3720-16-9

Basic information

• Product Name: Celery ketone
• Synonyms: 3-methyl-5-propylcyclohex-2-enone;CELERY KETONE;FEMA 3357;FEMA 3577;Livescone;2-Cyclohexen-1-one, 3-methyl-5-propyl-;3-METHYL-5-PROPYLCYCLOHEX-2-EN-1-ONE(CELERYKETONE);3-Methyl-5-propylcyclohex-2-enon
• CAS NO: 3720-16-9
• Molecular Formula: C₁₀H₁₆O
• Molecular Weight: 152.23
• EINECS: 223-069-0
• Product Categories: ketone Flavor
• Mol File: 3720-16-9.mol

Chemical Properties

• Boiling Point: 231.339 °C at 760 mmHg
• Flash Point: 94.621 °C
• Appearance: /
• Density: 0.904 g/cm³
• Vapor Pressure: 0.0627mmHg at 25°C
• Refractive Index: 1.459
• CAS DataBase Reference: Celery ketone(CAS DataBase Reference)
• NIST Chemistry Reference: Celery ketone(3720-16-9)
• EPA Substance Registry System: Celery ketone(3720-16-9)

Safety Data

• Hazardous Substances Data: 3720-16-9(Hazardous Substances Data)

Usage

Uses

Used in Flavor and Fragrance Industry:
Celery ketone is used as a flavoring agent for its warm, spicy, and woody notes, adding depth and complexity to various food products and beverages.
Used in Perfumery:
Celery ketone is used as a fragrance ingredient in perfumes and colognes, providing a unique and distinctive scent that can enhance the overall aroma profile of the product.
Used in Cosmetics:
Celery ketone can be used in cosmetics as a natural alternative to synthetic fragrances, offering a pleasant and natural scent to skincare and beauty products.
Used in Pharmaceutical Industry:
Celery ketone may have potential applications in the pharmaceutical industry, such as in the development of drugs targeting specific receptors or enzymes, due to its unique chemical structure and properties. Further research is needed to explore these possibilities.

Preparation

By condensation of butyric aldehyde with ethyl acetoacetate in the presence of diethylamine and subsequent saponification with a 10% KOH solution, or by condensation in the presence of piperdine in ethanol solution

InChI:InChI=1/C10H16O/c1-3-4-9-5-8(2)6-10(11)7-9/h6,9H,3-5,7H2,1-2H3

Upstream product

• 141-97-9 ethyl acetoacetate 
• 123-72-8 butyraldehyde 
• 570-08-1 diethyl acetylmalonate 
• 541-47-9 3-Methylbutenoic acid 
• 13419-69-7 (E)-2-Hexenoic acid 
• 95557-23-6 4-Hydroxy-6-oxo-4-methyl-2-propyl-cyclohexan-dicarbonsaeure-(1,3)-di-tert-butylester 
• 5609-09-6 3-hepten-2-one 
• 67-64-1 acetone 
• 765906-69-2 triisopropyl-(5-methyl-3-propyl-hex-5-en-1-ynyloxy)-silane 
• 765906-73-8 4-propyl-6-triisopropylsilanyloxy-2-trimethylsilanylmethyl-hex-1-en-5-yne 
• 765906-93-2 2-methyl-4-propyl-hex-1-en-5-yne 
• 779349-09-6 trimethyl-(2-methylene-4-propyl-hex-5-ynyl)-silane 
• 3844-94-8 1-(trimethylsilyl)-1-hexyne 

Downstream Products

• 36186-96-6 3-Methyl-5-propyl-phenol 
• 91250-80-5 1,3-Dimethyl-5-propyl-cyclohexadien-(1,3) 
• 67662-98-0 3-methyl-5-propylcyclohexanone 
• 856352-04-0 6-Hydroxy-1.4-dimethyl-2-propyl-benzol 
• 855428-06-7 1-methyl-3-oxo-5-propyl-cyclohexanecarbonitrile 
• 97908-74-2 methyl Z-3-methyl-5-propylcyclohexylidene acetate 
• 97908-74-2 methyl E-3-methyl-5-propylcyclohexylidene acetate 

Relevant articles and documents

The synthesis of cyclohexenone using l-proline immobilized on a silica gel catalyst by a continuous-flow approach

A facile and convenient method for the synthesis of cyclohexenone compounds was developed using an l-proline immobilized silica gel catalyst combined with a continuous-flow approach. Because of the mild reaction conditions, ease of catalyst recyclability, and product isolation, this reaction approach can potentially be used in a facile scale-up reaction or in industrial applications. the Partner Organisations 2014.

