23450-30-8

Basic information

• Product Name: METHYL 4-BENZYLBENZOATE
• Synonyms: METHYL 4-BENZYLBENZOATE;4-Benzylbenzoic acid methyl ester
• CAS NO: 23450-30-8
• Molecular Formula: C₁₅H₁₄O₂
• Molecular Weight: 226.27
• Mol File: 23450-30-8.mol
• Article Data: 57

Chemical Properties

• Boiling Point: 342.4 °C at 760 mmHg
• Flash Point: 153.1 °C
• Appearance: /
• Density: 1.094 g/cm³
• CAS DataBase Reference: METHYL 4-BENZYLBENZOATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 4-BENZYLBENZOATE(23450-30-8)
• EPA Substance Registry System: METHYL 4-BENZYLBENZOATE(23450-30-8)

Safety Data

• Hazardous Substances Data: 23450-30-8(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthetic Communications, 24, p. 1999, 1994 DOI: 10.1080/00397919408010207

Upstream product

• 619-44-3 methyl 4-iodobenzoate 
• 1434169-86-4 [(pentamethylcyclopentadiene)(PMe₃)IrBn₂] 
• 100-53-8 phenylmethanethiol 
• 943868-13-1 4-benzylsulfanyl-2,3,5,6-tetrafluoropyridine 
• 619-42-1 4-methoxycarbonylphenyl bromide 
• 28144-70-9 anthranilic acid amide 
• 108-86-1 bromobenzene 
• 6908-41-4 4-(methoxycarbonyl)benzyl alcohol 
• 100-39-0 benzyl bromide 
• 1126-46-1 Methyl 4-chlorobenzoate 
• 103-82-2 phenylacetic acid 
• 17763-71-2 4-carbomethoxyphenyl triflate 
• 100-51-6 benzyl alcohol 
• 99768-12-4 4-methoxycarbonylphenylboronic acid 

Downstream Products

• 6158-54-9 methyl 4-Benzoylbenzoate 
• 35714-20-6 4-benzylbenzyl alcohol 
• 317333-82-7 1-(3-benzylphenyl)-3-(5-dimethylaminopyridin-2-yl)-propane-1,3-dione 
• 142182-41-0 4-Vinyl-4'-methoxycarbonyl diphenylmethane 
• 142182-42-1 4-Vinyl-4'-hydroxymethyl diphenylmethane 
• 142182-43-2 4-Vinyl-4'-chloromethyl diphenylmethane 
• 142182-40-9 4-Formyl-4'-methoxycarbonyl diphenylmethane 

Relevant articles and documents

Synergy between supported ionic liquid-like phases and immobilized palladium N-heterocyclic carbene–phosphine complexes for the Negishi reaction under flow conditions

The combination of supported ionic liquids and immobilized NHC–Pd–RuPhos led to active and more stable systems for the Negishi reaction under continuous flow conditions than those solely based on NHC–Pd–RuPhos. The fine tuning of the NHC–Pd catalyst and the SILLPs is a key factor for the optimization of the release and catch mechanism leading to a catalytic system easily recoverable and reusable for a large number of catalytic cycles enhancing the long-term catalytic performance.

Aromatization as an Impetus to Harness Ketones for Metallaphotoredox-Catalyzed Benzoylation/Benzylation of (Hetero)arenes

Herein we report ketones as feedstock materials in radical cross-coupling reactions under Ni/photoredox dual catalysis. In this approach, simple condensation first converts ketones into prearomatic intermediates that then act as activated radical sources for cross-coupling with aryl halides. Our strategy enables the direct benzylation/benzoylation of (hetero)arenes under mild reaction conditions with high functional group tolerance.

Electrochemically Enabled, Nickel-Catalyzed Dehydroxylative Cross-Coupling of Alcohols with Aryl Halides

As alcohols are ubiquitous throughout chemical science, this functional group represents a highly attractive starting material for forging new C-C bonds. Here, we demonstrate that the combination of anodic preparation of the alkoxy triphenylphosphonium ion and nickel-catalyzed cathodic reductive cross-coupling provides an efficient method to construct C(sp2)-C(sp3) bonds, in which free alcohols and aryl bromides - both readily available chemicals - can be directly used as coupling partners. This nickel-catalyzed paired electrolysis reaction features a broad substrate scope bearing a wide gamut of functionalities, which was illustrated by the late-stage arylation of several structurally complex natural products and pharmaceuticals.