24318-43-2

Basic information

• Product Name: p-methoxybenzyl p-anisate
• Synonyms: p-methoxybenzyl p-anisate;4-Methoxybenzoic acid 4-methoxybenzyl ester;Ai3-18958;Benzoic acid, 4-methoxy-, (4-methoxyphenyl)methyl ester;Einecs 246-159-1
• CAS NO: 24318-43-2
• Molecular Formula: C₁₆H₁₆O₄
• Molecular Weight: 272.29584
• EINECS: 246-159-1
• Mol File: 24318-43-2.mol
• Article Data: 76

Chemical Properties

• Boiling Point: 413.2°C at 760 mmHg
• Flash Point: 183.1°C
• Appearance: /
• Density: 1.153g/cm³
• Vapor Pressure: 4.89E-07mmHg at 25°C
• Refractive Index: 1.555
• CAS DataBase Reference: p-methoxybenzyl p-anisate(CAS DataBase Reference)
• NIST Chemistry Reference: p-methoxybenzyl p-anisate(24318-43-2)
• EPA Substance Registry System: p-methoxybenzyl p-anisate(24318-43-2)

Safety Data

• Hazardous Substances Data: 24318-43-2(Hazardous Substances Data)

Usage

General Description

P-methoxybenzyl p-anisate, also known as 4-methoxyphenylmethyl 4-methoxybenzoate, is an organic compound commonly used in the synthesis of various chemicals and pharmaceuticals. It is a benzyl ester of p-anisic acid, and is often employed as a reagent in organic synthesis due to its ability to participate in a wide range of chemical reactions. This chemical is known for its excellent stability and solubility in a variety of solvents, making it a valuable building block in the production of fragrances, flavorings, and pharmaceuticals. It is also widely used in the field of organic chemistry as a protective group for hydroxyl and amino functionalities in chemical synthesis. Additionally, p-methoxybenzyl p-anisate is used in the production of various industrial and consumer products, where it serves as a key ingredient in the formulation of dyes, pigments, and other specialty chemicals.

InChI:InChI=1/C16H16O4/c1-18-14-7-3-12(4-8-14)11-20-16(17)13-5-9-15(19-2)10-6-13/h3-10H,11H2,1-2H3

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 100-07-2 4-methoxy-benzoyl chloride 
• 105-13-5 4-Methoxybenzyl alcohol 
• 100-09-4 4-methoxybenzoic acid 
• 617-86-7 triethylsilane 
• 103-67-3 benzyl-methyl-amine 
• 2043-61-0 cyclohexanecarbaldehyde 
• 104-93-8 p-methylanizole 
• 74-88-4 methyl iodide 
• 5405-95-8 4,4'-dimethoxydibenzyl ether 
• 104-88-1 4-chlorobenzaldehyde 
• 89238-99-3 O-(4-methoxybenzyl)-trichloroacetimidate 
• 824-94-2 p-methoxybenzyl chloride 
• 97-95-0 2-ethyl-1-butanol 

Downstream Products

• 100-09-4 4-methoxybenzoic acid 
• 127866-65-3 5-[(4-methoxybenzyl)sulfanyl]-1-phenyl-1H-tetrazole 

Relevant articles and documents

Disproportionation of aliphatic and aromatic aldehydes through Cannizzaro, Tishchenko, and Meerwein–Ponndorf–Verley reactions

Disproportionation of aldehydes through Cannizzaro, Tishchenko, and Meerwein–Ponndorf–Verley reactions often requires the application of high temperatures, equimolar or excess quantities of strong bases, and is mostly limited to the aldehydes with no CH2 or CH3 adjacent to the carbonyl group. Herein, we developed an efficient, mild, and multifunctional catalytic system consisting AlCl3/Et3N in CH2Cl2, that can selectively convert a wide range of not only aliphatic, but also aromatic aldehydes to the corresponding alcohols, acids, and dimerized esters at room temperature, and in high yields, without formation of the side products that are generally observed. We have also shown that higher AlCl3 content favors the reaction towards Cannizzaro reaction, yet lower content favors Tishchenko reaction. Moreover, the presence of hydride donor alcohols in the reaction mixture completely directs the reaction towards the Meerwein–Ponndorf–Verley reaction. Graphic abstract: [Figure not available: see fulltext.].

A rutheniumcis-dihydride with 2-phosphinophosphinine ligands catalyses the acceptorless dehydrogenation of benzyl alcohol

The first ruthenium dihydride complex featuring a phosphinine ligandcis-[Ru(H)2(2-PPh2-3-Me-6-SiMe3-PC5H2)2] was synthesised exclusively as thecis-isomer. When formedin situfrom the reaction ofcis-[Ru(Cl)2(2-PPh2-3-Me-6-SiMe3-PC5H2)2] with two equivalents of Na[BHEt3], as demonstrated by31P and1H NMR spectroscopy, the catalysed acceptorless dehydrogenation of benzyl alcohol was observed leading to benzyl benzoate in up to 70% yield.

Discriminating non-ylidic carbon-sulfur bond cleavages of sulfonium ylides for alkylation and arylation reactions

A sulfonium ylide participated alkylation and arylation under transition-metal free conditions is described. The disparate reaction pattern allowed the separate activation of non-ylidic S-alkyl and S-aryl bond. Under acidic conditions, sulfonium ylides serve as alkyl cation precursors which facilitate the alkylations. While under alkaline conditions, cleavage of non-ylidic S-aryl bond produces O-arylated compounds efficiently. The robustness of the protocols were established by the excellent compatibility of wide variety of substrates including carbohydrates.