1523-19-9

Basic information

• Product Name: 4-methoxyphenyl benzoate
• Synonyms: 4-Methoxyphenyl benzoate; phenol, 4-methoxy-, benzoate
• CAS NO: 1523-19-9
• Molecular Formula: C₁₄H₁₂O₃
• Molecular Weight: 228.2433
• EINECS: 662-814-8
• Mol File: 1523-19-9.mol
• Article Data: 86

Chemical Properties

• Boiling Point: 354.7°C at 760 mmHg
• Flash Point: 147.7°C
• Density: 1.159g/cm³
• Vapor Pressure: 3.29E-05mmHg at 25°C
• Refractive Index: 1.569
• CAS DataBase Reference: 4-methoxyphenyl benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methoxyphenyl benzoate(1523-19-9)
• EPA Substance Registry System: 4-methoxyphenyl benzoate(1523-19-9)

Safety Data

• Hazardous Substances Data: 1523-19-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 88, p. 4521, 1966 DOI: 10.1021/ja00971a048

Upstream product

• 98-88-4 benzoyl chloride 
• 150-76-5 4-methoxy-phenol 
• 100-66-3 methoxybenzene 
• 94-36-0 dibenzoyl peroxide 
• 65-85-0 benzoic acid 
• 613-90-1 benzoyl cyanide 
• 17061-86-8 1-methoxy-4-(2-propynyloxy)benzene 
• 459-60-9 1-fluoro-4-methoxybenzene 
• 64-19-7 acetic acid 
• 127-08-2 potassium acetate 
• 5720-07-0 4-methoxyphenylboronic acid 
• 100-52-7 benzaldehyde 
• 100-51-6 benzyl alcohol 
• 455-32-3 benzoyl fluoride 

Downstream Products

• 100623-16-3 3-chloro-4-methoxyphenyl benzoate 
• 66694-19-7 α-(4-methoxyphenoxy)styrene 
• 14770-96-8 oxybenzone 
• 32318-63-1 2-(p-Methoxyphenoxy)ethylbenzoat 
• 260558-16-5 3-bromo-5-methoxy phenyl benzoate 
• 613-90-1 benzoyl cyanide 
• 150-76-5 4-methoxy-phenol 
• 404947-48-4 (4-allylhepta-1,6-dien-4-yl) benzene 
• 2412-73-9 benzoic acid cyclohexyl ester 
• 1759-68-8 N-benzoylcyclohexylamine 
• 93-99-2 benzoic acid phenyl ester 
• 105273-29-8 cyclohexanecarboxylic 4-methoxyphenyl-ester 
• 30924-74-4 thiobenzoic acid O-(4-methoxyphenyl) ester 
• 80427-28-7 Benzoic acid 3-benzoyl-4-methoxy-phenyl ester 

Relevant articles and documents

N,O-Benzyl Protection of Structurally Varied Amines and Phenols Using Wells-Dawson Heteropolyacid Catalyst

-

Metal-Free Selective Modification of Secondary Amides: Application in Late-Stage Diversification of Peptides

Here we solve a long-standing challenge of the site-selective modification of secondary amides and present a simple two-step, metal-free approach to selectively modify a particular secondary amide in molecules containing multiple primary and secondary amides. Density functional theory (DFT) provides insight into the activation of C-N bonds. This study encompasses distinct chemical advances for late-stage modification of peptides thus harnessing the amides for the incorporation of various functional groups into natural and synthetic molecules.

Hydrogen-bond-assisted transition-metal-free catalytic transformation of amides to esters

The amide C-N cleavage has drawn a broad interest in synthetic chemistry, biological process and pharmaceutical industry. Transition-metal, luxury ligand or excess base were always vital to the transformation. Here, we developed a transition-metal-free hydrogen-bond-assisted esterification of amides with only catalytic amount of base. The proposed crucial role of hydrogen bonding for assisting esterification was supported by control experiments, density functional theory (DFT) calculations and kinetic studies. Besides broad substrate scopes and excellent functional groups tolerance, this base-catalyzed protocol complements the conventional transition-metal-catalyzed esterification of amides and provides a new pathway to catalytic cleavage of amide C-N bonds for organic synthesis and pharmaceutical industry. [Figure not available: see fulltext.]