488-10-8 Usage
Description
Jasmone, a ketone found in jasmine oil and other flower oils, is known for its floral, fruity, and jasmine odor. It is characterized by a jasmine scent and is used in the creation of high-quality floral fragrances like jasmine and tuberose. The cis-form of Jasmon is reportedly occurring naturally and is found in various essential oils, such as jasmine, jonquil, Pittosporum glabratum, neroli oil, peppermint, bergamot, apricot, raspberry, cinnamon, corn mint, and spearmint oils, as well as in beer, tea, soybean, and heated beans.
Uses
Used in Perfumery:
Jasmone is used as a key ingredient in the perfumery industry for its ability to create high-quality floral fragrances. Its natural jasmine odor makes it a popular choice for creating jasmine and tuberose scents.
Used in Flavor and Fragrance Industry:
Jasmone is used as a flavoring agent for its woody, bitter, tea-like taste with a citrus and floral nuance. It is added to various food and beverage products to enhance their flavor profile.
Used in the Reconstitution of Synthetic Essential Oils:
Jasmone is utilized in the reconstitution of synthetic essential oils, providing a natural jasmine scent and enhancing the overall quality of the oils.
Used in the Creation of Natural Fragrances:
Due to its natural occurrence and pleasant aroma, Jasmon is used in the development of natural fragrances for various applications, such as cosmetics, personal care products, and home fragrances.
Synthesis Reference(s)
The Journal of Organic Chemistry, 39, p. 2317, 1974 DOI: 10.1021/jo00929a053Synthetic Communications, 5, p. 1, 1975 DOI: 10.1080/00397917508063507
Flammability and Explosibility
Notclassified
Synthesis
A review and classification on the synthesis of jasmone is available.
Check Digit Verification of cas no
The CAS Registry Mumber 488-10-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,8 and 8 respectively; the second part has 2 digits, 1 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 488-10:
(5*4)+(4*8)+(3*8)+(2*1)+(1*0)=78
78 % 10 = 8
So 488-10-8 is a valid CAS Registry Number.
InChI:InChI=1/C10H14O/c1-3-4-5-9-8(2)6-7-10(9)11/h3-4H,5-7H2,1-2H3/b4-3-
488-10-8Relevant articles and documents
McCurry,Singh
, p. 2317 (1974)
1,2-Bisanionic coupling approach to 2,3-disubstituted cyclopentenols and cyclopentenones
Luparia, Marco,Vadala, Alessandro,Zanoni, Giuseppe,Vidari, Giovanni
, p. 2147 - 2150 (2006)
We describe a new approach to 2,3-disubstituted cyclopentenols and cyclopentenones through two consecutive regioselective additions of equal or different electrophiles to a cyclopentene bisanionic synthon. Indeed, on exposure to BuLi, 3-bromo-2-iodocyclopent-2-enol O-TBS ether undergoes iodine-lithium permutation with complete regioselectivity. Successive reaction of the monolithium anion with different C(sp2)- and C(sp 3)-electrophiles affords the corresponding 2-substituted-3- bromocyclopentenol derivative. Subsequent bromo-lithium exchange with t-BuLi, followed by reaction with an equal or different electrophile, affords the desired 2,3-disubstituted cyclopentenol.
Synthesis of Pyrethroids and Jasmonoids through Palladium-Catalyzed Cross-Coupling Reactions
Heguaburu, Viviana,Pandolfi, Enrique,Parpal, Florencia,Paullier, Ana Paula
, (2022/03/27)
The synthesis of jasmone and related jasmonoids and pyrethroids is described. These compounds play a defensive role in plants and share a common cyclopentenone core with variations in the side chains. Jasmone, cinerone, allylrethrone, and derivatives were synthesized through -allyl palladium cross-coupling of stannane derivatives. With selective hydrogenation, dihydrojasmone, and dihydrocinerone were also synthesized.
Synthesis of Diketones, Ketoesters, and Tetraketones by Electrochemical Oxidative Decarboxylation of Malonic Acid Derivatives: Application to the Synthesis of cis-Jasmone
Ma, Xiaofeng,Du, Le,Luo, Xiya,Markó, István E.,Dewez, Damien F.,Lam, Kevin
, p. 12044 - 12055 (2019/03/01)
Disubstituted malonic acid derivatives are smoothly converted into diketones and ketoesters in good to excellent yield (68% to 91%) under electrochemical conditions. The scope can be extended to transform trisubstituted bis-malonic acids into tetraketones in 77% to 86% yield. The new method was applied to the total synthesis of cis-jasmone.