51806-23-6

Basic information

• Product Name: dimethyl (3-oxo-2-pentylcyclopentyl)malonate
• Synonyms: dimethyl (3-oxo-2-pentylcyclopentyl)malonate;(3-oxo-2-pentylcyclopentyl)-,dimethyl ester;3-Oxo-2-pentylcyclopentylmalonic acid dimethyl ester;Einecs 257-434-0;Propanedioic acid, (3-oxo-2-pentylcyclopentyl)-, dimethyl ester;Propanedioic acid, 2-(3-oxo-2-pentylcyclopentyl)-, 1,3-dimethyl ester
• CAS NO: 51806-23-6
• Molecular Formula: C₁₅H₂₄O₅
• Molecular Weight: 284.34806
• EINECS: 257-434-0
• Mol File: 51806-23-6.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 360.5°Cat760mmHg
• Flash Point: 155°C
• Appearance: /
• Density: 1.075g/cm³
• Vapor Pressure: 2.21E-05mmHg at 25°C
• Refractive Index: 1.465
• CAS DataBase Reference: dimethyl (3-oxo-2-pentylcyclopentyl)malonate(CAS DataBase Reference)
• NIST Chemistry Reference: dimethyl (3-oxo-2-pentylcyclopentyl)malonate(51806-23-6)
• EPA Substance Registry System: dimethyl (3-oxo-2-pentylcyclopentyl)malonate(51806-23-6)

Safety Data

• Hazardous Substances Data: 51806-23-6(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
Dimethyl (3-oxo-2-pentylcyclopentyl)malonate is used as an intermediate in the synthesis of various organic compounds. Its unique structure allows it to be a valuable building block in the creation of complex molecules, which can be further utilized in different industries.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, dimethyl (3-oxo-2-pentylcyclopentyl)malonate is used as a key component in the development of new drugs. Its chemical properties make it suitable for the synthesis of potential therapeutic agents, contributing to the advancement of medicinal chemistry.
Used in Flavor and Fragrance Industry:
Dimethyl (3-oxo-2-pentylcyclopenty)malonate is employed as a raw material in the production of flavorings and fragrances. Its distinct chemical composition lends itself to the creation of unique scents and tastes, enhancing the sensory experience in various consumer products.
Used in Research and Development:
Dimethyl (3-oxo-2-pentylcyclopentyl)malonate is utilized in research and development settings to explore its potential applications and properties. Scientists and researchers investigate its reactivity, stability, and interactions with other compounds, which can lead to new discoveries and innovations in the field of chemistry.

InChI:InChI=1/C15H24O5/c1-4-5-6-7-10-11(8-9-12(10)16)13(14(17)19-2)15(18)20-3/h10-11,13H,4-9H2,1-3H3

Upstream product

• 25564-22-1 2-pentyl-2-cyclopenten-1-one 
• 108-59-8 malonic acid dimethyl ester 
• 16424-35-4 2-pentylidenecyclopentan-1-one 
• 628-71-7 1-Heptyne 
• 110-53-2 1-Bromopentane 
• 42558-01-0 2-(1-hydroxypentyl)-cyclopentanone 
• 110-62-3 pentanal 
• 120-92-3 cyclopentanone 
• 611-10-9 2-ethoxycarbonyl-1-cyclopentanone 
• 24852-03-7 2-Ethoxycarbonyl-2-pentyl-1-cyclopentanone 
• 4819-67-4 2-pentyl-cyclopentanone 
• 24851-93-2 2-pentylcyclopent-1-en-1-yl acetate 
• 18424-76-5 dimethyl malonate sodium salt 

Downstream Products

• 24851-98-7 methyl 3-oxo-2-pentylcyclopentaneacetate 
• 67-56-1 methanol 
• 3572-64-3 2-(3-oxy-2-pentylcyclopentyl)acetic acid 
• 2570-03-8 (+/-)-methyl dihydroepijasmonate 
• 2630-39-9 methyl dihydro jasmonate 
• 151716-36-8 trans-methyl ((1S,2S)-2-pentyl-3-oxocyclopentyl)acetate 

Relevant articles and documents

Preparation method of 3-(3-oxo-2-pentyl) cyclopentyl dimethyl malonate

The invention relates to a preparation method of 3-(3-oxo-2-pentyl) cyclopentyl dimethyl malonate. The preparation method of the 3-(3-oxo-2-pentyl) cyclopentyl dimethyl malonate comprises the following step: in the presence of a transition metal complex and a catalytic additive, reacting 2-pentyl-2-cyclopentenone with dimethyl malonate in a reaction solvent to obtain the 3-(3-oxo-2-pentyl) cyclopentyl dimethyl malonate. According to the preparation method provided by the invention, a sodium methoxide strong base catalyst is not needed, the generation of salt-containing wastewater is avoided, the method is environment-friendly and high in yield, and meanwhile, the recycling of the catalyst is realized.

