7468-58-8

Basic information

• Product Name: 3-(3,4-dimethoxyphenyl)-1-phenylpropan-1-one
• Synonyms: 3-(3,4-Dimethoxyphenyl)-1-phenyl-1-propanone; Propan-1-one, 3-(3,4-dimethoxyphenyl)-1-phenyl-
• CAS NO: 7468-58-8
• Molecular Formula: C₁₇H₁₈O₃
• Molecular Weight: 270.323
• Mol File: 7468-58-8.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 415.5°C at 760 mmHg
• Flash Point: 196.8°C
• Density: 1.098g/cm³
• Vapor Pressure: 4.1E-07mmHg at 25°C
• Refractive Index: 1.552
• CAS DataBase Reference: 3-(3,4-dimethoxyphenyl)-1-phenylpropan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(3,4-dimethoxyphenyl)-1-phenylpropan-1-one(7468-58-8)
• EPA Substance Registry System: 3-(3,4-dimethoxyphenyl)-1-phenylpropan-1-one(7468-58-8)

Safety Data

• Hazardous Substances Data: 7468-58-8(Hazardous Substances Data)

Upstream product

• 591-51-5 phenyllithium 
• 4393-06-0 1-Phenyl-2-propen-1-ol 
• 5460-32-2 1-iodo-3,4-dimethoxybenzene 
• 100-52-7 benzaldehyde 
• 98-86-2 acetophenone 
• 93-03-8 (3,4-dimethoxyphenyl)methanol 
• 4249-72-3 2-phenoxy-1-phenylethanol 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 14737-89-4 3,4-dimethoxy-trans-cinnamic acid 
• 53744-27-7 3,4-dimethoxychalcone 
• 2107-70-2 3,4-methoxycinnamic acid 
• 53744-27-7 3,4-dimethoxychalcone 

Downstream Products

• 41868-64-8 7,8-dimethoxy-3a-phenyl-(3ar,9bc)-2,3,3a,4,5,9b-hexahydro-naphtho[2,1-d]oxazole 
• 41868-55-7 2c-amino-6,7-dimethoxy-2t-phenyl-1,2,3,4-tetrahydro-naphthalen-1r-ol 
• 41868-61-5 6,7-Dimethoxy-3-phenyl-1,2-dihydro-naphthalene 

Relevant articles and documents

Formal Enone α-Arylation via I(III)-Mediated Aryl Migration/Elimination

A formal enone α-arylation is described. This metal-free transformation relies on the I(III)-mediated skeletal reorganization of silyl enol ethers and features mild conditions, good yields, and high stereoselectivities for β-substituted enones.

Borane-Catalyzed, Chemoselective Reduction and Hydrofunctionalization of Enones Enabled by B-O Transborylation

The use of stoichiometric organoborane reductants in organic synthesis is well established. Here these reagents have been rendered catalytic through an isodesmic B-O/B-H transborylation applied in the borane-catalyzed, chemoselective alkene reduction and formal hydrofunctionalization of enones. The reaction was found to proceed by a 1,4-hydroboration of the enone and B-O/B-H transborylation with HBpin, enabling catalyst turnover. Single-turnover and isotopic labeling experiments supported the proposed mechanism of catalysis with 1,4-hydroboration and B-O/B-H transborylation as key steps.

Efficient Organoruthenium Catalysts for α-Alkylation of Ketones and Amide with Alcohols: Synthesis of Quinolines via Hydrogen Borrowing Strategy and their Mechanistic Studies

A new family of phosphine free organometallic ruthenium(II) catalysts (Ru1–Ru4) supported by bidentate NN Schiff base ligands (L1–L4 where L1=N,N-dimethyl-4-((2-phenyl-2-(pyridin-2-ylmethyl)hydrazineylidene)methyl) aniline, L2=N,N-diethyl-4-((2-phenyl-2-(pyridin-2-ylmethyl)hydrazineylidene)methyl)aniline, L3=N,N-dimethyl-4-((2-phenyl-2-(pyridin-2-yl)hydrazineylidene)methyl)- aniline and L4=N,N-diethyl-4-((2-phenyl-2-(pyridin-2-yl)hydrazineylidene)methyl) aniline) was prepared and characterized. These half-sandwich complexes acted as catalysts for C?C bond formation and exhibited excellent performance in the dehydrogenative coupling of ketones and amides. In the synthesis of C–C bonds, alcohols were utilized as the alkylating agent. A broad range of substrates, including sterically hindered ketones and alcohols, were well tolerated under the optimized conditions (TON up to 47000 and TOF up to 11750 h?1). This ruthenium (II) catalysts were also active towards the dehydrogenative cyclization of o-amino benzyl alcohol for the formation of quinolines derivatives. Various polysubstituted quinolines were synthesized in moderate to excellent yields (TON up to 71000 and TOF up to 11830 h?1). Control experiments were carried out and the ruthenium hydride intermediate was characterized to support the reaction mechanism and a probable reaction pathway of dehydrogenative coupling for the C?C bond formation has been proposed.