68188-98-7

Basic information

• Product Name: 5-butyl-5-ethyldihydrofuran-2(3H)-one
• Synonyms: 5-butyl-5-ethyldihydrofuran-2(3H)-one;5-butyl-5-ethyldihydro-2(3h)-furanon;5-butyl-5-ethyldihydro-2(3H)-Furanone;5-Butyl-5-ethyl-4,5-dihydro-2(3H)-furanone;2(3H)-Furanone, 5-butyl-5-ethyldihydro-;Einecs 269-171-9
• CAS NO: 68188-98-7
• Molecular Formula: C₁₀H₁₈O₂
• Molecular Weight: 170.24872
• EINECS: 269-171-9
• Mol File: 68188-98-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 251°C at 760 mmHg
• Flash Point: 97.9°C
• Appearance: /
• Density: 0.931g/cm³
• Vapor Pressure: 0.021mmHg at 25°C
• Refractive Index: 1.438
• CAS DataBase Reference: 5-butyl-5-ethyldihydrofuran-2(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-butyl-5-ethyldihydrofuran-2(3H)-one(68188-98-7)
• EPA Substance Registry System: 5-butyl-5-ethyldihydrofuran-2(3H)-one(68188-98-7)

Safety Data

• Hazardous Substances Data: 68188-98-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H18O2/c1-3-5-7-10(4-2)8-6-9(11)12-10/h3-8H2,1-2H3

Upstream product

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Relevant articles and documents

O-H hydrogen bonding promotes H-atom transfer from α C-H bonds for C-alkylation of alcohols

The efficiency and selectivity of hydrogen atom transfer from organic molecules are often difficult to control in the presence of multiple potential hydrogen atom donors and acceptors. Here, we describe the mechanistic evaluation of a mode of catalytic activation that accomplishes the highly selective photoredox a-alkylation/lactonization of alcohols with methyl acrylate via a hydrogen atom transfer mechanism. Our studies indicate a particular role of tetra-n-butylammonium phosphate in enhancing the selectivity for α C-H bonds in alcohols in the presence of allylic, benzylic, α-C=O, and α-ether C-H bonds.

Efficient synthesis of γ-lactones via gold-catalyzed tandem cycloisomerization/oxidation

A novel Au-catalyzed tandem cycloisomerization/oxidation of homopropargyl alcohols was developed. Various γ-lactones can be accessed readily by utilizing this strategy. Notably, the mechanism of this reaction is distinctively different from the related Ru-catalyzed reactions where the ruthenium vinylidene intermediate was proposed.

Direct Oxidation of Alkanoic Acids and their Amides to γ-Lactones by Peroxydisulphate-containing Systems

The reaction of one-electron oxidation of alkanoic acids (I) and their amides (VI) on treatment with Na2S2O8-containing systems has been studied.As a result of the direct one-pot reaction acids (I) and amides (VI) are converted into γ and δ-lactones, the reaction being regioselective and leading mainly to γ-lactones in up to 35percent yield.The regioselectivity of the oxidative lactonisation depends greatly on the nature of alkyl substituents.The results obtained are presented in terms of a mechanism suggesting the generation of acyloxyl and amidyl radicals from (I) and (VI), respectively, followed by a rearrangement via a 1,5- or 1,6-H shift into the corresponding 3- and 4-carboxy- or -carboxamido-alkyl ra The latter undergo oxidative cyclisation to produce γ and δ lactones.The system Na2S2O8-NaCl-NaOH converts carboxamides (VI) into amines with loss of one carbon atom as a result of a Hoffmann type rearrangement.