1679-49-8

Usage

Uses

Used in Flavor and Fragrance Industry:
Dihydro-4-methyl 2(3H)-furanone is used as a flavoring agent for its characteristic aroma. It is particularly employed in the flavor profiling of Wild Harenna coffee beans, where it contributes to the unique and appealing scent and taste of the coffee. dihydro-4-methyl 2(3H)-furanone's ability to impart a pleasant aroma makes it a valuable ingredient in the development of various food and beverage products.
Used in Aromatherapy:
Due to its distinct and pleasant aroma, dihydro-4-methyl 2(3H)-furanone can also be used in aromatherapy applications. It can be incorporated into essential oils, perfumes, and other fragrance products to provide a soothing and enjoyable scent experience. dihydro-4-methyl 2(3H)-furanone's aroma may have potential therapeutic effects, such as promoting relaxation and reducing stress.
Used in Cosmetics and Personal Care Products:
Dihydro-4-methyl 2(3H)-furanone can be utilized in the formulation of cosmetics and personal care products, such as lotions, creams, and shampoos, to provide a pleasant scent and enhance the overall sensory experience of using these products. Its incorporation into these products can contribute to a more enjoyable and appealing user experience.

InChI:InChI=1/C5H8O2/c1-4-2-5(6)7-3-4/h4H,2-3H2,1H3

Upstream product

• 13423-15-9 3-methyltetrahydrofuran 
• 82918-74-9 2-Butoxy-4-methyl-tetrahydrofuran 
• 503-74-2 3-methylbutyric acid 
• 78920-23-7 3-methylbutyrolactone 
• 6124-79-4 4-methyl-2(5H)-furanone 
• 42856-49-5 (+/-)-1-benzyl-3-methyl-pyrrolidine-2,5-dione 
• 4100-80-5 2-methylsuccinic anhydride 
• 61934-55-2 3-bromomethyl-2-butenolide 
• 82884-40-0 methyl 2-methyl-3-<(trimethylsilyl)oxy>-1-cyclopropanecarboxylate 
• 150-96-9 3-hydroxy-3-methylpentanoic acid 
• 7664-93-9 sulfuric acid 
• 41653-94-5 (Z)-3-Methyl-3-pentenoic Acid 
• 82918-70-5 1-Bromo-2-butoxy-2-(1-propene-3-oxy)ethane 
• 124391-75-9 3-tetrahydrofuranmethanol 

Downstream Products

• 626-51-7 3-methyl glutaric acid 
• 63480-13-7 4-chloro-3-methyl-butyryl chloride 
• 64190-35-8 (S)-4-Hydroxy-3-methyl-N-((R)-1-phenyl-ethyl)-butyramide 
• 90897-90-8 (R)-4-Hydroxy-3-methyl-N-((R)-1-phenyl-ethyl)-butyramide 
• 94807-92-8 (S)-3-methyl-4-phenylthiobutanoic acid 
• 888483-98-5 (R)-3-Methyl-4-phenylsulfanyl-butyric acid ethyl ester 
• 94807-84-8 (S)-3-Methyl-4-phenylsulfanyl-butyric acid ethyl ester 
• 54145-05-0 4-methyl-3-phenylthio-4,5-dihydrofuran-2(3H)-one 
• 173310-48-0 2-methyl-4-oxo-5-(phenylthio)pentanol 
• 498-21-5 2-methylbutanedioic acid 
• 249613-74-9 3-methyl-4-(phenylseleno)butanoic acid 
• 96540-50-0 4-methyl-3-phenylsulfinyl-4,5-dihydrofuran-2(3H)-one 
• 547-65-9 α-methylene-γ-butyrolactone 
• 503-74-2 3-methylbutyric acid 

Relevant academic research and scientific papers

Synthesis of xyloketals, natural products from the mangrove fungus Xylaria sp.

The xyloketal family of compounds was synthesized by condensation of phloroglucinol (7) or 2,4-dihydroxyacetophenone (15) with the enone 8a or 14 in multistep, one-pot, domino reactions, leading to the xyloketals and 5-demethyl-xyloketals, respectively. I

HIGH DIASTEREOSELECTION IN THE CLAISEN REARRANGEMENT OF ENANTIOMERICALLY PURE BUTYROLACTONES

The Claisen rearrangement permits the stereoselective formation of butyrolactone 5b,c or 13b,c through the utilization of enantiomeric lactone 1a and enantiomeric alcohols 2b, ent-2b, 2c, and ent-2c.

Synthesis and olfactory evaluation of optically active β-alkyl substituted γ-lactones and whiskey lactone analogues

Optically active β-alkyl substituted γ-lactones and whiskey lactone analogues were synthesized, and the odor properties were evaluated. During the preparation of the chiral intermediates, we found good reaction conditions for the highly enantioselective esterification of 3-arylmethyl-2-methyl-1-propanols to kinetically resolve them. The results of the olfactory evaluations of the synthesized lactones revealed that the alkyl groups on the γ-lactone rings played an important role for the odor profiles.

