6328-24-1

Basic information

• Product Name: 3-propylcyclohex-2-en-1-one
• Synonyms: 3-propylcyclohex-2-en-1-one;3-propylcyclohex-2-enone
• CAS NO: 6328-24-1
• Molecular Formula: C₉H₁₄O
• Molecular Weight: 138.21
• Mol File: 6328-24-1.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 220.6°C at 760 mmHg
• Flash Point: 88.8°C
• Appearance: /
• Density: 0.931g/cm³
• Vapor Pressure: 0.112mmHg at 25°C
• Refractive Index: 1.469
• CAS DataBase Reference: 3-propylcyclohex-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-propylcyclohex-2-en-1-one(6328-24-1)
• EPA Substance Registry System: 3-propylcyclohex-2-en-1-one(6328-24-1)

Safety Data

• Hazardous Substances Data: 6328-24-1(Hazardous Substances Data)

Usage

Description

3-Propylcyclohex-2-en-1-one is an organic compound that features a cyclohexenone ring with a propyl group attached to it. It is known for its unique chemical properties and reactivity, making it a valuable compound in various chemical and industrial applications.

Uses

Used in Chemical Synthesis:
3-Propylcyclohex-2-en-1-one is used as a reagent in the iron-catalyzed enantioselective epoxidation of cyclic aliphatic enones with aqueous H2O2. This application takes advantage of the compound's ability to participate in selective reactions, leading to the formation of specific enantiomers that are crucial in the synthesis of various pharmaceuticals and fine chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-propylcyclohex-2-en-1-one is used as a key intermediate in the synthesis of various drugs and drug candidates. Its unique structure allows for the development of novel compounds with potential therapeutic applications.
Used in Flavor and Fragrance Industry:
3-Propylcyclohex-2-en-1-one is also utilized in the flavor and fragrance industry due to its distinct odor profile. It can be used as a building block for creating complex and nuanced scents for perfumes, as well as adding depth and character to various flavors in the food and beverage industry.
Used in Material Science:
In material science, 3-propylcyclohex-2-en-1-one can be employed in the development of novel polymers and materials with specific properties. Its chemical structure allows for the creation of polymers with tailored characteristics, such as improved mechanical strength, thermal stability, or chemical resistance, depending on the desired application.

InChI:InChI=1/C9H14O/c1-2-4-8-5-3-6-9(10)7-8/h7H,2-6H2,1H3

Upstream product

• 115834-54-3 1-propylcyclohex-2-en-1-ol 
• 930-30-3 cyclopent-2-enone 
• 930-68-7 cyclohexenone 
• 5323-87-5 3-Ethoxycyclohex-2-en-1-one 
• 2234-82-4 1-propylmagnesium chloride 
• 38338-80-6 2-methyl-2-(4-oxoheptyl)-1,3-dioxolane 
• 61476-98-0 7-tosyl-1,4-dioxaspiro[4.5]decane 
• 23074-59-1 3-isobutoxycyclohex-2-en-1-one 
• 40996-91-6 3-vinyl-cyclohex-2-enone 
• 82235-20-9 7-Propyl-7-(toluene-4-sulfonyl)-1,4-dioxa-spiro[4.5]decane 
• 74056-07-8 3-(3-bromopropyl)-2-cyclohexen-1-one 
• 75-16-1 methylmagnesium bromide 
• 36452-81-0 nonane-2,6-dione 
• 927-77-5 n-propylmagnesium bromide 

Downstream Products

• 1240123-15-2 3-(diphenylphosphoryl)-3-propylcyclohexanone 
• 1235989-01-1 (R)-3-propyl-3-phenylcyclohexanone 
• 73959-35-0 (R)-(+)-3-Propylcyclohexanone 
• 73959-34-9 (S)-(-)-3-Propylcyclohexanone 
• 99942-87-7 Acetic acid 3-propyl-cyclohex-2-enyl ester 
• 69824-91-5 3-n-propylcyclohexanone 
• 1052183-19-3 (R)-3-(nitromethyl)-3-propylcyclohexanone 

Relevant articles and documents

Chemo-Enzymatic Oxidative Rearrangement of Tertiary Allylic Alcohols: Synthetic Application and Integration into a Cascade Process

A chemo-enzymatic catalytic system, comprised of Bobbitt's salt and laccase from Trametes versicolor, allowed the [1,3]-oxidative rearrangement of endocyclic allylic tertiary alcohols into the corresponding enones under an Oxygen atmosphere in aqueous media. The yields were in most cases quantitative, especially for the cyclopent-2-en-1-ol or the cyclohex-2-en-1-ol substrates without an electron withdrawing group (EWG) on the side chain. Transpositions of macrocyclic alkenols or tertiary alcohols bearing an EWG on the side chain were instead carried out in acetonitrile by using an immobilized laccase preparation. Dehydro-Jasmone, dehydro-Hedione, dehydro-Muscone and other fragrance precursors were directly prepared with this procedure, while a synthetic route was developed to easily transform a cyclopentenone derivative into trans-Magnolione and dehydro-Magnolione. The rearrangement of exocyclic allylic alcohols was tested as well, and a dynamic kinetic resolution was observed: α,β-unsaturated ketones with (E)-configuration and a high diastereomeric excess were synthesized. Finally, the 2,2,6,6-tetramethyl-1-piperidinium tetrafluoroborate (TEMPO+BF4?)/laccase catalysed oxidative rearrangement was combined with the ene-reductase/alcohol dehydrogenase cascade process in a one-pot three-step synthesis of cis or trans 3-methylcyclohexan-1-ol, in both cases with a high optical purity. (Figure presented.).

NIACIN RECEPTOR AGONISTS, COMPOSITIONS CONTAINING SUCH COMPOUNDS AND METHODS OF TREATMENT

The present invention encompasses compounds of Formula (I): as well as pharmaceutically acceptable salts and hydrates thereof, that are useful for treating atherosclerosis, dyslipidemias and the like. Pharmaceutical compositions and methods of use are also included.

Perfuming ingredients of the woody type

The present invention relates to the use as perfuming ingredient of a decaline derivative of formula wherein R1 is a lower alkyl, the R2 to R5 are hydrogen atoms or lower alkyls and at least one dotted line is a double bond, which is a useful perfuming ingredient of the woody or woody-citrus type.