4609-10-3

Basic information

• Product Name: 5-(4-methoxyphenyl)-5-oxopentanoic acid
• Synonyms: 5-(4-methoxyphenyl)-5-oxopentanoic acid;OTAVA-BB 1043540;UKRORGSYN-BB BBV-213302;5-keto-5-(4-methoxyphenyl)valeric acid;4-p-Anisoylbutyric acid;NSC 105618;4-(4-Methoxybenzoyl)butyric acid
• CAS NO: 4609-10-3
• Molecular Formula: C₁₂H₁₄O₄
• Molecular Weight: 222.24
• Mol File: 4609-10-3.mol
• Article Data: 23

Chemical Properties

• Boiling Point: 426.7°C at 760 mmHg
• Flash Point: 166.6°C
• Appearance: /
• Density: 1.175g/cm³
• Vapor Pressure: 4.86E-08mmHg at 25°C
• Refractive Index: 1.53
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 5-(4-methoxyphenyl)-5-oxopentanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-methoxyphenyl)-5-oxopentanoic acid(4609-10-3)
• EPA Substance Registry System: 5-(4-methoxyphenyl)-5-oxopentanoic acid(4609-10-3)

Safety Data

• Hazardous Substances Data: 4609-10-3(Hazardous Substances Data)

Usage

General Description

5-(4-methoxyphenyl)-5-oxopentanoic acid is a chemical compound with the molecular formula C12H14O4. It belongs to the class of compounds known as benzene and substituted derivatives, and is derived from the natural compound curcumin. 5-(4-methoxyphenyl)-5-oxopentanoic acid has potential anti-inflammatory and antioxidant properties, and has been studied for its potential therapeutic applications in various medical conditions, including cancer and neurodegenerative diseases. Additionally, it is used as a building block in the synthesis of other bioactive molecules. Its structure and properties make it a valuable component in the development of pharmaceuticals and other biologically active compounds.

InChI:InChI=1/C12H14O4/c1-16-10-7-5-9(6-8-10)11(13)3-2-4-12(14)15/h5-8H,2-4H2,1H3,(H,14,15)

Upstream product

• 108-55-4 glutaric anhydride, 
• 100-66-3 methoxybenzene 
• 123-91-1 1,4-dioxane 
• 15638-16-1 1,6-bis-(4-methoxy-phenyl)-cyclohexene 
• 110-94-1 1,5-pentanedioic acid 
• 874-90-8 4-methoxybenzonitrile 
• 146744-35-6 (1S,2R)-trans-2-(4-methoxyphenyl)cyclohexanol 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 120-92-3 cyclopentanone 
• 78195-96-7 1-(4-methoxyphenyl)cyclopentan-1-ol 
• 301303-19-5 [3-(4-methoxy-phenyl)-propyl]-malonic acid 
• 57293-19-3 3-(4-methoxyphenyl)propyl bromide 
• 60-29-7 diethyl ether 

Downstream Products

• 1258204-03-3 5-(4-methoxyphenyl)hex-5-enoic acid 
• 1018453-55-8 (S)-6-(4-methoxyphenyl)piperidin-2-one 
• 25305-58-2 ethyl 5-(4-methoxyphenyl)-5-oxopentanoate 
• 1426679-86-8 5-((tert-butyldimethylsilyl)oxy)-5-(4-methoxyphenyl)pentanal 

Relevant articles and documents

Unexpected rearrangements and a novel synthesis of 1,1-dichloro-1-alkenones from 1,1,1-trifluoroalkanones with aluminium trichloride

A novel reactivity of 1,1,1-trifluoroalkanones is reported, where the reaction with AlCl3 results in the formation of 1,1-dichloro-1-alkenones. The reaction scope was found to be broad, with various chain lengths and aryl substituents tolerated. For substrates containing an electron-rich aromatic ring, further reactions take place, resulting in bicyclic and/or rearrangement products.

Direct Synthesis of Chiral NH Lactams via Ru-Catalyzed Asymmetric Reductive Amination/Cyclization Cascade of Keto Acids/Esters

Lactams with a stereogenic center adjacent to the N atom have existed in many medicinal agents and bioactive alkaloids. Herein we report a broadly applicable synthesis of enantioenriched NH lactams through a one-pot asymmetric reductive amination/cyclization sequence of easily available keto acids/esters. Such cascade processes alleviate the demand for protecting group manipulations as well as intermediate purification. This strategy is capable of constructing enantioenriched lactams and benzo-lactams of a five-, six-, or seven-membered ring in generally high yield and with excellent enantioselectivities (up to 97% ee). Scalable and concise syntheses of key drug intermediates have further displayed the importance of this methodology.

Aryl Boronic Acid Catalysed Dehydrative Substitution of Benzylic Alcohols for C?O Bond Formation

A combination of pentafluorophenylboronic acid and oxalic acid catalyses the dehydrative substitution of benzylic alcohols with a second alcohol to form new C?O bonds. This method has been applied to the intermolecular substitution of benzylic alcohols to form symmetrical ethers, intramolecular cyclisations of diols to form aryl-substituted tetrahydrofuran and tetrahydropyran derivatives, and intermolecular crossed-etherification reactions between two different alcohols. Mechanistic control experiments have identified a potential catalytic intermediate formed between the aryl boronic acid and oxalic acid.