24672-83-1

Basic information

• Product Name: 1-[2-HYDROXY-4-(3-METHYL-BUT-2-ENYLOXY)-PHENYL]-ETHANONE
• Synonyms: 1-[2-HYDROXY-4-(3-METHYL-BUT-2-ENYLOXY)-PHENYL]-ETHANONE
• CAS NO: 24672-83-1
• Molecular Formula: C₁₃H₁₆O₃
• Molecular Weight: 220.26434
• Mol File: 24672-83-1.mol
• Article Data: 13

Chemical Properties

• Melting Point: 47 °C
• Boiling Point: 365.8±27.0 °C(Predicted)
• Appearance: /
• Density: 1.085±0.06 g/cm3(Predicted)
• PKA: 9.79±0.10(Predicted)
• CAS DataBase Reference: 1-[2-HYDROXY-4-(3-METHYL-BUT-2-ENYLOXY)-PHENYL]-ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[2-HYDROXY-4-(3-METHYL-BUT-2-ENYLOXY)-PHENYL]-ETHANONE(24672-83-1)
• EPA Substance Registry System: 1-[2-HYDROXY-4-(3-METHYL-BUT-2-ENYLOXY)-PHENYL]-ETHANONE(24672-83-1)

Safety Data

• Hazardous Substances Data: 24672-83-1(Hazardous Substances Data)

Usage

Preparation

Preparation by reaction of prenyl bromide on resacetophenonebr/in the presence of potassium carbonate in refluxing acetone in the presence of potassium hydroxide in methanol, at 0° (14%) or at r.t. (4%) by photochemical method in the presence of benzoyl peroxide in dry benzene for 8 h (10%).

Upstream product

• 89-84-9 2',4'-dihydroxy-4-acetophenone 
• 870-63-3 prenyl bromide 

Downstream Products

• 93176-13-7 4'-(3,3-dimethylallyloxy)-3-benzyloxy-2'-hydroxy-4-methoxychalcone 
• 443684-28-4 C₂₀H₁₉NO₅ 
• 1252677-53-4 C₂₀H₁₉ClO₃ 
• 1252677-50-1 C₂₂H₂₅NO₃ 
• 623121-73-3 C₂₀H₁₇ClO₃ 
• 623121-69-7 C₂₁H₂₀O₃ 

Relevant articles and documents

Antibacterial and anti-inflammatory activities of 4-Hydroxycordoin: Potential therapeutic benefits

4-Hydroxycordoin (1), a natural isopentenyloxychalcone, is a plant secondary metabolite that is relatively rare. Since there are very few reports about the biological activities of 1, its potential benefits for periodontal disease were investigated. A mar

Natural Products as Sources of New Fungicides (I): Synthesis and Antifungal Activity of Acetophenone Derivatives Against Phytopathogenic Fungi

Several series of 45 acetophenone derivatives bearing various alkyl or benzyl substituents were conveniently synthesized and their structures characterized by 1H and 13C NMR spectroscopy, HRMS and single-crystal X-ray analysis. Their in vitro antifungal activities against a panel of phytopathogenic fungi were evaluated by mycelial growth rate assay. Of them, 12 derivatives (e.g., 3a-c, 4c and 4e) exhibited more potent antifungal effects on some phytopathogens than a commercial fungicide hymexazol as positive control. In particular, compound 3b with IC50 values of 10-19μg/mL was found to be the most active in this series and might be a potential lead structure for further optimization. The preliminary structure-activity relationship (SAR) studies of a series of acetophenones are also discussed. A series of acetophenone derivatives have been synthesized and tested for their antifungal activities. Of them 12 derivatives exhibited more potent antifungal effects on some phytopathogens than a positive control hymexazol. Especially, compound 3b (IC50=10-19μg/mL) was found to be the most active and might be a potential lead structure. The SAR of these acetophenones is also discussed.

Highly efficient and selective deprotection method for prenyl, geranyl, and phytyl ethers and esters using borontrifluoride-etherate

An efficient, simple, and practical method has been developed for the deprotection of prenyl, geranyl, and phytyl ethers and esters of aromatic and aliphatic compounds using borontrifluoride-etherate (BF3· OEt2) at room temperature in good to excellent yields for the first time. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications to view the free supplemental file. Copyright Taylor & Francis Group, LLC.