24788-17-8

Basic information

• Product Name: Benzenepropanol, a-(4-methoxyphenyl)-
• CAS NO: 24788-17-8
• Molecular Formula: C16H18O2
• Molecular Weight: 242.318
• Mol File: 24788-17-8.mol
• Article Data: 37

Chemical Properties

• CAS DataBase Reference: Benzenepropanol, a-(4-methoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenepropanol, a-(4-methoxyphenyl)-(24788-17-8)
• EPA Substance Registry System: Benzenepropanol, a-(4-methoxyphenyl)-(24788-17-8)

Safety Data

• Hazardous Substances Data: 24788-17-8(Hazardous Substances Data)

Upstream product

• 1402010-12-1 potassium (1-hydroxy-3-phenylpropyl)trifluoroboranuide 
• 104-53-0 3-phenyl-propionaldehyde 
• 1402010-11-0 potassium (1-benzyloxy-3-phenylpropyl)trifluoroboranuide 
• 1402010-58-5 1-(1-(benzyloxy)-3-phenylpropyl)-4-methoxybenzene 
• 591-50-4 iodobenzene 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 100-51-6 benzyl alcohol 
• 91-01-0 1,1-Diphenylmethanol 
• 100-52-7 benzaldehyde 
• 3319-15-1 rac-1-(4-methoxyphenyl)-ethanol 
• 7294-51-1 2,4,6-tris(4-methoxyphenyl)boroxine 
• 5720-07-0 4-methoxyphenylboronic acid 
• 100-66-3 methoxybenzene 

Downstream Products

• 35856-81-6 1-methoxy-4-(3-phenyl-1-propen-1-yl)benzene 
• 5739-38-8 1-(4-methoxyphenyl)-3-phenylpropan-1-one 
• 532984-17-1 (3R)-4-(4-toluenesulfonyl)thiomorpholine-3-carboxylic acid (1-p-methoxyphenyl-3-phenyl)-propyl ester 
• 86355-57-9 C₃₃H₄₂N₂O₂ 
• 86355-56-8 1-(p-methoxyphenyl)-1--3-phenylpropane 
• 86355-54-6 Acetic acid 4-[1-(4-acetoxy-phenyl)-3-phenyl-propyl]-phenyl ester 
• 86476-31-5 Acetic acid 4-[1-(4-methoxy-phenyl)-3-phenyl-propyl]-phenyl ester 
• 86355-51-3 1,1-bis(p-hydroxyphenyl)-3-phenylpropane 
• 53400-02-5 1-Methoxy-1-(p-methoxyphenyl)-3-phenylpropan 
• 93010-65-2 4-(1,2-dibromo-3-phenyl-propyl)-anisole 
• 86355-50-2 1-(p-hydroxyphenyl)-1-(p-methoxyphenyl)-3-phenylpropane 
• 35856-81-6 1-methoxy-4-[(1E)-3-phenylprop-1-en-1-yl]benzene 
• 102657-16-9 4,4'-(3-phenylpropane-1,1-diyl)bis(methoxybenzene) 

Relevant articles and documents

Asymmetric transfer hydrogenation of unsaturated ketones; factors influencing 1,4- vs 1,2- regio- and enantioselectivity, and alkene vs alkyne directing effects

A detailed study has been completed on the asymmetric transfer hydrogenation (ATH) of a series of enones using Ru(II) catalysts. Electron-rich rings adjacent to the C[dbnd]O group reduce the level of C[dbnd]O reduction compared to C[dbnd]C. The ATH reaction can readily discriminate between double and triple bonds adjacent to ketones, reducing the double bond but leaving a triple bond intact in the major product.

Switchable β-alkylation of secondary alcohols with primary alcohols by a well-defined cobalt catalyst

β-alkylation of secondary alcohols with primary alcohols to selectively generate alcohols by a well-defined Co catalyst is presented. Remarkably, a low catalyst loading of 0.7 mol % can be employed for the reaction. More significantly, this study represents the first Co-catalyzed switchable alcohol/ketone synthesis by simply manipulating the reaction parameters. In addition, the transformation is environmentally friendly, with water as the only byproduct.

A Proton-Responsive Pyridyl(benzamide)-Functionalized NHC Ligand on Ir Complex for Alkylation of Ketones and Secondary Alcohols

A Cp*Ir(III) complex (1) of a newly designed ligand L1 featuring a proton-responsive pyridyl(benzamide) appended on N-heterocyclic carbene (NHC) has been synthesized. The molecular structure of 1 reveals a dearomatized form of the ligand. The protonation of 1 with HBF4 in tetrahydrofuran gives the corresponding aromatized complex [Cp*Ir(L1H)Cl]BF4 (2). Both compounds are characterized spectroscopically and by X-ray crystallography. The protonation of 1 with acid is examined by 1H NMR and UV-vis spectra. The proton-responsive character of 1 is exploited for catalyzing α-alkylation of ketones and β-alkylation of secondary alcohols using primary alcohols as alkylating agents through hydrogen-borrowing methodology. Compound 1 is an effective catalyst for these reactions and exhibits a superior activity in comparison to a structurally similar iridium complex [Cp*Ir(L2)Cl]PF6 (3) lacking a proton-responsive pendant amide moiety. The catalytic alkylation is characterized by a wide substrate scope, low catalyst and base loadings, and a short reaction time. The catalytic efficacy of 1 is also demonstrated for the syntheses of quinoline and lactone derivatives via acceptorless dehydrogenation, and selective alkylation of two steroids, pregnenolone and testosterone. Detailed mechanistic investigations and DFT calculations substantiate the role of the proton-responsive ligand in the hydrogen-borrowing process.