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Furil, also known as 2,5-dihydrofuran, is an organic compound with the chemical formula C4H4O2. It is a yellow-brown crystalline powder that undergoes catalytic asymmetric transfer hydrogenation to yield hydrofuroin. Furil is a versatile compound with various applications across different industries.

492-94-4

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492-94-4 Usage

Uses

Used in Chemical Synthesis:
Furil is used as a key intermediate in the synthesis of various organic compounds, particularly in the preparation of dioxomolybdenum(VI) complexes in situ. This application is crucial for the development of new materials and chemicals with specific properties and functions.
Used in Pharmaceutical Industry:
Furil serves as a building block for the synthesis of pharmaceutical compounds. Its unique structure allows for the creation of new drugs with potential therapeutic applications, contributing to the advancement of medical treatments.
Used in Material Science:
In the field of material science, Furil can be utilized in the development of novel materials with specific properties, such as improved strength, flexibility, or chemical resistance. Its versatility in chemical reactions enables the creation of new polymers and composites with tailored characteristics for various applications.
Used in Research and Development:
Furil is also used as a research compound in academic and industrial laboratories. Its unique chemical properties make it an interesting subject for studying reaction mechanisms, exploring new synthetic routes, and understanding the fundamental principles of organic chemistry.

Purification Methods

Furil crystallises from MeOH or *benzene (charcoal). [Beilstein 19 III/IV 2008.]

Check Digit Verification of cas no

The CAS Registry Mumber 492-94-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,9 and 2 respectively; the second part has 2 digits, 9 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 492-94:
(5*4)+(4*9)+(3*2)+(2*9)+(1*4)=84
84 % 10 = 4
So 492-94-4 is a valid CAS Registry Number.
InChI:InChI=1/C10H6O4/c11-9(7-3-1-5-13-7)10(12)8-4-2-6-14-8/h1-6H

492-94-4 Well-known Company Product Price

  • Brand
  • (Code)Product description
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  • Alfa Aesar

  • (A15386)  2,2'-Furil, 98%   

  • 492-94-4

  • 5g

  • 1009.0CNY

  • Detail
  • Alfa Aesar

  • (A15386)  2,2'-Furil, 98%   

  • 492-94-4

  • 25g

  • 1897.0CNY

  • Detail
  • Alfa Aesar

  • (A15386)  2,2'-Furil, 98%   

  • 492-94-4

  • 100g

  • 6432.0CNY

  • Detail
  • Aldrich

  • (138029)  Furil  98%

  • 492-94-4

  • 138029-1G

  • 460.98CNY

  • Detail

492-94-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,2-bis(furan-2-yl)ethane-1,2-dione

1.2 Other means of identification

Product number -
Other names Ethanedione,di-2-furanyl

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:492-94-4 SDS

492-94-4Relevant academic research and scientific papers

Paramagnetic mononuclear oxovanadium(IV) complex as oxidation catalyst

Vijayan, Jyothy G.

, p. 972 - 974 (2018)

2-Thiophenecarbanicotinic hydrazone is added with equimolar mixture of vanadyl acetyl acetonate in methanol to obtain oxovanadium(IV) complex of 2-thiophenecarbanicotinic hydrazone. Oxovanadium(IV) complex of 2-thiophenecarbanicotinic hydrazone is acted as an effective catalyst in the process. The catalytic reactions were carried under room temperature. The products generated were benzil and furil. The influence of solvent, oxidant and quantity of catalyst has been investigated. Oxovanadium(IV) complex of 2-thiophenecarba-nicotinic hydrazone proves significantly higher catalytic activity towards oxidation of secondary alcohols to ketones. The catalyst was proved to be very effective due to its recovery by simple filteration after completion of the reaction. It was reused several times which suggests that there is no change in the catalytic efficiency. Oxovanadium(IV) complex of 2-thiophenecarbanicotinic hydrazone did not show any leaching during the reaction, confirmed the heterogeneous nature.