Preparation method of methyl dihydrojasmonate

The invention discloses an efficient synthesis method of methyl dihydrojasmonate. Under catalysis of homogeneous rhodium and organic nitric oxide, 1-heptyne and ethylene have Pauson-Khand reaction, 2-amyl-2-cyclopentenone is rapidly and efficiently obtained, and an intermediate is subjected to addition and decarboxylation by dimethyl malonate to obtain the methyl dihydrojasmonate. The efficient synthesis method mainly has the advantages that 1-heptyne and ethylene Pauson-Khand reaction yield is effectively improved by the aid of the organic nitric oxide, and usage of rhodium catalysts is reduced. Compared with a traditional methyl dihydrojasmonate production method, the method has the advantages that route steps are short, atom economy is high, the cost is low, and the method is suitable for scale production of the methyl dihydrojasmonate.

Method of manufacturing methylcyclopentanone deriv. (by machine translation)

PROBLEM TO BE SOLVED: To provide an efficient method for producing a cyclopentanone derivative usable as an intermediate for a methyl (3-oxocyclopentyl)acetate derivative useful as a perfumery material.SOLUTION: The method for producing the cyclopentanone derivative expressed by general formula (III) comprises Michael addition reaction of a 2-cyclopenten-1-one derivative and an ester compound in the presence of a solid base catalyst containing a phosphazene base or a guanidine base. In the formula, Ris a 1-10C hydrocarbon group; Ris 1-4C alkyl; and Ris 1-4C alkyl or alkoxyl.

METHOD FOR PRODUCING OF 2-ALKYL-2-CYCLOALKEN-1-ONE

The present invention relates to [1] a process for producing a 2-alkyl-2-cycloalken-1-one represented by the following general formula (2), which includes the step of subjecting a 2-(1-hydroxyalkyl)cycloalkan-1-one to dehydration and isomerization in the co-existence of an acid and a platinum group metal catalyst, and [2] a process for producing an alkyl(3-oxo-alkylcycloalkyl)acetate which is useful as a perfume material, using the 2-alkyl-2-cycloalken-1-one: wherein n is an integer of 1 or 2; and R1 and R2 are each independently a hydrogen atom or an alkyl group having 1 to 8 carbon atoms with the proviso that R1 and R2 may form a ring through a carbon atom adjacent thereto.

METHOD FOR PRODUCING OF 2-ALKYL-2-CYCLOALKEN-1-ONE

The present invention relates to [1] a process for producing a 2-alkyl-2-cycloalken-1-one represented by the following general formula (2), which includes the step of subjecting a 2-(1-hydroxyalkyl)cycloalkan-1-one to dehydration and isomerization in the co-existence of an acid and a platinum group metal catalyst, and [2] a process for producing an alkyl(3-oxo-alkylcycloalkyl)acetate which is useful as a perfume material, using the 2-alkyl-2-cycloalken-1-one: wherein n is an integer of 1 or 2; and R1 and R2 are each independently a hydrogen atom or an alkyl group having 1 to 8 carbon atoms with the proviso that R1 and R2 may form a ring through a carbon atom adjacent thereto.

Method of producing acetate derivative

The present invention relates to a method of producing an acetate derivative represented by the formula (II) by demonocarboxylating dimalonate represented by the formula (I), wherein water is supplied while the concentration of water in a demonocarboxylating reaction solution is controlled to 0.4% by weight or less to run demonocarboxylation: wherein n denotes an integer of 1 or 2, R1 and R2 represent H, a C1-8 alkyl group or the like and R3 represents a C1-3 alkyl group.

Cycloalkanone composition

The present invention relates to a cycloalkanone composition which contains cycloalkanone (1) in an amount of 70 wt% or more based on the composition, wherein the content of a dimer of a cycloalkanone represented by formula (2) is 0.055 or less in terms of weight ratio to the cycloalkanone (1), a process for producing the same, a process for producing a composition containing alkyl acetate (5) by using the cycloalkanone composition, and an alkyl acetate composition obtained by the process wherein n is an integer of 1 or 2, R1 and R2 each represent H, a C1 to C8 alkyl group etc., and R3 represents a C1 to C3 alkyl group.