15561-15-6

Basic information

• Product Name: 1-(2,5-Dimethylphenyl)-2-buten-1-one
• Synonyms: 1-(2,5-Dimethylphenyl)-2-buten-1-one
• CAS NO: 15561-15-6
• Molecular Formula: C₁₂H₁₄O
• Molecular Weight: 174.24
• Mol File: 15561-15-6.mol

Chemical Properties

• Boiling Point: 152-153 °C(Press: 22 Torr)
• Appearance: /
• Density: 0.967±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 1-(2,5-Dimethylphenyl)-2-buten-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2,5-Dimethylphenyl)-2-buten-1-one(15561-15-6)
• EPA Substance Registry System: 1-(2,5-Dimethylphenyl)-2-buten-1-one(15561-15-6)

Safety Data

• Hazardous Substances Data: 15561-15-6(Hazardous Substances Data)

Upstream product

• 106-42-3 para-xylene 
• 10487-71-5 crotonyl chloride 
• 75-15-0 carbon disulfide 
• 7446-70-0 aluminium trichloride 

Relevant articles and documents

Facile synthesis of dihydrochalcones via the AlCl3-promoted tandem Friedel-Crafts acylation and alkylation of arenes with 2-alkenoyl chlorides

Tandem Friedel-Crafts acylation and alkylation of arenes with 2-alkenoyl chlorides were investigated under the catalysis of Lewis acids. The cascade reaction affords dihydrochalcones in good yields accompanying 1-indanone derivatives in some cases, in the presence of anhydrous aluminum chloride. The scope, limitation, and mechanism of the tandem reaction were also explored. The intermolecular Friedel-Crafts alkylation for the formation of dihydrochalcones is more favorable than the intramolecular one for the generation of 1-indanones in the tandem reaction due to a stable six-membered ring transition state. The sequent process was further studied by the DFT computations at the M06-2X/6-31G(d) level, which are in great agreement with the experimental observation and support the proposed mechanism. The current method provides a convenient and economic method to synthesis of dihydrochalcones.

Photoenolization-induced oxirane ring opening in 2,5-dimethylbenzoyl oxiranes to form pharmaceutically promising indanone derivatives

Irradiation of 2,5-dimethylbenzoyl oxiranes results in a relatively efficient and high-yielding formation of β-hydroxy functionalized indanones that structurally resemble biologically active pterosines. Nanosecond laser flash photolysis and quantum-chemical calculations based on density functional theory provided evidence that this photochemical transformation proceeds primarily via a photoenolization mechanism. Our study revealed considerable complexity of the mechanism and that structural modifications can significantly alter the reaction pathway and yield different products. The scope of this photochemical transformation for the synthesis of some pharmaceutically important compounds was investigated.