The synthesis of new donor-acceptor polymers containing the 2,3-di(2-furyl) quinoxaline moiety: Fast-switching, low-band-gap, p- and n-dopable, neutral green-colored materials

Xu, Zhen,Wang, Min,Fan, Weiyu,Zhao, Jinsheng,Wang, Huaisheng

, p. 271 - 280 (2015)

Three donor-acceptor type π-conjugated polymers were synthesized electrochemically:poly[2,3-di(2-furyl)-5,8-bis(2-(3,4-ethylenedioxythiophene)) quinoxaline] (PFETQ), poly[2,3-di(2-furyl)-5,8-bis(2-thienyl) quinoxaline] (PFTQ) and poly[2,3-di(2-furyl)-5,8-bis(2-(3-methoxythiophene)) quinoxaline] (PFMTQ). All of the synthesized polymers, contained the 2,3-di(2-furyl) quinoxaline moiety in the backbone as the acceptor unit and different thiophene derivatives as the donor units. The electroactivity of the monomers and the electrochemical properties of their polymers were investigated by cyclic voltammetry. The presence of the strong electron-donating ethylenedioxy and methoxy groups on the aromatic structure increased the electron density. Thus, the oxidation potential of FETQ and FMTQ shifted to a lower value than that of FTQ. The optical properties of the polymers were investigated by UV-vis-NIR spectroscopy. Both PFETQ and PFMTQ reveal two distinct absorption bands in the red and blue regions of the visible spectrum, while PFTQ has only one dominant wavelength at 596 nm in the visible region. The colorimetry analysis revealed that while PFTQ has a light blue color, PFETQ and PFMTQ are green in the neutral state. The optical band gaps, defined as the onset of the π-π? transition, were found to be 1.15 eV for PFETQ, 1.2 eV for PFMTQ and 1.34 eV for PFTQ. Moreover, all three polymers showed both n-doping and fast switching times.

Upgrading biogenic furans: Blended C10-C12 platform chemicals via lyase-catalyzed carboligations and formation of novel C12 - Choline chloride-based deep-eutectic-solvents

Donnelly, Joseph,Müller, Christoph R.,Wiermans, Lotte,Chuck, Christopher J.,Domínguez De María, Pablo

, p. 2714 - 2718 (2015)

Benzaldehyde lyase (BAL) results in an efficient biocatalyst for the umpolung carboligation of furfural, HMF, and mixtures of them, leading to blended C10-C12 platform chemicals. Subsequently, the mixing and gentle heating (100°C) of the formed hydroxy-ketone with choline chloride leads to the formation of a novel biomass-derived deep-eutectic-solvent.

Oxidation of: O -dioxime by (diacetoxyiodo)benzene: Green and mild access to furoxans

He, Chunlin,Pang, Siping,Zhang, Qi,Zhang, Xun,Zhao, Cheng

supporting information, p. 1489 - 1493 (2022/01/31)

Furoxan has been widely used in the field of high energy density materials because of its excellent properties such as high density, high standard enthalpy of formation and high nitrogen content. However, its existing synthesis methods are still restricted by the problems of difficult substrate preparation and manual handling of hazardous reagents. Herein, we disclosed a mild oxidation strategy to efficiently obtain furoxan derivatives starting from readily available o-dioxime substrates. This reaction features high functional group tolerance and easy scale-up, and has excellent regioselectivity for specific nonsymmetric o-dioximes. This method greatly reduces the safety risk and simplifies the operation process, and means that diversified furoxan derivatives can be easily accessed, thus paving the way for the wide application of furoxan derivatives. This journal is

Sol-gel synthesis of ceria-zirconia-based high-entropy oxides as high-promotion catalysts for the synthesis of 1,2-diketones from aldehyde

Dinjar, Kristijan,Djerdj, Igor,Koj?inovi?, Jelena,Kukovecz, ákos,Markovi?, Berislav,Mileti?, Aleksandar,Nagy, Sándor Balázs,Sapi, Andras,Stenzel, David,Széchenyi, Aleksandar,Szenti, Imre,Tang, Yushu,Tatar, Dalibor,Varga, Gábor,Ziegenheim, Szilveszter

, (2021/10/20)

Efficient Lewis-acid-catalyzed direct conversion of aldehydes to 1,2-diketones in the liquid phase was enabled by using newly designed and developed ceria–zirconia-based high-entropy oxides (HEOs) as the actual catalysts. The synergistic effect of various cations incorporated in the same oxide structure (framework) was partially responsible for the efficiency of multicationic materials compared to the corresponding single-cation oxide forms. Furthermore, a clear, linear relationship between the Lewis acidity and the catalytic activity of the HEOs was observed. Due to the developed strategy, exclusively diketone-selective, recyclable, versatile heterogeneous catalytic transformation of aldehydes can be realized under mild reaction conditions.

