61888-37-7

Basic information

• Product Name: 5-(4-METHYLPHENYL)CYCLOHEXANE-1,3-DIONE
• Synonyms: ASISCHEM C66299;5-(4-METHYLPHENYL)CYCLOHEXANE-1,3-DIONE;5-(4-Methylphenyl)-1,3-Cyclohexanedione;1,3-Cyclohexanedione, 5-(4-Methylphenyl)-;5-(p-Tolyl)cyclohexane-1,3-dione;5-(4-methylphenyl)cyclohexane-1,3-quinone
• CAS NO: 61888-37-7
• Molecular Formula: C₁₃H₁₄O₂
• Molecular Weight: 202.25
• Mol File: 61888-37-7.mol
• Article Data: 8

Chemical Properties

• Melting Point: 176-179°C
• Boiling Point: 372.5°C at 760 mmHg
• Flash Point: 139.7°C
• Appearance: /
• Density: 1.124g/cm³
• Vapor Pressure: 9.57E-06mmHg at 25°C
• Refractive Index: 1.548
• CAS DataBase Reference: 5-(4-METHYLPHENYL)CYCLOHEXANE-1,3-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-METHYLPHENYL)CYCLOHEXANE-1,3-DIONE(61888-37-7)
• EPA Substance Registry System: 5-(4-METHYLPHENYL)CYCLOHEXANE-1,3-DIONE(61888-37-7)

Safety Data

• Hazardous Substances Data: 61888-37-7(Hazardous Substances Data)

Usage

General Description

5-(4-Methylphenyl)cyclohexane-1,3-dione, also known as p-methylbenzoylacetic acid or R-30695, is a chemical compound with the molecular formula C14H16O2. It is a yellow crystalline solid that is used in the synthesis of various pharmaceuticals and organic compounds. 5-(4-METHYLPHENYL)CYCLOHEXANE-1,3-DIONE has been studied for its potential anti-inflammatory and analgesic properties, and has also been implicated in the treatment of various diseases. Its structure contains a cyclohexane ring with a 1,3-dione functional group and a p-methylphenyl substituent, making it a versatile and important chemical in the field of organic chemistry.

InChI:InChI=1/C13H14O2/c1-9-2-4-10(5-3-9)11-6-12(14)8-13(15)7-11/h2-5,11H,6-8H2,1H3

Upstream product

• 4023-84-1 4-(p-tolyl)-3-buten-2-one 
• 105-53-3 diethyl malonate 
• 104-87-0 4-methyl-benzaldehyde 

Downstream Products

• 144129-07-7 7-Chloro-10-hydroxy-3-p-tolyl-3,4-dihydro-2H,10H-acridine-1,9-dione 
• 61888-40-2 3-Chloro-5-p-tolyl-cyclohex-2-enone 
• 1001091-83-3 2-(3-oxo-5-p-tolylcyclohex-1-enylamino)thiophene-3-carbonitrile 
• 1204872-73-0 3-(3-oxo-5-p-tolylcyclohex-1-enylamino)thiophene-2-carbonitrile 
• 1252047-98-5 2-(3-oxo-5-p-tolyl-cyclohex-1-enylamino)-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile 
• 1372610-97-3 1-hydroxy-3-p-tolyl-6H-benzo[c]chromen-6-one 
• 1372611-02-3 1-hydroxy-8-methoxy-3-p-tolyl-6H-benzo[c]chromen-6-one 
• 1407229-49-5 C₂₀H₁₈O₂ 
• 1407229-50-8 C₂₄H₂₀O₂ 
• 1083067-15-5 2-acetyl-5-(p-tolyl)cyclohexane-1,3-dione 
• 1609374-99-3 2-(1-((2-methoxyphenyl)amino)ethylidene)-5-(p-tolyl)cyclohexane-1,3-dione 
• 203645-98-1 3,5-dihydroxy-4′-methyl-1,1′-biphenyl 
• 351163-54-7 2-(4-(2-(((2,6-dioxo-4-(p-tolyl) cyclohexylidene)methyl)amino)ethyl)piperazin-1-yl)-N-(p-tolyl)acetamide 

Relevant articles and documents

Inhibition of Autophagy by a Small Molecule through Covalent Modification of the LC3 Protein

The autophagic ubiquitin-like protein LC3 functions through interactions with LC3-interaction regions (LIRs) of other autophagy proteins, including autophagy receptors, which stands out as a promising protein–protein interaction (PPI) target for the intervention of autophagy. Post-translational modifications like acetylation of Lys49 on the LIR-interacting surface could disrupt the interaction, offering an opportunity to design covalent small molecules interfering with the interface. Through screening covalent compounds, we discovered a small molecule modulator of LC3A/B that covalently modifies LC3A/B protein at Lys49. Activity-based protein profiling (ABPP) based evaluations reveal that a derivative molecule DC-LC3in-D5 exhibits a potent covalent reactivity and selectivity to LC3A/B in HeLa cells. DC-LC3in-D5 compromises LC3B lipidation in vitro and in HeLa cells, leading to deficiency in the formation of autophagic structures and autophagic substrate degradation. DC-LC3in-D5 could serve as a powerful tool for autophagy research as well as for therapeutic interventions.

Dehydrogenative Formation of Resorcinol Derivatives Using Pd/C-Ethylene Catalytic System

The conversion of substituted 1,3-cyclohexanediones to the alkyl ethers of resorcinol using a Pd/C-ethylene system is reported. In these reactions, ethylene works as a hydrogen acceptor. The efficient synthesis of resveratrol was achieved using this protocol as a key step. In addition, the direct formation of substituted resorcinols was carried out by adding K2CO3 into the reaction media.

Tandem reactions leading to benzo[c]chromen-6-ones and 3-substituted isocoumarins

A simple and convenient protocol for the synthesis of benzo[c]chromen-6- ones and 3-substituted isocoumarins through a CuI-catalyzed tandem reaction of 2-bromobenzoates withcyclohexane-1,3-diones or acyclic 1,3-diones is developed. This strategy can also be extended to the one-pot synthesis of isoquinolin-1(2H)-one and 3,4-dihydrophenanthridine-1,6(2H,5H)-dione. A simple and convenient protocol for the synthesis of benzo[c]chromen-6-ones and 3-substituted isocoumarins through a CuI-catalyzed tandem reaction of 2-bromobenzoates with cyclohexane-1,3-dione or acyclic 1,3-dione has been developed. This strategy can also be extended to the one-pot synthesis of isoquionlin-1(2H)-one and 3,4-dihydrophenanthridine-1,6-(2H,5H)-dione. Copyright