64190-48-3

Basic information

• Product Name: (S)-dihydro-4-methylfuran-2(3H)-one
• Synonyms: (S)-dihydro-4-methylfuran-2(3H)-one;2(3H)-Furanone, dihydro-4-methyl-, (4S)-;(S)-(-)-BETA-METHYL-GAMMA-BUTYROLACTONE;(4S)-4,5-Dihydro-4-methyl-2(3H)-furanone;(S)-4,5-Dihydro-4-methyl-2(3H)-furanone;(S)-4-Methyldihydrofuran-2(3H)-one;(S)-4α-Methyltetrahydrofuran-2-one;dihydro-4-Methylfuran-2(3H)-one
• CAS NO: 64190-48-3
• Molecular Formula: C₅H₈O₂
• Molecular Weight: 100.11582
• EINECS: 264-725-6
• Mol File: 64190-48-3.mol
• Article Data: 82

Chemical Properties

• Boiling Point: 206.624oC at 760 mmHg
• Flash Point: 74.98oC
• Appearance: /
• Density: 1.04g/cm3
• Vapor Pressure: 0.235mmHg at 25°C
• Refractive Index: 1.431
• CAS DataBase Reference: (S)-dihydro-4-methylfuran-2(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-dihydro-4-methylfuran-2(3H)-one(64190-48-3)
• EPA Substance Registry System: (S)-dihydro-4-methylfuran-2(3H)-one(64190-48-3)

Safety Data

• Hazardous Substances Data: 64190-48-3(Hazardous Substances Data)

Usage

General Description

"(S)-dihydro-4-methylfuran-2(3H)-one", also known as DHS, is a chemical compound that can occur naturally or be synthesized in a laboratory. It is characterized by a furan ring with a methyl group and a functional ketone group. (S)-dihydro-4-methylfuran-2(3H)-one is known to possess a sweet, fruity aroma and it is often used in food flavoring and perfume manufacturing due to its pleasing scent. It can also be found naturally in a variety of fruits, wines, and other foods. As with many chemicals, it must be handled appropriately to ensure safety, and regulatory guidelines and manufacturer instructions should be followed when using it in any product.

InChI:InChI=1/C5H8O2/c1-4-2-5(6)7-3-4/h4H,2-3H2,1H3/t4-/m0/s1

Upstream product

• 108939-85-1 4,5-dimethylfuran-2-(3H)-one 
• 13423-15-9 3-methyltetrahydrofuran 
• 82918-74-9 2-Butoxy-4-methyl-tetrahydrofuran 
• 503-74-2 3-methylbutyric acid 
• 78920-23-7 3-methylbutyrolactone 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 6342-56-9 Pyruvic aldehyde dimethyl acetal 
• 6124-79-4 4-methyl-2(5H)-furanone 
• 42856-49-5 (+/-)-1-benzyl-3-methyl-pyrrolidine-2,5-dione 
• 2938-98-9 2-methyl-1,4-butandiol 
• 29555-02-0 2-methyl-cyclopropanecarboxylic acid 
• 78812-91-6 4-(4,5-Diphenyl-oxazol-2-yl)-butan-2-ol 
• 504-61-0 (E)-but-2-enol 
• 78-39-7 Triethyl orthoacetate 

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 
• 70423-38-0 (S)-2-methyl-1,4-butandiol 
• 498-21-5 2-methylbutanedioic acid 
• 249613-74-9 3-methyl-4-(phenylseleno)butanoic acid 
• 376364-27-1 (S)-3-(3,5-Dimethyl-benzoyl)-4-methyl-dihydro-furan-2-one 
• 249613-77-2 2-(S)-3-(R,S)-2-azido-3-methyl-4-(phenylseleno)butanoic acid 

Relevant articles and documents

Total synthesis of (+)-xyloketal D, a secondary metabolite from the mangrove fungus Xylaria sp.

(+)-Xyloketal D was prepared in a one-pot multistep domino reaction by heating optically active 5-hydroxy-4-methyl-3-methylenepentan-2-one (R) in toluene with 2,4-dihydroxyacetophenone. The absolute configuration of the natural product was confirmed by preparation of the starting enone from a lactone of established absolute configuration.

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.

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.

First chemo-enzymatic synthesis of the (R)-Taniguchi lactone and substrate profiles of CAMO and OTEMO, two new Baeyer–Villiger monooxygenases

Abstract: This study investigates the substrate profile of cycloalkanone monooxygenase and 2-oxo-Δ3-4,5,5-trimethylcyclopentenylacetyl-coenzyme A monooxygenase, two recently discovered enzymes of the Baeyer–Villiger monooxygenase family, used as whole-cell biocatalysts. Biooxidations of a diverse set of ketones were performed on analytical scale: desymmetrization of substituted prochiral cyclobutanones and cyclohexanones, regiodivergent oxidation of terpenones and bicyclic ketones, as well as kinetic resolution of racemic cycloketones. We demonstrated the applicability of the title enzymes in the enantioselective synthesis of (R)-(?)-Taniguchi lactone, a building block for the preparation of various natural product analogs such as ent-quinine. Graphical abstract: [Figure not available: see fulltext.]