27593-23-3 Usage
Description
6-Pentyl-2H-pyran-2-one is a naturally occurring organic compound that is characterized by its distinct chemical properties and various applications across different industries. It is known for its unique aroma and taste characteristics, as well as its antifungal properties.
Uses
Used in Flavor and Fragrance Industry:
6-Pentyl-2H-pyran-2-one is used as a flavoring agent for its sweet creamy, coconut, mushroom, and nutty taste characteristics. It is particularly suitable for enhancing the flavor of food products, with a taste threshold value of 30 ppm.
Used in Perfumery:
6-Pentyl-2H-pyran-2-one is used as a fragrance ingredient due to its distinct mushroom, blue cheese lactone, or dairy odor. It can be employed in the creation of perfumes and other scented products, with an aroma threshold value of 150 ppb.
Used in Agriculture:
6-Pentyl-2H-pyran-2-one is used as an antifungal compound in agriculture, particularly in the context of Trichoderma harzianum. It may play a crucial role in cellular regulatory functions and help protect crops from fungal infections.
Used in Food Industry:
6-Pentyl-2H-pyran-2-one is used as a flavor enhancer in the food industry, where it can be found in various fruits such as peach, grilled beef, fresh plum, and nectarine. Its natural occurrence in these fruits makes it a desirable additive for improving taste and aroma.
Used in Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, the antifungal properties of 6-Pentyl-2H-pyran-2-one may also make it a potential candidate for use in the development of pharmaceuticals targeting fungal infections.
Synthesis Reference(s)
The Journal of Organic Chemistry, 67, p. 3941, 2002 DOI: 10.1021/jo025518v
Check Digit Verification of cas no
The CAS Registry Mumber 27593-23-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,7,5,9 and 3 respectively; the second part has 2 digits, 2 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 27593-23:
(7*2)+(6*7)+(5*5)+(4*9)+(3*3)+(2*2)+(1*3)=133
133 % 10 = 3
So 27593-23-3 is a valid CAS Registry Number.
InChI:InChI=1/C10H14O2/c1-2-3-4-6-9-7-5-8-10(11)12-9/h5,7-8H,2-4,6H2,1H3
27593-23-3Relevant articles and documents
Halogen-dependent coupling reaction of alkynes with (Z)-3- halopropenoates catalyzed by nickel
Kotora, Martin,Ishikawa, Masanori,Tsai, Fu-Yu,Takahashi, Tamotsu
, p. 4969 - 4978 (1999)
Ni-catalyzed coupling reaction of alkynes with (Z)-3-halopropenoates depended on the halogen of halopropenoates. The reaction with (Z)-3- bromopropenoate afforded cyclopentadienes and the reaction with (Z)-3- iodopropenoates gave pyrones.
A flexible route to bioactive 6-alkyl-α-pyrones
Qu, Yang,Kraus, George A.
supporting information, p. 892 - 893 (2017/02/18)
Both 6-chloro-α-pyrones and 3-chlorobenzopyran-1-ones react with malonates followed by a double decarboalkoxylation to give the corresponding alkyl and alkenyl products.
Syntheses of α-pyrones using gold-catalyzed coupling reactions
Luo, Tuoping,Dai, Mingji,Zheng, Shao-Liang,Schreiber, Stuart L.
supporting information; experimental part, p. 2834 - 2836 (2011/07/07)
Sequential alkyne activation of terminal alkynes and propiolic acids by gold(I) catalysts yields compounds having α-pyrone skeletons. Novel cascade reactions involving propiolic acids are reported that give rise to α-pyrones with different substitution patterns.
6-Chloro-2(2H)-pyranone: A new 2(2H)-pyranone synthon
Biagetti, Matteo,Bellina, Fabio,Carpita, Adriano,Rossi, Renzo
, p. 607 - 610 (2007/10/03)
6-Chloro-2(2H)-pyranone, which can be prepared in high yield from commercially available trans-glutaconic acid, undergoes facile Pd/Cu-catalyzed reaction with various 1-alkynes to give rise to the corresponding 6-(1-alkynyl)-2(2H)-pyranones in moderate to good yields. These last hitherto unknown compounds have been used as direct precursors to 6-alkyl- and 6-[(Z)-1-alkenyl]-2(2H)-pyranones.
