122-84-9 Usage
Description
4-Methoxyphenylacetone, also known as l-(p-methoxyphenyl)-2-propanone, is an organic compound with an odor and taste similar to anise. It is a pale yellow liquid that can be obtained through various chemical reactions, such as boiling αor β-anetholglycol with a 20% solution of sulfuric acid or treating l-(p-methoxyphenyl)-propan-l,2-ol with diluted sulfuric acid.
Uses
Used in Flavor and Fragrance Industry:
4-Methoxyphenylacetone is used as a flavoring agent for its sweet spicy taste with green anisic and minty nuances, detected at a taste threshold value of 15 ppm. Its anise-like aroma makes it suitable for enhancing the flavor of various food products and beverages.
Used in Perfumery:
4-Methoxyphenylacetone is used as a fixative in perfumery, helping to stabilize and prolong the scent of fragrances. Its unique aroma profile contributes to the overall complexity and depth of perfume compositions.
Used in Pheromone Production:
As a volatile compound released by flowering plants to attract insects, 4-methoxyphenylacetone can be used in the production of pheromones for agricultural and ecological purposes, such as pest control and monitoring insect populations.
Used in Asymmetric Amination Studies:
4-Methoxyphenylacetone serves as a substrate in the study of asymmetric amination, a crucial reaction in the synthesis of chiral amines. This research can lead to the development of new catalysts and methods for producing enantiomerically pure amines, which are important building blocks in the pharmaceutical and chemical industries.
Preparation
Obtained by boiling α- or β-anetholglycol with a 2% solution of sulfuric acid, or from 1-(p-methoxyphenyl)-propan-1,2-ol
by treatment with diluted sulfuric acid.
Synthesis Reference(s)
The Journal of Organic Chemistry, 61, p. 1748, 1996 DOI: 10.1021/jo9518314
Flammability and Explosibility
Notclassified
Safety Profile
Moderately toxic by ingestion andother routes. A skin irritant. A flammable liquid.
Check Digit Verification of cas no
The CAS Registry Mumber 122-84-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,2 and 2 respectively; the second part has 2 digits, 8 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 122-84:
(5*1)+(4*2)+(3*2)+(2*8)+(1*4)=39
39 % 10 = 9
So 122-84-9 is a valid CAS Registry Number.
InChI:InChI=1/C10H12O2/c1-8(11)7-9-3-5-10(12-2)6-4-9/h3-6H,7H2,1-2H3
122-84-9Relevant articles and documents
Tuinman,A. et al.
, p. 1778 - 1781 (1968)
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Fort,Roberts
, p. 584,589 (1956)
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Catalytic Aerobic Oxidation of Alkenes with Ferric Boroperoxo Porphyrin Complex; Reduction of Oxygen by Iron Porphyrin
Kimura, Kento,Kurahashi, Takuya,Matsubara, Seijiro,Murano, Shunpei
supporting information, p. 2493 - 2497 (2021/12/29)
We herein describe the development of a mild and selective catalytic aerobic oxidation process of olefins. This catalytic aerobic oxidation reaction was designed based on experimental and spectroscopic evidence assessing the reduction of atmospheric oxygen using a ferric porphyrin complex and pinacolborane to form a ferric boroperoxo porphyrin complex as an oxidizing species. The ferric boroperoxo porphyrin complex can be utilized as an in-situ generated intermediate in the catalytic aerobic oxidation of alkenes under ambient conditions to form oxidation products that differ from those obtained using previously reported ferric porphyrin catalysis. Moreover, the mild reaction conditions allow chemoselective oxidation to be achieved.
Photoredox-Catalyzed Dehydrogenative Csp3-Csp2Cross-Coupling of Alkylarenes to Aldehydes in Flow
Griffiths, Oliver M.,Esteves, Henrique A.,Chen, Yiding,Sowa, Karin,May, Oliver S.,Morse, Peter,Blakemore, David C.,Ley, Steven V.
, p. 13559 - 13571 (2021/10/01)
Executing photoredox reactions in flow offers solutions to frequently encountered issues regarding reproducibility, reaction time, and scale-up. Here, we report the transfer of a photoredox-catalyzed benzylic coupling of alkylarenes to aldehydes to a flow chemistry setting leading to improvements in terms of higher concentration, shorter residence times, better yields, ease of catalyst preparation, and enhanced substrate scope. Its applicability has been demonstrated by a multi-gram-scale reaction using high-power light-emitting diodes (LEDs), late-stage functionalization of selected active pharmaceutical ingredients (APIs), and also a photocatalyst recycling method.