31608-26-1

Basic information

• Product Name: (E)-2-(4-chlorobenzylidene)cyclopentanone
• Synonyms: (E)-2-(4-chlorobenzylidene)cyclopentanone
• CAS NO: 31608-26-1
• Molecular Formula: C₁₂H₁₁ClO
• Molecular Weight: 206.66814
• Mol File: 31608-26-1.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (E)-2-(4-chlorobenzylidene)cyclopentanone(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-2-(4-chlorobenzylidene)cyclopentanone(31608-26-1)
• EPA Substance Registry System: (E)-2-(4-chlorobenzylidene)cyclopentanone(31608-26-1)

Safety Data

• Hazardous Substances Data: 31608-26-1(Hazardous Substances Data)

Usage

Description

(E)-2-(4-chlorobenzylidene)cyclopentanone, with the chemical formula C13H11ClO, is a yellow liquid at room temperature. It is a versatile chemical compound that serves as a building block for the synthesis of various pharmaceuticals and agrochemicals. (E)-2-(4-chlorobenzylidene)cyclopentanone is also recognized for its potential anti-inflammatory and analgesic properties, making it a subject of interest in medicinal chemistry. Its unique molecular structure, featuring a benzylidene ring and a cyclopentanone moiety, provides it with diverse reactivity and the potential to be used in the development of novel drug candidates. Additionally, (E)-2-(4-chlorobenzylidene)cyclopentanone has been investigated for its possible application in organic electronic devices due to its intriguing electronic properties.

Uses

Used in Pharmaceutical Industry:
(E)-2-(4-chlorobenzylidene)cyclopentanone is used as a building block for the synthesis of various pharmaceuticals due to its unique molecular structure and diverse reactivity. It contributes to the development of new drugs with potential applications in treating different medical conditions.
Used in Agrochemical Industry:
In the agrochemical industry, (E)-2-(4-chlorobenzylidene)cyclopentanone is utilized as a key component in the creation of various agrochemicals, which are essential for enhancing crop protection and productivity.
Used in Medicinal Chemistry:
(E)-2-(4-chlorobenzylidene)cyclopentanone is used as a compound of interest for its potential anti-inflammatory and analgesic properties. Researchers are exploring its applications in the development of new medications to alleviate pain and reduce inflammation.
Used in Organic Electronic Devices:
(E)-2-(4-chlorobenzylidene)cyclopentanone is also being studied for its potential application in the field of organic electronic devices. Its interesting electronic properties make it a candidate for use in the development of advanced electronic components and systems.

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 1056246-36-6 2-bromocyclopentanone 
• 588699-50-7 4-[5-(4-chlorobenzyliden)-1-cyclopenten-1-yl]morpholine 
• 120-92-3 cyclopentanone 
• 936-52-7 1-(N-morpholino)cyclopent-1-ene 

Downstream Products

• 669763-71-7 C₁₃H₁₄ClN₃S 
• 1010821-04-1 trifluoromethanesulfonic acid 2-[1-(4-chlorophenyl)but-3-enyl]cyclopent-1-enyl ester 
• 1001592-69-3 2-[(E)-3-phenylallylidene]cyclopentanone 
• 1048972-68-4 2-(4-chlorobenzylidene)-5-dimethylaminomethyl cyclopentanone hydrochloride 
• 1048972-00-4 2-methylene-5-(4-chlorobenzylidene)cyclopentanone 
• 115851-28-0 5-[(4-chlorophenyl)methyl]-2,2-dimethylcyclopentanone 
• 143764-90-3 cis-7-[(4-chlorophenyl)methyl]-4,4-dimethyl-1-oxaspiro[2.4]heptane 
• 125116-23-6 metconazole 
• 131984-21-9 2,2-dimethyl-5-(4-chlorobenzylidene)cyclopentanone 

Relevant articles and documents

[...] and its preparation method (by machine translation)

The invention discloses a high-purity [...] and its preparation method; its preparation as follows: cyclopentanone and P-formaldehyde condensation reaction to obtain the exocyclic double bond of the α, β - unsaturated ketone (II); then and methylation reagent reaction to obtain the α ', α' - double-methyl substituted exocyclic double bond of the α, β - unsaturated ketone (III); then under the action of catalyst and hydrogen reduction of the double bond is obtained by reaction of 2, 2 - dimethyl - 5 - (4 - benzylic) cyclopentanone (IV); the reduction product (IV) generating Johnson - Corey - Chaykovsky reaction to obtain the epoxy propane compound (V); finally the epoxy propane compounds (V) and 1, 2, 4 - triazole reaction and after recrystallized to obtain high-purity [...] (I). Preparation method of this invention the raw material is cheap, short route, good selectivity, high total yield, good atom economy advantages, is extremely suitable for industrial production. (by machine translation)

Ultrasound mediation for efficient synthesis of monoarylidene derivatives of homo- and heterocyclic ketones

Ultrasonic irradiation was efficiently used for high yield synthesis of monoarylidene derivatives of cyclic systems directly from the reaction of ketone with various aldehydes under solvent-free conditions. Reactions took place rapidly in the presence of catalytic amounts of pyrrolidine, while no significant formation of the undesired bis by-products was observed. Moreover, the procedure was applicable to both homo- and heterocyclic ketones.

An efficient procedure for the synthesis of α,β-unsaturated ketones and its application to heterocyclic systems

An efficient and room-temperature procedure is developed for high yield synthesis of novel α,β-unsaturated derivatives of thiopyran 3 directly from ketone 1 and various aldehydes in the presence of catalytic quantities of TMSNMe2 and MgBr2OEt2 under solvent-free conditions. The main advantage of the procedure is that the formation of the undesired bis by-products is minimized. In addition, the procedure is applicable to other enolizable carbocyclic and acyclic ketones. Georg Thieme Verlag Stuttgart. New York.