = 0
So 4203-31-0 is a valid CAS Registry Number.

4203-31-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Diazo-1-[4-nitrophenyl]-ethanone

1.2 Other means of identification

Product number -
Other names 4-nitrodiazoacetophenone

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:4203-31-0 SDS

4203-31-0Relevant academic research and scientific papers

NovelN-transfer reagent for converting α-amino acid derivatives to α-diazo compounds

Lu, Guan-Han,Huang, Tzu-Chia,Hsueh, Hsiao-Chin,Yang, Shin-Cherng,Cho, Ting-Wei,Chou, Ho-Hsuan

supporting information, p. 4839 - 4842 (2021/05/25)

A novel universalN-transfer reagent for direct and effective transformation of α-amino ketones, acetamides, and esters to the corresponding α-diazo products under mild basic conditions has been developed. This one-step synthetic approach not only allows for generation of α-substituted-α-diazo carbonyl compounds from α-amino acid derivatives but also permits preparation of α-diazo dipeptides fromN-terminal dipeptides (32 examples, up to 91%).

Metal-Free Insertion Reactions of Diazo Carbonyls to Azlactones

De Mello, Amanda C.,Momo, Patrícia B.,Burtoloso, Antonio C. B.,Amarante, Giovanni W.

, p. 11399 - 11406 (2018/09/12)

Insertion reactions of diazo carbonyls to azlactones in basic conditions have been performed. The developed method allows the preparation of a wide range of oxazole derivatives in yields ranging from 74 to 98%. Different substituents on both azlactone rings and diazo carbonyls do not compromise the methodology, even those containing stereogenic centers. Isotopic labeling experiments revealed the mechanism may proceed through a rare diazo carbonyl activation by an ammonium salt derivative.

One-pot synthesis of trans-β-lactams from ferrocenylketene generated by thermal Wolff rearrangement

Liu, Mingshun,Wang, Jian’an,Yuan, Xiaoxi,Jiang, Rong,Fu, Nanyan

supporting information, p. 2369 - 2377 (2017/12/12)

A series of β-lactams containing the ferrocene moiety were synthesized through the Staudinger reaction between ferrocenylketene generated by the thermal Wolff rearrangement of the corresponding diazo ketone and various imines. The stereochemical outcome h

Facile access to 2,2-disubstituted indolin-3-ones: Via a cascade Fischer indolization/Claisen rearrangement reaction

Xia, Zilei,Hu, Jiadong,Gao, Yu-Qi,Yao, Qizheng,Xie, Weiqing

supporting information, p. 7485 - 7488 (2017/07/12)

An efficient approach for the synthesis of 2,2-disubstituted indolin-3-ones is described. From readily accessible aryl hydrazines and allyloxyketones, 2,2-disubstituted indolin-3-ones could be obtained in good to excellent yields under mild reaction condi

An efficient PEG-400 mediated catalyst free green synthesis of 2-amino-thiazoles from α-diazoketones and thiourea

Babu, B Hari,Vijay,Murali Krishna, K Bala,Sharmila,Ramana, M Baby

, p. 1475 - 1478 (2016/09/19)

A simple and efficient method has been developed for the synthesis of 2-aminothiazoles from α-diazoketones using PEG-400 solvent system. This novel synthetic approach involves the reaction between thiourea and α-diazoketones in PEG-400 at 100 °C to yield the corresponding 2-aminothiazoles in good yields. The method is simple, rapid and generates thiazole derivatives in excellent yields without the use of any catalysts. This green protocol can be utilized for fast synthesis of various 2-aminothiazoles in good yields. [Figure not available: see fulltext.]

One-pot synthesis of polyfunctional pyrazoles: An easy access to α-diazoketones from arylglyoxal monohydrates and tosylhydrazine

Shu, Wen-Ming,Ma, Jun-Rui,Zheng, Kai-Lu,Sun, Hui-Ying,Wang, Mei,Yang, Yan,Wu, An-Xin

, p. 9321 - 9329 (2015/03/05)

A new and efficient method for the generation of α-diazoketones has been developed from arylglyoxal monohydrates and tosylhydrazine at room temperature. 1,3-Dipolar cycloaddition reactions were used to constructing polyfunctional pyrazole derivatives by the reaction of generated α-diazoketones in situ with electron-deficient alkenes, quinones and coumarins in one pot. The one-dimensional molecular packing of 1H-benzo[f]indazole-4,9-dione derivatives along the c direction demonstrated a helical chain formation via N-H?O hydrogen-bonding.

Amination of phenylketene revisit. Substituent effect on reactivity

Badal, Md. Mizanur Rahman,Zhang, Min,Kobayashi, Shinjiro,Mishima, Masaaki

, p. 856 - 863 (2013/08/15)

The asymmetric stretching frequencies of the ketene group of the m,p-substituted phenylketenes were found to be correlated with σ The substituent effects for the second-order rate constants of phenylketenes with various amines were not correlated linearly

A cascade approach to pyridines from 2-Azido-2,4-dienoates and α-diazocarbonyl compounds

Chen, Zheng-Bo,Hong, Deng,Wang, Yan-Guang

supporting information; experimental part, p. 903 - 905 (2009/06/20)

A one-pot synthesis of substituted pyridines via a cascade reaction of 2-azido-2,4-dienoates with α-diazocarbonyl compounds and triphenylphosphine is reported. The process involves a Staudinger-Meyer reaction, a Wolff rearrangement, an aza-Wittig reaction, and an electrocyclic ring- closure. The procedure is general and efficient. The substrates are readily available.

First example of the coupling of α-diazoketones with thiourea: a novel route for the synthesis of 2-aminothiazoles

Yadav,Reddy, B.V. Subba,Rao, Y. Gopala,Narsaiah

, p. 2381 - 2383 (2008/09/18)

α-Diazoketones undergo smooth coupling with thiourea in the presence of 10 mol % of copper(II) triflate to produce the corresponding 2-aminothiazoles in excellent yields with high selectivity. The use of copper(II) triflate makes this method simple, convenient and practical. This method works well with both aryl and alkyl diazoketones to furnish a wide range of 2-aminothiazoles.

A new and efficient route toward the preparation of diazo ketones using cyanuric chloride and diazomethane

Forbes,Barrett,Lewis,Smith

, p. 9943 - 9947 (2007/10/03)

A new method for the preparation of diazo ketones has been developed. 2,4,6-Trichloro-1,3,5-triazine (cyanuric chloride) has been found to be an excellent coupling reagent allowing for the efficient transfer of diazomethane to a carboxylic acid. Preparation of diazo ketones using carboxylic acids and triazine reagents is considerably more convenient than classical diazo transfer protocols because water does not have to be stringently removed and the entire procedure can be carried out in one-pot. Electron deficient and neutral aryl carboxylic acids were found to give better results than electron rich or aliphatic carboxylic acids. (C) 2000 Elsevier Science Ltd.

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