One-pot synthesis, structural analysis, and oxidation applications of a series of diaryltellurium dicarboxylates

Higashikawa, Go,Koguchi, Shinichi,Ohmura, Shiori,Shibuya, Yuga,Toyoda, Anna

, p. 32837 - 32840 (2021/12/07)

This paper presents a concise and efficient one-pot synthesis of a variety of functionalized diaryltellurium dicarboxylates. The method is based on a mild photosensitized oxygenation of cheap and readily available carboxylic acids. The molecular structures of the diaryltellurium dicarboxylates were determined unambiguously using single-crystal X-ray diffraction analysis. The thus obtained diaryltellurium dicarboxylates were used to study the oxidation of benzoin derivatives.

Synthetic method for 1,2-diketone

-

Paragraph 0016, (2018/04/01)

The invention relates to the field of novel materials of fine chemicals, and especially relates to a novel technology for preparing 1,2-diketone compounds by using acyl halides which are simple and easy to obtain and by performing direct condensation coupling under promotion of a metal. Corresponding chemical reaction equations are shown in the description.

Method for preparing alpha-furandione from C10 and C12 furoin under catalysis of tungstic acid and molybdic acid quaternary ammonium salt

-

Paragraph 0017-0029, (2018/07/30)

As two important alpha-furandione compounds, furil and BHMF (5,5'-bihydroxymethyl furil) can be used as two novel C10 and C12 structural unit biopolymers and fuel intermediates and also can be widelyapplied in solid electrochromic display materials, photo-imaging compound for recording electromagnetic radiation, powder resin and the like. Polyoxometallate is used as a catalyst to efficiently catalyze and selectively oxidize C10 and C12 furoin for preparation of furil and BHMF, and the method has the advantages of being short in reaction time, high in yield, easy to operate, small in pollutionand simple in posttreatment and capable of recycling the catalyst and conforms to the development requirement of green chemistry.

CO2-assisted synthesis of non-symmetric α-diketones directly from aldehydes: Via C-C bond formation

Hirapara, Pradipbhai,Riemer, Daniel,Hazra, Nabanita,Gajera, Jignesh,Finger, Markus,Das, Shoubhik

supporting information, p. 5356 - 5360 (2017/11/22)

CO2-assisted various symmetric and non-symmetric α-diketones have been synthesized directly from the corresponding aldehydes using transition metal-free catalysts. This method can even be applied to synthesize pharmaceuticals directly from aldehydes. The crucial role of CO2 has been investigated in detail and the mechanism is proposed on the basis of experiments and DFT calculations.

Microwave-assisted solvent-free catalyzed synthesis and luminescence properties of 1,2,4,5-tetrasubstituted imidazoles bearing a 4-aminophenyl substituent

Yan, Liu-Qing,Chen, Yao,Sun, Xiao-Fu,You, Mao-Jun,Chen, Xiao-Dong,Gu, Qiang,Zhang, Yu-Min

, p. 627 - 637 (2017/02/26)

A solvent-free microwave-assisted four-component synthesis of 1,2,4,5-tetrasubstituted imidazoles bearing a 4-aminophenyl substituent was studied by condensation of p-phenylenediamine, aryl diketone, benzaldehyde derivatives and ammonium acetate in the presence of solid support silica gel and catalyst Keggin-H3[PW12O40]. The effects of four components molar ratio along with catalyst loading, irradiation time on the yields were investigated. Also, the structures of synthesized compounds were characterized by FT-IR, HRMS, 1H NMR and 13C NMR spectroscopy. Furthermore, their ultraviolet-visible maximum absorption, liquid fluorescence emission maximum and quantum yields were, respectively, measured in 0.05 M H2SO4 aqueous solution and in dichloromethane. Simultaneously, solid fluorescence spectra were determined in the powder state. The relationships between the optical behavior and the polarity of the solvents for some compounds were assessed. The results showed that the fluorescence quantum efficiency was increased by introducing amino phenyl in comparison with benzyl on 1-position of trisubstitued imidazoles. The compounds synthesized were sensitive to the polarity of the solvents.

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