3720-22-7

Basic information

• Product Name: Tetrahydro-3,6-dimethyl-2H-pyran-2-one
• Synonyms: 3,4,5,6-Tetrahydro-3,6-dimethyl-2H-pyran-2-one;Tetrahydro-3,6-dimethyl-2H-pyran-2-one
• CAS NO: 3720-22-7
• Molecular Formula: C7H12O2
• Molecular Weight: 128.169
• Mol File: 3720-22-7.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 219.4 °C at 760 mmHg
• Flash Point: 81.7 °C
• Appearance: /
• Density: 0.956 g/cm³
• Vapor Pressure: 0.12mmHg at 25°C
• Refractive Index: 1.424
• CAS DataBase Reference: Tetrahydro-3,6-dimethyl-2H-pyran-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: Tetrahydro-3,6-dimethyl-2H-pyran-2-one(3720-22-7)
• EPA Substance Registry System: Tetrahydro-3,6-dimethyl-2H-pyran-2-one(3720-22-7)

Safety Data

• Hazardous Substances Data: 3720-22-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H12O2/c1-5-3-4-6(2)9-7(5)8/h5-6H,3-4H2,1-2H3

Upstream product

• 6900-17-0 5-hydroxy-2-methyl-hexanenitrile 
• 18397-60-9 2-methyl-5-ketocapronitrile 
• 18327-06-5 2-Acetyl-4-methyl-glutarsaeure-1-aethylester-5-nitril 
• 823-22-3 5-hexanolide 
• 74-88-4 methyl iodide 
• 17397-24-9 hex-5-en-2-ol 
• 201230-82-2 carbon monoxide 
• 62717-99-1 2-methyl-1,5-hexanediol 
• 85287-77-0 3,6-dimethyl-5,6-dihydro-2-pyrone 
• 97204-42-7 (+/-)-(2S*,6R*)-2,6-dimethyldihydropyr-4-en-2-one 
• 104307-69-9 (2R*5S*)-5-((phenylsulfonyl)nitromethyl)-(O-tetrahydropyranyl)hexan-2-ol 
• 138126-77-9 (E)-(2S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-hex-3-enoic acid methyl ester 
• 343268-71-3 3,6-dimethyl-3,6-dihydro-pyran-2-one 
• 5194-51-4 (2E,4E)-hexa-2,4-diene 

Relevant articles and documents

Macrolides and alcohols as scent gland constituents of the Madagascan frog mantidactylus femoralis and their intraspecific diversity

Acoustic and, to a lesser degree, visual signals are the predominant means of signaling in frogs. Nevertheless, certain lineages such as the mantelline frogs from Madagascar use the chemical communication channel as well. Males possess femoral glands on the hind legs, which recently have been shown to contain volatile compounds used in communication as pheromones. Many mantelline species occur in sympatry, and so far species recognition is regarded to occur mainly by acoustic signals. The analysis of the gland constituents of Mantidactylus femoralis by GC/MS revealed the presence of volatile macrolides and secondary alcohols. The new natural products mantidactolides A (4) and B (6), as well as several methyl carbinols, were identified, and their structures were confirmed by synthesis. The analysis of individuals from different locations of Madagascar revealed the presence of two groups characterized by specific patterns of compounds. While one group contained the alcohols and mantidactolide B, the other showed specific presence of the macrolides phoracantholide I (1) and mantidactolide A (4). Genetic analysis of some individuals showed no congruence between genetic relatedness and gland constituents. Several other individuals from related species had different gland compositions. This suggests that a basic set of biosynthetic machinery might be available to a broader group of related species.

An easy and versatile approach to the synthesis of chiral pheromone lactones via 4,4-dimethyl-2-oxazoline derivatives

As part of our ongoing investigation on the versatility of 4,4-dimethyl-2-oxazoline derivatives, we present a straightforward synthesis of chiral lactone pheromones from readily available starting materials. As an application, we describe the diastereoselective synthesis of cis and trans-2-methyl-5-hexanolide (1), a pheromone component of the carpenter bee Xylocopa hirutissima, and a formal synthesis of (4R,5Z)-5-tetradecen-4-olide (2), the sex pheromone of the Japanese beetle Popillia japonica.

Remote Stereocontrol by utilizing Intramolecular Carbonyl Reduction with Boranes

A simple and efficient method for the remote (1,4- and/or 1,5-) stereocontrol was realized by utilizing an intramolecular carbonyl reduction with ThexBH2 (Thex = 1,1,2-trimethylpropyl).