10504-06-0

Basic information

• Product Name: 2,5-diethylfuran
• Synonyms: 2,5-diethylfuran
• CAS NO: 10504-06-0
• Molecular Formula: C₈H₁₂O
• Molecular Weight: 124.18028
• Mol File: 10504-06-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,5-diethylfuran(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-diethylfuran(10504-06-0)
• EPA Substance Registry System: 2,5-diethylfuran(10504-06-0)

Safety Data

• Hazardous Substances Data: 10504-06-0(Hazardous Substances Data)

Upstream product

• 110-00-9 furan 
• 74-85-1 ethene 
• 24119-98-0 2-acetyl-5-ethylfuran 
• 3208-16-0 2-ethylfuran 
• 74-96-4 ethyl bromide 
• 24434-07-9 oct-4-yne-3,6-diol 
• 75-03-6 ethyl iodide 
• 5426-09-5 7-oxanorborn-5-ene-2,3-dicarboxylic anhydride 
• 1192-62-7 1-(2-furyl)-1-ethanone 

Downstream Products

• 100909-99-7 (Z)-1-(3-phenyl-5-ethyl-1,4,2-dioxazol-5-yl)-1-penten-3-one 
• 125773-94-6 3,6-Diethyl-phthalonitrile 
• 5069-23-8 2,5-diethyl-thiophene 
• 24434-09-1 octane-3,6-diol 
• 2955-65-9 octane-3,6-dione 
• 136705-66-3 (3S,6S)-octane-3,6-diol 
• 129619-37-0 (R,R)-octane-3,6-diol 
• 100910-02-9 3-phenyl-2,5-diethylfuran 
• 100910-01-8 4-phenyl-3,6-octanedione 
• 100910-00-7 1-phenyl-1-(3-phenyl-5-ethyl-1,4,2-dioxazol-5-yl)-3-pentanone 
• 1427026-39-8 1-(2-ethyl-4-phenyl-1-tosyl-1H-pyrrol-3-yl)butan-2-one 
• 105-05-5 1,4-diethylbenzene 

Relevant articles and documents

Production of p-Methylstyrene and p-Divinylbenzene from Furanic Compounds

A four-step catalytic process was developed to produce p-methylstyrene from methylfuran, a biomass-derived species. First, methylfuran was acylated over zeolite H-Beta with acetic anhydride. Second, the acetyl group was reduced to an ethyl group with hydrogen over copper chromite. Third, p-ethyltoluene was formed through Diels–Alder cycloaddition and dehydration of 2-ethyl-5-methyl-furan with ethylene over zeolite H-Beta. Dehydrogenation of p-ethyltoluene to yield p-methylstyrene completes the synthesis but was not investigated because it is a known process. The first two steps were accomplished in high yield (>88 %) and the Diels–Alder step resulted in a 67 % yield of p-ethyltoluene with a 99.5 % selectivity to the para isomer (final yield of 53.5 %). The methodology was also used for the preparation of p-divinylbenzene. It is shown that acylation of furans over H-Beta zeolites is a highly selective and high-yield reaction that could be used to produce other valuable molecules from biomass-derived furans.

Influence of alkyl chain length on the solid-state packing and fluorescence of 1,4,5,8-tetra(alkyl)anthracenes

1,4,5,8-Tetra(alkyl)anthracenes (alkyl=methyl, ethyl, n-propyl, and n-hexyl) were prepared by a sequence of reactions of 1,2,4,5-tetrabromobenzene and 2,5-dialkylfurans in the presence of n-BuLi, hydrogenation, and treatment with acid. The influence of alkyl chain length on the packing patterns in the crystals and the fluorescent properties in the solid state was investigated. X-ray analysis revealed that the molecular structures can be classified into plane, semi-chair, and chair forms and that the packing patterns can be categorized into two-dimensional (herringbone) and one-dimensional (slipped-parallel) arrangements, in both of which there is no - stacking. In the case of the methyl, ethyl, and n-propyl derivatives, the wave shapes of the fluorescence spectra in the solid state resemble each other; on the other hand, the n-hexyl derivative displayed a slightly red-shifted and broader spectrum. The absolute quantum yield depended on the transition dipole moments because of the packing patterns and crystal rigidity. The n-propyl derivative demonstrated the highest quantum yield of f=0.85 among the tetra(alkyl)anthracenes.

