2313-01-1

Basic information

• Product Name: ethylfuranone,5-ethyl-(3H)-furan-2-one
• Synonyms: ethylfuranone,5-ethyl-(3H)-furan-2-one
• CAS NO: 2313-01-1
• Molecular Formula: C₆H₈O₂
• Molecular Weight: 112.12652
• Mol File: 2313-01-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 254.9°Cat760mmHg
• Flash Point: 99.9°C
• Appearance: /
• Density: 1.066g/cm³
• Vapor Pressure: 0.0168mmHg at 25°C
• Refractive Index: 1.465
• CAS DataBase Reference: ethylfuranone,5-ethyl-(3H)-furan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: ethylfuranone,5-ethyl-(3H)-furan-2-one(2313-01-1)
• EPA Substance Registry System: ethylfuranone,5-ethyl-(3H)-furan-2-one(2313-01-1)

Safety Data

• Hazardous Substances Data: 2313-01-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C6H8O2/c1-2-5-3-4-6(7)8-5/h3H,2,4H2,1H3

Upstream product

• 408511-32-0 5-acetoxy-5-ethyl-dihydro-furan-2-one 
• 108-28-1 protoanemonin 
• 15681-48-8 lithium dimethylcuprate 
• 1117-74-4 4-oxohexanoic acid 
• 83469-97-0 trans-2-hexen-1-d-1-al-4-one 
• 3208-16-0 2-ethylfuran 
• 83469-96-9 2-ethyl-5-d-furan 
• 17814-72-1 pent-2-ynecarboxylic acid 
• 81981-05-7 methyl 3,4-hexadienoate 

Downstream Products

• 2407-43-4 5-ethyl-5H-furan-2-one 
• 6368-04-3 4-(2-Amino-2-carboxy-ethylmercapto)-4-hydroxy-hex-3-ensaeure-lactam 
• 26977-27-5 γ-Propionylpropionsaeure-p-methoxyanilid 
• 26977-26-4 γ-Propionylpropionsaeurebenzylamid 
• 1117-74-4 4-oxohexanoic acid 
• 1375355-38-6 C₁₅H₁₇NO₄ 
• 1375355-26-2 C₁₄H₁₅NO₄ 
• 1375355-32-0 C₁₄H₁₄FNO₄ 
• 1375355-36-4 C₁₅H₁₇NO₅ 
• 1375355-30-8 C₁₄H₁₄ClNO₄ 
• 1375355-34-2 C₁₄H₁₄BrNO₄ 
• 1375355-48-8 C₁₄H₁₃Cl₂NO₄ 
• 1375355-28-4 C₁₄H₁₄ClNO₄ 
• 1638616-65-5 (R)-3-((S)-2-ethyl-5-oxo-2,5-dihydrofuran-2-yl)-N,N-dimethyl-3-phenylpropanethioamide 

Relevant articles and documents

STUDIES ON STRUCTURALLY SIMPLE BUTENOLIDES. V. REACTIONS OF PROTOANEMONIN WITH PIPERIDINE AND C-NUCLEOPHILES. A GENERAL APPROACH TO ITS BEHAVIOUR AS ELECTROPHILIC ACCEPTOR

Reaction of protoanemonin, 1, with piperidine, dimethyl malonate anion, and lithium dimethyl- and dibutylcuprates are reported.Thus, while in the first case almost no regioselectivity is observed, in the other cases the obtained products are the result of nucleophilic attack to the exocyclic C-C double bond of 1 excusively, giving the 1,6-adduct in the first step of the reaction.These adducts can evolve, with participation of unreacted protoanemonin in the reaction conditions, to polycyclic compounds, through 1,6-addition, alkylation and intramolecular Michael addition processes.Constitution of the compounds obtained have been assigned on the basis of spectral characteristics and mechanistic approaches.The behaviour of 1 in front of nucleophiles has been rationalized and generalized by means of experimental results and theoretical calculations.

HYDROBORATION OF 1-(5-HEXENYL)PIPERIDINE AND trans-1-(3-HEXENYL)PIPERIDINE

1-(5-Hexenyl)piperidine (Ia) and trans-1-(3-hexenyl)piperidine (Ib) were hydroborated with tetrahydrofuran-borane, diborane in situ, 9-borabicyclononane and triethylamine-borane.The hydroboration products were converted to 1-piperidinylhexanols IIa-IIe by hydrolysis with hydrochloric acid and subsequent oxidation with hydrogen peroxide in an alkaline medium.In addition to the alcohols IIa-IIe, the reaction also gave 1-hexylpiperidine (Ic).In the reactions with diborane in situ and triethylamine-borane, thermal isomerisation of the hydroboration products was also studied.Hydroboration of Ia with triethylamine-borane afforded a mixture of spirocyclic amine-boranes IIIa-IIIc from which 6-(1-piperidinyl)-3-hexylboronic acid hydrochloride (IV) was obtained by hydrolysis with hydrochloric acid.Compounds IIIa-IIIc were slowly decomposed with ethanol to give esters of boronic acids Id-If.The synthesis of compounds Ia and Ib is described.