33673-62-0

Basic information

• Product Name: METHYL TUBERATE
• Synonyms: METHYL TUBERATE;4-Methyl-5-pentyldihydro-2(3H)-furanone;dihydro-4-methyl-5-pentyl-2(3h)-furanon;dihydro-4-methyl-5-pentyl-2(3H)-Furanone;dihydro-4-methyl-5-pentylfuran-2(3H)-one;2(3H)-Furanone, dihydro-4-methyl-5-pentyl-;3-METHYLNONANO-1,4-LACTONE;Dihydro-4-methyl-5-pentylfuran-2(3H)-on
• CAS NO: 33673-62-0
• Molecular Formula: C₁₀H₁₈O₂
• Molecular Weight: 170.24872
• EINECS: 251-629-4
• Mol File: 33673-62-0.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 260.9 °C at 760 mmHg
• Flash Point: 102.9 °C
• Appearance: /
• Density: 0.928 g/cm³
• Vapor Pressure: 0.0119mmHg at 25°C
• Refractive Index: 1.437
• CAS DataBase Reference: METHYL TUBERATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL TUBERATE(33673-62-0)
• EPA Substance Registry System: METHYL TUBERATE(33673-62-0)

Safety Data

• Hazardous Substances Data: 33673-62-0(Hazardous Substances Data)

Usage

General Description

Methyl tuberate is a naturally occurring chemical compound that is found in various fruits such as grapes, strawberries, and blackberries. It is responsible for contributing to the floral and fruity aroma of these fruits. Methyl tuberate is classified as an ester, which means it is formed by the reaction between an alcohol and an organic acid. It is commonly used in the fragrance industry as a flavoring agent due to its sweet, fruity scent. Additionally, it is used in the production of perfumes, cosmetics, and food products to enhance their fragrance and flavor. Methyl tuberate is also known for its potential anti-inflammatory and antioxidant properties, making it a popular ingredient in natural health and wellness products.

InChI:InChI=1/C10H18O2/c1-3-4-5-6-9-8(2)7-10(11)12-9/h8-9H,3-7H2,1-2H3

Upstream product

• 29943-38-2 2-methoxycarbonyl-1-methylethyl phenyl sulfide 
• 66-25-1 hexanal 
• 855756-17-1 3-bromo-5-hexyl-5-methyl-dihydro-furan-2-one 
• 344798-49-8 ethyl 3-methyl-4-oxononanoate 
• 109-72-8 n-butyllithium 
• 81469-38-7 methyl (3S,4S)-(-)-4,5-epoxy-3-methylpentanoate 
• 109262-90-0 3-methyl-4-oxononanoic acid 
• 1391853-43-2 (S)-ethyl 3-((S)-1,4-dioxaspiro[4.5]decan-2-yl)butanoate 
• 155720-24-4 4S,5S-5-Mesyloxymethyl-4-methyl-4,5-dihydro-2(3H)-furanon 
• 109-65-9 1-bromo-butane 
• 74035-91-9 (4S,5S)-5-(iodomethyl)-4-methyldihydrofuran-2(3H)-one 
• 152518-09-7 methyl (S)-(-)-3-methyl-4-oxononanoate 
• 91510-97-3 (-)-(R)-5-pentyl-2(5H)-furanone 
• 917-54-4 methyllithium 

Relevant articles and documents

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Enantioselective, Catalytic One-Pot Synthesis of γ-Butyrolactone-Based Fragrances

Herein the preparative (1 g scale), stereoselective syntheses of various alkyl-substituted γ-butyrolactone fragrances 1 is described. The α,β-unsaturated γ-keto esters 2 as starting materials were synthesized by a Horner-Wadsworth-Emmons reaction and are further reduced by an ene reductase and alcohol dehydrogenase in a one-pot enzyme cascade to nine desired γ-butyrolactones 1, among them whisky (1 c) and cognac lactone (1 d). The products 1 were obtained in moderate to good yields and very good diastereoselectivities. Furthermore, the position of a nBu-substituent was permutated to study the effect on the enzyme cascade.

Organocatalytic sequential α-aminoxylation and cis-Wittig olefination of aldehydes: Synthesis of enantiopure γ-butenolides

A short route to enantiopure γ-butenolides (up to 99% ee) has been developed from readily available starting materials. The strategy involves a sequential organocatalytic α-aminoxylation followed by cis-Wittig olefination of aldehydes. The utility of this protocol has been demonstrated in the asymmetric synthesis of trans-(+)-cognac lactone with high enantiomeric purity.