Synthesis and crystallochromy of 1, 4, 7, 10-tetraalkyltetracenes: Tuning of solid-state optical properties of tetracenes by alkyl side-chain length

We synthesized a series of 1, 4, 7, 10-tetraalkyltetracenes using a new 2, 6-naphthodiyne precursor and 2, 5-dialkylfurans as starting materials (alkyl = methyl to hexyl). Surprisingly, the solid-state color of the tetracenes ranges through yellow, orange, and red. Both yellow and red solids are obtained for the butyl derivative. Optical properties in solution show no marked differences; however, those in the solid state show characteristics that vary with alkyl side-chain length: methyl, propyl, and pentyl derivatives are orange; ethyl and butyl derivatives are yellow; and another butyl and hexyl derivative are red. X-ray analyses reveal that the molecular structures are planar, semi-chair, or chair forms; the chair form takes a herringbone-like arrangement and the other forms take slipped parallel arrangements. The mechanism of crystallochromy is discussed in terms of molecular structure, crystal packing, and calculations that take account of exciton coupling.

Laccase-catalyzed stereoselective oxidative ring opening of 2,5-dialkylfurans into 2-ene-1,4-diones using air as an oxidant

The laccase-catalyzed ring opening of 2,5-dimethylfuran using air as an oxidant stereoselectively yields (Z)- or (E)-3-hexene-2,5-dione depending on the mediator employed: with TEMPO the (Z)-3-hexene-2,5-dione is formed, while a combination of TEMPO and violuric acid gives (E)-3-hexene-2,5-dione. The (Z)-selective ring cleavage was extended to a variety of symmetrical and unsymmetrical 2,5-dialkylfurans. The Royal Society of Chemistry.

Merging singlet-oxygen induced furan oxidations with organocatalysis: Synthesis of enantiopure cyclopentanones and hydrindanes

A new methodology is described herein which converts simple and readily accesible furan substrates into complex enantio-enriched carbocyclic skeletons through the implementation of a simple one-pot procedure. Singlet oxygen furan photoxygenation affords an enedione which then participates in an organocatalysed double-Michael reaction with an enal to furnish a cyclopentanone structure with up to four new contiguous stereogenic centres. The enantioselectivity and diastereoselectivity of this process are both excellent. If desired, further aldol-annulation steps can be appended to the cascade reaction sequence to afford key enantiopure hydrindane motifs.

Beta-LACTAMASE INHIBITOR

The present invention addresses the problem of providing a compound having a beta-lactamase inhibitory activity. The problem is solved by a compound which is represented by general formula (1) that represents a compound in which a specific location of a 5

One-step synthesis method of 2, 5-dialkyl furan

Belonging to the field of organic synthesis, the invention relates to a one-step synthesis method of 2, 5-dialkyl furan. Specifically, the synthetic route is shown as the specification, wherein R is saturated chain hydrocarbon of 2-6 carbon atoms. The specific steps include: (1) adding furan, N, N'-tetramethylethylenediamine (TMEDA) and a solvent tetrahydrofuran (THF) into a reaction bottle, and performing stirring at a temperature ranging from -5DEG C to 0DEG C for 15-30min; (2) adding a 2-n-butyl lithium (n-BuLi) n-hexane solution dropwise, and then performing stirring at a temperature ranging from -5DEG C to 0DEG C for 15-30min; (3) heating the mixture to reflux; (4) transferring the mixture to room temperature for cooling, then transferring the mixture to ice-water bath (at a temperature ranging from -5DEG C to 0DEG C), and conducting stirring for 15-30min; and (5) adding brominated alkane dropwise, then performing heating to room temperature, and conducting stirring to the end ofreaction, and then performing post-treatment, thus obtaining 2, 5-dialkyl furan.

METHOD FOR PREPARING 2,5-DISUBSTITUTED FURAN COMPOUND

Disclosed is a method for preparing a 2,5-disubstituted furan compound. The 2,5-disubstituted furan compound is prepared in a simple, convenient and highly efficient way by reacting 2,3-dicarboxylic anhydride-7-oxabicyclo[2.2.1]hept-5-ene and/or furan with an acylating reagent and/or an alkylating reagent. The preparation method is simple and efficient, has a short process and less by-products, and the 2,5-disubstituted furan compound prepared by using the method has a high purity, and can satisfy the requirements for being used as a raw material for engineering plastics, such as high-performance polyesters, epoxy resins, polyamides, polyurethanes and the like, and as a chemical raw material and a pharmaceutical intermediate raw material.

ARGININE METHYLTRANSFERASE INHIBITORS AND USES THEREOF

Described herein are compounds of Formula (S-I), pharmaceutically acceptable salts thereof, and pharmaceutical compositions thereof. Compounds described herein are useful for inhibiting arginine methyltransferase activity. Methods of using the compounds for treating arginine methyltransferase-mediated disorders are also described.

A new gold-catalyzed C-C bond formation

With a d8 configuration equivalent to palladium(II), gold(III) also catalyzes a number of interesting and effective reactions. The cycloisomerization of allenyl ketones with 1 mol% of catalyst requires about one hour with [PdCl2(MeCN)2] but only a minute with AuCl3; a selective cross coupling of these substrates with Michael acceptors (see scheme) is possible only with the gold catalyst.