Organocatalyst-mediated aldolrobinson cascade reactions: A convenient synthesis of substituted cyclohex-2-enones

A convenient organocatalytic process for the chemoselective synthesis of substituted cyclohex-2-enones was developed. The cascade reaction involves a remarkable Michael addition of an acyclic ketone-based enamine onto unmodified enones. The enamine-mediated aldolRobinson cascade reactions of aromatic and aliphatic aldehydes with acetone produced substituted cyclohex-2-enones in moderate to high yields under mild reaction conditions.

An efficient synthesis of some 5-substituted-3-methyl-2-cyclohexen-1-ones using microwaves

3-Methyl-2-cyclohexenone and its 5-substituted-derivatives are prepared in high yields and short duration of time, using the microwave irradiation technique by the condensation of ethyl acetoacetate with eight different aldehydes and piperazine.

Recyclization of 1,4-dihydropyridine derivatives in acidic medium

The recyclization of 1,4-dihydropyridines in aqueous-alcoholic hydrochloric acid medium proceeds with cleavage of a C-N bond and pyridine ring opening. Cyclohexenone derivatives are formed as a result of the subsequent intramolecular crotonic condensation of the acyclic intermediate. The leaving carbonyl substituents depart simultaneously with recyclization, depending on the acidity of the reaction medium.

Br?nsted acid-promoted cyclizations of siloxy alkynes with unactivated arenes, alkenes, and alkynes

In this article, we describe the development of a general concept for the development of new carbon-carbon bond-forming processes, which is based on Br?nsted acid-mediated activation of a siloxy alkyne, followed by efficient interception of the resulting highly reactive ketenium ion by unactivated arenes, alkenes or alkynes. We found that trifluoromethane sulfonimide (HNTf2) proved to be a superior promoter of these reactions compared to a range of other Br?nsted acids. This finding could be attributed to a high acidity of HNTf2 in aprotic organic solvents combined with a low nucleophilicity of the NTf2- anion. Depending on the nature of the nucleophile, the carbocyclizations proceeded either via 6-endo-dig or 5-endo-dig manifolds. In the case of 1-siloxy-1,5-diynes, the cyclizations occurred with a concomitant halide abstraction or arylation.

Bronsted acid-promoted cyclizations of siloxyalkynes with arenes and alkenes

We have described the first Bronsted acid-mediated cyclizations of siloxyalkynes with simple arenes and alkenes to afford substituted tetralone and cyclohexenone derivatives. The most notable aspect of the carbocyclizations involving siloxyalkynes is the ability to employ a range of substrates that are not restricted to those containing electron-rich arenes and alkenes. The key mechanistic feature of the reaction is the generation of a highly reactive ketenium ion upon protonation of siloxyalkyne. We believe that the low nucleophilicty of the counteranion is crucial for enabling the formation and effective interception of this highly reactive intermediate. Copyright

Serine carbonates

Serine carbonates of formula I are precursors for organoleptic compounds, masking agents and antimicrobial agents. Further they are alternative substrates for malodor producing enzymes. The symbols in formula I are defined in claim 1.

Compounds having protected hydroxy groups

The present invention relates to compounds with protected hydroxy groups of formula (I) These compounds are precursors for organoleptic agents, such as fragrances, and masking agents and for antimicrobial agents. When activated, the compounds of formula (I) are cleaved and form one or more organoleptic and/or antimicrobial compounds.

Compounds having protected hydroxy groups

The present invention relates to compounds with protected hydroxy groups of formula (I) These compounds are precursors for organoleptic agents, such as fragrances, and masking agents and for antimicrobial agents. When activated, the compounds of formula (I) are cleaved and form one or more organoleptic and/or antimicrobial compounds.

Precursors for fragrant ketones and fragrant aldehydes

The present invention refers to fragrance precursors of formula I for a fragrant ketone of formula II and one or more fragrant aldehydes or ketones of formula III and IV, These fragrance precursors are useful in perfumery, especially in the fine and functional perfumery.