4643-27-0 Usage
Description
2-Octen-4-one is an organic compound with the molecular formula C8H14O, characterized by a unique structure that features an eight-carbon chain with a ketone group at the second carbon and a double bond between the fourth and fifth carbons. It is known for its distinct sweet, fruity, and tropical aroma, which is reminiscent of pineapple and strawberry.
Uses
Used in Flavor and Fragrance Industry:
2-Octen-4-one is used as a flavoring agent for its sweet, fruity, and tropical taste characteristics, particularly resembling pineapple and strawberry. It is valued for its ability to enhance the aroma of various food products, contributing to a more appealing and authentic taste experience.
Used in Perfumery:
In the perfumery industry, 2-Octen-4-one is utilized as a fragrance ingredient due to its unique and pleasant aroma. It helps to create complex and long-lasting scents by adding depth and a tropical nuance to perfume compositions.
Used in Chemical Synthesis:
2-Octen-4-one serves as a reactant in the rhodium-catalyzed asymmetric ring opening of oxabicyclic alkenes with organoboronic acids. This application highlights its utility in the synthesis of complex organic molecules, which can be further used in various chemical and pharmaceutical processes.
Used in Food Industry:
2-Octen-4-one is found in various food products, such as roasted hazelnuts, wheaten bread, and white bread, where it contributes to their distinct and appetizing flavors. Its presence in these foods is a result of natural processes during cooking or baking, enhancing the overall taste and aroma.
Synthesis Reference(s)
Journal of the American Chemical Society, 107, p. 7179, 1985 DOI: 10.1021/ja00310a073The Journal of Organic Chemistry, 52, p. 1885, 1987 DOI: 10.1021/jo00386a001Synthesis, p. 49, 1988
Check Digit Verification of cas no
The CAS Registry Mumber 4643-27-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,6,4 and 3 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 4643-27:
(6*4)+(5*6)+(4*4)+(3*3)+(2*2)+(1*7)=90
90 % 10 = 0
So 4643-27-0 is a valid CAS Registry Number.
InChI:InChI=1/C8H14O/c1-3-5-7-8(9)6-4-2/h4,6H,3,5,7H2,1-2H3/b6-4+
4643-27-0Relevant articles and documents
β-Borylation of conjugated carbonyl compounds with silylborane or bis(pinacolato)diboron catalyzed by Au nanoparticles
Fragkiadakis, Michael,Kidonakis, Marios,Stratakis, Manolis
supporting information, p. 8921 - 8927 (2020/11/23)
Conjugated aldehydes and ketones undergo reaction with Me2PhSiBpin (pin: pinacolato) catalyzed by Au nanoparticles supported on TiO2 forming exclusively the β-borylation products, via the intermediate formation of the labile silaboration adducts. This chemoselectivity pathway is complementary to the so far known analogous reaction catalyzed by other metals, where β-silylation occurs instead. β-Borylation also occurs with pinBBpin under identical reaction conditions in a variety of conjugated carbonyl compounds, including esters and amides which are unreactive in their attempted Au-catalyzed silaboration. This journal is
A mild isomerization reaction for β,γ-unsaturated ketone to α,β-unsaturated ketone
Lee, Adam Shih-Yuan,Lin, Mei-Chun,Wang, Shu-Huei,Lin, Li-Shin
, p. 371 - 376 (2015/02/05)
A series of β,γ-unsaturated ketones were isomerized to their corresponding α,β-unsaturated ketones by the introduction of DABCO in iPrOH at room temperature. The endo-cyclic double bond (β,γ-position) on ketone was rearranged to exo-cyclic double bond (α,β-position) under the reaction conditions.
InBr3-Catalyzed Alkynylation and Allylation of Acid Chlorides: A Facile Synthesis of Alkynyl and Allyl Ketones
Yadav,Reddy,Reddy, M. Sridhar,Parimala
, p. 2390 - 2394 (2007/10/03)
Alkynylsilanes and allyltrimethylsilane undergo smooth coupling with acid chlorides in the presence of 5 mol% of indium tribromide under mild conditions to afford the corresponding α,β-acetylenic ketones and β,γ-unsaturated ketones in excellent yields in a short reaction time with high selectivity.
