50405-45-3

Basic information

• Product Name: 4-Hydroxy-5,6-dimethylpyran-2-one
• Synonyms: 4-Hydroxy-5,6-dimethylpyran-2-one;5,6-Dimethyl-4-hydroxy-2-pyrone;5,6-Dimethyl-4-hydroxy-?-pyrone;5,6-Dimethyl-4-hydroxy-a-pyrone;4-hydroxy-5,6-diMethyl-2H-pyran-2-one
• CAS NO: 50405-45-3
• Molecular Formula: C₇H₈O₃
• Molecular Weight: 140.13662
• Mol File: 50405-45-3.mol
• Article Data: 9

Chemical Properties

• Melting Point: 209-210 °C(Solv: acetone (67-64-1))
• Boiling Point: 242.2±40.0 °C(Predicted)
• Appearance: /
• Density: 1.256±0.06 g/cm3(Predicted)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 5.53±0.50(Predicted)
• CAS DataBase Reference: 4-Hydroxy-5,6-dimethylpyran-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Hydroxy-5,6-dimethylpyran-2-one(50405-45-3)
• EPA Substance Registry System: 4-Hydroxy-5,6-dimethylpyran-2-one(50405-45-3)

Safety Data

• Hazardous Substances Data: 50405-45-3(Hazardous Substances Data)

Usage

General Description

4-Hydroxy-5,6-dimethylpyran-2-one, also known as Dihydrocoumarin, is a chemical compound with a faint sweet odor. It is commonly used as a flavoring agent in food and beverages due to its vanilla-like aroma. It is also used in perfumes and body care products for its pleasant scent. Additionally, 4-Hydroxy-5,6-dimethylpyran-2-one has been studied for its potential antioxidant and antibacterial properties, showing promise in various biomedical and pharmaceutical applications. However, it is important to note that this chemical should be used in moderation and with caution, as excessive exposure to it can cause irritation and allergic reactions.

Upstream product

• 75950-51-5 methyl 4-methyl-3,5-dioxohexanoate 
• 50496-43-0 ethyl 4-methyl-3,5-dioxohexanoate 
• 485-80-3 S-adenosyl-L-methionine 
• 1522-25-4 4-hydroxy-3-methylpent-3-en-2-one 
• 123-54-6 acetylacetone 
• 815-57-6 3-Methyl-2,4-pentanedione 
• 264881-69-8 5-hydroxy-4-methyl-3-oxo-hexanoic acid methyl ester 
• 30414-53-0 methyl propanoyl acetate 

Downstream Products

• 121562-47-8 asnipyrone A 
• 1422048-22-3 6,7-dimethyl-3-methylene-2-phenyl-2H-furo[3,2-c]pyran-4(3H)-one 
• 1422048-34-7 (Z)-3-benzylidene-6,7-dimethyl-2H-furo[3,2-c]pyran-4(3H)-one 
• 1422048-45-0 3,6,7-trimethyl-2-phenyl-4H-furo[3,2-c]pyran-4-one 
• 1422048-42-7 (Z)-3-(2-fluorobenzylidene)-6,7-dimethyl-2H-furo[3,2-c]pyran-4(3H)-one 
• 1422048-30-3 2-(2-fluorophenyl)-6,7-dimethyl-3-methylene-2H-furo[3,2-c]-pyran-4(3H)-one 
• 1422048-41-6 (Z)-3-(4-fluorobenzylidene)-6,7-dimethyl-2H-furo[3,2-c]pyran-4(3H)-one 
• 1422048-29-0 2-(4-fluorophenyl)-6,7-dimethyl-3-methylene-2H-furo[3,2-c]-pyran-4(3H)-one 
• 84953-72-0 5,6-dimethylpyridine-2,4-diol 
• 28354-98-5 2,3,4,4-tetramethylcyclohex-2-en-1-one 
• 57103-53-4 colletopyrone 

Relevant articles and documents

Enantiocontrolled total syntheses of breviones A, B, and C

Enantiocontrolled total syntheses of the breviones A, B, and C have been accomplished using a highly diastereoselective oxidative coupling of an α-pyrone with a tricyclic diene prepared from an optically pure Wieland-Miescher ketone derivative through the 7-endo-trig mode of acyl radical cyclization.

Total synthesis of Herbarin A and B, determination of their antioxidant properties and toxicity in zebrafish embryo model

Herbarin A and B were isolated from the fungal strains of Cladosporium herbarum found in marine sponges Aplysina aerophoba and Callyspongia aerizusa. Total synthesis of Herbarin A and B was achieved by carrying out a multi-step synthesis approach, and the antioxidant properties were evaluated using FRAP assay. Toxicity of these compounds was determined using a zebrafish embryo model.

Expanding the structural diversity of polyketides by exploring the cofactor tolerance of an inline methyltransferase domain

A strategy for introducing structural diversity into polyketides by exploiting the promiscuity of an in-line methyltransferase domain in a multidomain polyketide synthase is reported. In vitro investigations using the highly-reducing fungal polyketide synthase CazF revealed that its methyltransferase domain accepts the nonnatural cofactor propargylic Se-adenosyl-l-methionine and can transfer the propargyl moiety onto its growing polyketide chain. This propargylated polyketide product can then be further chain-extended and cyclized to form propargyl-α pyrone or be processed fully into the alkyne-containing 4′-propargyl-chaetoviridin A.