6302-60-9

Basic information

• Product Name: 4-(3,4-dimethoxyphenyl)butan-2-one
• Synonyms: 4-(3,4-dimethoxyphenyl)butan-2-one
• CAS NO: 6302-60-9
• Molecular Formula: C₁₂H₁₆O₃
• Molecular Weight: 208.25
• Mol File: 6302-60-9.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 301.2°C at 760 mmHg
• Flash Point: 126.9°C
• Appearance: /
• Density: 1.039g/cm³
• Vapor Pressure: 0.00107mmHg at 25°C
• Refractive Index: 1.495
• CAS DataBase Reference: 4-(3,4-dimethoxyphenyl)butan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(3,4-dimethoxyphenyl)butan-2-one(6302-60-9)
• EPA Substance Registry System: 4-(3,4-dimethoxyphenyl)butan-2-one(6302-60-9)

Safety Data

• Hazardous Substances Data: 6302-60-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H16O3/c1-9(13)4-5-10-6-7-11(14-2)12(8-10)15-3/h6-8H,4-5H2,1-3H3

Upstream product

• 61914-52-1 1-(3,4-dimethoxyphenyl)-5-hydroxydecan-3-one 
• 128156-34-3 4-(3,4-Dimethoxy-benzyl)-3-methyl-2H-isoxazol-5-one 
• 128156-28-5 (4Z)-4-(3,4-dimethoxybenzylidene)-3-methylisoxazol-5(4H)-one 
• 1833-53-0 2-(Trimethylsilyloxy)propene 
• 93-03-8 (3,4-dimethoxyphenyl)methanol 
• 153993-01-2 tert-Butyl-[3-(3,4-dimethoxy-phenyl)-1-methylene-propoxy]-dimethyl-silane 
• 60234-90-4 4-(3,4-dimethoxy-phenyl)-but-3-en-2-one 
• 51842-87-6 3-(3,4-dimethoxy-phenyl)-propionyl chloride 
• 75-24-1 trimethylaluminum 
• 77-78-1 dimethyl sulfate 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 122-48-5 4-(4-hydroxy-3-methoxyphenyl)-2-butanone 
• 74-88-4 methyl iodide 
• 23513-14-6 (+/-)-[6]-gingerol 

Downstream Products

• 61871-73-6 methylzingerone trimethylsilyl ether 
• 81580-10-1 5-{2-[3-(3,4-Dimethoxy-phenyl)-1-methyl-propylamino]-1-hydroxy-ethyl}-2-hydroxy-benzamide 
• 91998-04-8 (+/-)-di-O-methyl hexahydrocurcumin 
• 77741-94-7 [3-(3,4-Dimethoxy-phenyl)-1-methyl-propyl]-(6,7-dimethoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-amine 
• 153993-01-2 tert-Butyl-[3-(3,4-dimethoxy-phenyl)-1-methylene-propoxy]-dimethyl-silane 
• 57507-12-7 5-(3,4-Dimethoxy-phenyl)-3-methyl-pent-1-yn-3-ol 
• 188476-32-6 4-((E)-4-Allyloxy-3-methyl-but-3-enyl)-1,2-dimethoxy-benzene 
• 79622-76-7 3,4-Dimethoxy-(3'-hydroxybutyl)-benzol 
• 75-25-2 Bromoform 
• 2107-70-2 3,4-methoxycinnamic acid 
• 860518-51-0 1,3,5-tris-(3,4-dimethoxy-phenethyl)-benzene 
• 93-07-2 Veratric acid 
• 838846-23-4 2-[2-(3,4-dimethoxy-phenyl)-ethyl]-2-methyl-pent-4-enal 
• 181222-25-3 4-(3-azidobutyl)-1,2-dimethoxybenzene 

Relevant articles and documents

Olefination via Cu-Mediated Dehydroacylation of Unstrained Ketones

The dehydroacylation of ketones to olefins is realized under mild conditions, which exhibits a unique reaction pathway involving aromatization-driven C-C cleavage to remove the acyl moiety, followed by Cu-mediated oxidative elimination to form an alkene between the α and β carbons. The newly adopted N′-methylpicolinohydrazonamide (MPHA) reagent is key to enable efficient cleavage of ketone C-C bonds at room temperature. Diverse alkyl- and aryl-substituted olefins, dienes, and special alkenes are generated with broad functional group tolerance. Strategic applications of this method are also demonstrated.

Synthesis of Vicinal Quaternary All-Carbon Centers via Acid-catalyzed Cycloisomerization of Neopentylic Epoxides

We report our studies on the development of a catalytic cycloisomerization of 2,2-disubstituted neopentylic epoxides to produce highly substituted tetralins and chromanes. Termination of the sequence occurs via Friedel-Crafts-type alkylation of the remote (hetero)arene linker. The transformation is efficiently promoted by sulfuric acid and proceeds best in 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) as the solvent. Variation of the substitution pattern provided detailed insights into the migration tendencies and revealed a competing disproportionation pathway of dihydronaphthalenes.

Synthesis, docking, cytotoxicity, and LTA4H inhibitory activity of new gingerol derivatives as potential colorectal cancer therapy

Leukotriene A4 hydrolase (LTA4H) is a proinflammatory enzyme that generates the inflammatory mediator leukotriene which may play an important role in chronic inflammation associated carcinogenesis. [6]-gingerol, the major bioactive compound of Zingiber officinale, is a potential inhibitor of LTA4H, a highly expressed enzyme in colorectal carcinoma. Eighteen compounds; seven of natural origin (including [4]-, [6]-, [8]-, and [10]-gingerol), five new and six known semi-synthesized [6]-gingerol derivatives were examined using docking, in vitro cytotoxicity against human colon cancer cells (HCT-116) and LTA4H aminopeptidase and epoxide hydrolase inhibitory studies. Methyl shogoal (D8) showed to be the most potent compound against HCT-116 cells (IC50; 1.54?μM). Remarkably, D8 proved to be non-cytotoxic to normal cells; (TIG-1) and (HF-19) with high selective index (SI; 52.3). Furthermore [6]-gingerol derivatives showed potent LTA4H inhibitory activities in comparison to the universal positive controls (bestatin and 4BSA). Among the natural gingerols, [10]-gingerol (N3) exhibited the highest LTA4H aminopeptidase and epoxide hydrolase inhibitory activities with IC50; 21.59 and 15.24?μM, respectively. Meanwhile, methyl shogoal (D8) and 4′-O-prenyl-[6]-gingerol (D10) retained the highest inhibition with IC50; 4.92 and 3.01?μM, for aminopeptidase, and 11.27 and 7.25?μM for epoxide hydrolase activities, respectively.