5145-01-7

Basic information

• Product Name: 3,5-Dimethyltetrahydrofuran-2-one
• Synonyms: 2-Methyl-4-hydroxypentanoic acid lactone;3,5-Dimethyltetrahydrofuran-2-one;4,5-Dihydro-3,5-dimethyl-2(3H)-furanone;Tetrahydro-3,5-dimethylfuran-2-one
• CAS NO: 5145-01-7
• Molecular Formula: C₆H₁₀O₂
• Molecular Weight: 114.1424
• Mol File: 5145-01-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 206.3°Cat760mmHg
• Flash Point: 74.8°C
• Appearance: /
• Density: 0.981g/cm³
• Vapor Pressure: 0.239mmHg at 25°C
• Refractive Index: 1.422
• CAS DataBase Reference: 3,5-Dimethyltetrahydrofuran-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-Dimethyltetrahydrofuran-2-one(5145-01-7)
• EPA Substance Registry System: 3,5-Dimethyltetrahydrofuran-2-one(5145-01-7)

Safety Data

• Hazardous Substances Data: 5145-01-7(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 52, p. 4601, 1987 DOI: 10.1021/jo00229a030Synthetic Communications, 18, p. 125, 1988 DOI: 10.1080/00397918808077335Tetrahedron Letters, 26, p. 5639, 1985 DOI: 10.1016/S0040-4039(01)80907-2

InChI:InChI=1/C6H10O2/c1-4-3-5(2)8-6(4)7/h4-5H,3H2,1-2H3

Upstream product

• 74002-75-8 Sodium; 3,5-dimethyl-2-oxo-tetrahydro-furan-3-carboxylate 
• 111957-98-3 Pent-4-en-2-ol 
• 201230-82-2 carbon monoxide 
• 28892-73-1 3-hydroxy-2-methylpentanoic acid 
• 123-76-2 levulinic acid 
• 97-61-0 2-Methylpentanoic acid 

Downstream Products

• 74011-19-1 α-methyl-α-phenylseleno-γ-valerolactone 
• 343791-29-7 1-(3-Hydroxy-1-methylbutyl)cyclohexanol 
• 105-43-1 3-methylvaleric acid 
• 5584-69-0 3,5-dimethylfuran-2(5H)-one 
• 62873-16-9 5-methyl-3-(methylidene)dihydrofuran-2(5H)-one 
• 108675-64-5 (+)-geodiamolide B 
• 108675-63-4 geodiamolide A 
• 119706-76-2 (S)-2-((R)-3-[3-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-{[(S)-2-((E)-(2S,6R,8S)-8-hydroxy-2,4,6-trimethyl-non-4-enoylamino)-propionyl]-methyl-amino}-propionylamino)-propionic acid 
• 127462-54-8 (S)-2-((R)-3-[4-(tert-Butyl-dimethyl-silanyloxy)-3-iodo-phenyl]-2-{[(S)-2-((E)-(2S,6R,8S)-8-hydroxy-2,4,6-trimethyl-non-4-enoylamino)-propionyl]-methyl-amino}-propionylamino)-propionic acid 
• 119724-74-2 (E)-(3S,6R,9S,12S,16R,18S)-6-[3-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-benzyl]-3,7,9,12,14,16,18-heptamethyl-1-oxa-4,7,10-triaza-cyclooctadec-14-ene-2,5,8,11-tetraone 
• 127462-55-9 (E)-(3S,6R,9S,12S,16R,18S)-6-[4-(tert-Butyl-dimethyl-silanyloxy)-3-iodo-benzyl]-3,7,9,12,14,16,18-heptamethyl-1-oxa-4,7,10-triaza-cyclooctadec-14-ene-2,5,8,11-tetraone 
• 127462-53-7 (S)-2-[(R)-3-[4-(tert-Butyl-dimethyl-silanyloxy)-3-iodo-phenyl]-2-({(S)-2-[(E)-(2S,6R,8S)-8-(tert-butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-non-4-enoylamino]-propionyl}-methyl-amino)-propionylamino]-propionic acid tert-butyl ester 
• 129439-65-2 (S)-2-[(R)-3-[3-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-({(S)-2-[(E)-(2S,6R,8S)-8-(tert-butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-non-4-enoylamino]-propionyl}-methyl-amino)-propionylamino]-propionic acid tert-butyl ester 
• 68724-22-1 5-Dimethylamino-4-methyl-pentan-2-one 

Relevant articles and documents

One-pot direct conversion of levulinic acid into high-yield valeric acid over a highly stable bimetallic Nb-Cu/Zr-doped porous silica catalyst

The direct conversion of levulinic acid (LA) to valeric biofuel is highly promising for the development of biorefineries. Herein, LA is converted into valeric acid (VA) via one-pot direct cascade conversion over non-noble metal-based Nb-doped Cu on Zr-doped porous silica (Nb-Cu/ZPS). Under mild reaction conditions (150 °C and 3.0 MPa H2 for 4 h), LA was completely converted into VA in high yield (99.8%) in aqueous medium with a high turnover frequency of 0.038 h-1. The Lewis acid sites of ZPS enhanced the adsorption of LA on the catalyst surface, and both the Lewis and Br?nsted acidity associated with Nb2O5 and the metallic Cu0 sites promoted catalysis of the cascade hydrogenation, ring cyclization, ring-opening, and hydrogenation reactions to produce VA from LA. The bimetallic Nb-Cu/ZPS catalyst was also effective for the conversion of VA into various valeric esters in C1-C5 alcohol media. The presence of Nb2O5 effectively suppressed metal leaching and coke formation, which are serious issues in the liquid-phase conversion of highly acidic LA during the reaction. The catalyst could be used for up to five consecutive cycles with marginal loss of activity, even without catalyst re-activation.

A VERSATILE SYNTHESIS OF 3-SUBSTITUTED 5-ALKYL BUTYROLACTONES VIA DYOTROPIC REARRANGEMENT

Substituted acetic acid dianions are convertable to 3,5-disubstituted butyrolactones, employing a dyotropic rearrangement as the key step.

Studies on New Synthetic Pathways to Δα,β-Butenolides from α-Methylbutanolides. II. Electrolytic Oxidation of Simple α-Carboxy-α-methylbutanolides

A new approach to the synthesis of Δα,β-butenolides from γ-butanolides by means of the electrolytic oxidation of α-carboxy-α,γ-dimethyl-γ-butyrolactone (3b) and its α-carboxy-α-methyl analog (3d) resulted in predominant formation of the endocyc