Regioselective Hydrogenation of Itaconic Acid to Γ-Isovalerolactone by Transition-Metal Nanoparticle Catalysts

Current methods for hydrogenation of bio-derived itaconic acid (IA) lead to a mixture of isomeric lactone products. Transition-metal nanoparticles (TM-NPs), in situ-generated through thermolysis of TM(0) (Ru, Fe, W, Cr) carbonyls, in particular Ru-NPs, were found to catalyze regioselective hydrogenation of IA by syngas (2 H2/CO) into γ-isovalerolactone (GiVL) in approximately 70 % isolated yield. Key sustainability features of this new route include: a one-pot direct transformation of bio-renewable IA into value-added GiVL selectively, use of inexpensive and renewable syngas in aqueous solution, and development of a supported recyclable NP catalyst system, Al2O3-Ru-NPs.

METHOD FOR REDUCTION OF ORGANIC MOLECULES

A method for the reduction organic molecules comprising a Ruthenium-Triphosphine complex with aromatic ligands at the phosphors which are ortho or meta substituted.

METHODS OF FORMING DIOL COMPOUNDS

Methods of forming a C4 to C7 diol compound, the methods including a first step of reacting a C4 to C7 dicarboxylic acid with hydrogen (H2) gas on a first heterogeneous catalyst at a first temperature and a first pressure to form a C4 to C7 lactone; and a subsequent step of reacting the lactone with hydrogen (H2) gas on a second heterogeneous catalyst at a second temperature and a second pressure, wherein the second temperature is lower than the first temperature. Also disclosed are methods of forming a solvent, the methods including reacting a C4 to C7 dicarboxylic acid with hydrogen (H2) gas on a first heterogeneous catalyst at a first temperature and a first pressure to form a solvent. Further disclosed herein are methods that include reacting mevalonolactone with hydrogen (H2) gas on a second heterogeneous catalyst at a second temperature and a second pressure to form a diol compound.

Branched Diol Monomers from the Sequential Hydrogenation of Renewable Carboxylic Acids

A prominent challenge in replacing petrochemical polymers with bioderived alternatives is the efficient transformation of biomass into useful monomers. In this work, we demonstrate a practical process for the synthesis of multifunctional alcohols from five- and six-carbon acids using heterogeneous catalysts in aqueous media. Design of this process was guided by thermodynamic calculations, which indicate the need for two sequential high-pressure hydrogenations: one, reduction of the acid to a lactone at high temperature; two, further reduction of the lactone to the corresponding diol or triol at low temperature. For example, the conversion of mesaconic acid into (α or β)-methyl-γ-butyrolactone was achieved with 95 % selectivity at a turnover frequency of 1.2 min?1 over Pd/C at 240 °C. Subsequent conversion of (α or β)-methyl-γ-butyrolactone into 2-methyl-1,4-butanediol was achieved with a yield of 80 % with Ru/C at 100 °C. This process is an efficient method for the production of lactones, diols, and triols, all valuable monomers for the synthesis of bioderived branched polyesters.

A sustainable process for the production of 2-methyl-1,4-butanediol by hydrogenation of biomass-derived itaconic acid

Pd-ReOx/C catalysts with different Re contents were prepared and employed to catalyze the aqueous hydrogenation of itaconic acid in this study. The Pd-ReOx/C catalysts were characterized by XRD, TEM, BET, NH3-TPD and H2-TPR. Results showed that the addition of ReOx species in supported Pd catalysts promoted the direct conversion of itaconic acid to 2-methyl-1,4-butanediol. The promoting effect was ascribed to the interaction between Pd and ReOx species, as has been proved by the characterizations. A 2-methyl-1,4-butanediol yield of above 80% could be obtained over Pd-3ReOx/C under the reaction condition of 180 °C, 4 MPa H2.

Direct hydrogenation of biobased carboxylic acids mediated by a nitrogen-centered tridentate phosphine ligand

A novel nitrogen-centered tridentate ligand was identified from a series of multidentate ligands and applied for the direct hydrogenation of 9 biogenic acids into alcohols, lactones and esters with high yields. Comparison of substrates and ruthenium precursors suggested that the RuII hydride cationic species was more active to transform acids than the corresponding lactone or esters.

Efficient and Selective Cu/Nitroxyl-Catalyzed Methods for Aerobic Oxidative Lactonization of Diols

Cu/nitroxyl catalysts have been identified that promote highly efficient and selective aerobic oxidative lactonization of diols under mild reaction conditions using ambient air as the oxidant. The chemo- and regioselectivity of the reaction may be tuned by changing the identity of the nitroxyl cocatalyst. A Cu/ABNO catalyst system (ABNO = 9-azabicyclo[3.3.1]nonan-N-oxyl) shows excellent reactivity with symmetrical diols and hindered unsymmetrical diols, whereas a Cu/TEMPO catalyst system (TEMPO = 2,2,6,6-tetramethyl-1-piperidinyl-N-oxyl) displays excellent chemo- and regioselectivity for the oxidation of less hindered unsymmetrical diols. These catalyst systems are compatible with all classes of alcohols (benzylic, allylic, aliphatic), mediate efficient lactonization of 1,4-, 1,5-, and some 1,6-diols, and tolerate diverse functional groups, including alkenes, heterocycles, and other heteroatom-containing groups.