5421-01-2

Basic information

• Product Name: cyclopentyl 4-methoxybenzoate
• Synonyms: Cyclopentyl 4-methoxybenzoate
• CAS NO: 5421-01-2
• Molecular Formula: C₁₃H₁₆O₃
• Molecular Weight: 220.2643
• Mol File: 5421-01-2.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 331°C at 760 mmHg
• Flash Point: 136.6°C
• Density: 1.12g/cm³
• Vapor Pressure: 0.00016mmHg at 25°C
• Refractive Index: 1.531
• CAS DataBase Reference: cyclopentyl 4-methoxybenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: cyclopentyl 4-methoxybenzoate(5421-01-2)
• EPA Substance Registry System: cyclopentyl 4-methoxybenzoate(5421-01-2)

Safety Data

• Hazardous Substances Data: 5421-01-2(Hazardous Substances Data)

Upstream product

• 3400-22-4 4-methoxy-N-methylbenzamide 
• 142-29-0 cyclopentene 
• 6343-26-6 1-(4-Methoxybenzoyl)pyrrolidine-2,5-dione 
• 63076-51-7 cyclopentane boronic acid 
• 104-93-8 p-methylanizole 
• 96-41-3 Cyclopentanol 
• 123-11-5 4-methoxy-benzaldehyde 
• 1879-16-9 1-methoxy-4-methylsulfanyl-benzene 
• 201230-82-2 carbon monoxide 
• 459-64-3 4-methoxybenzenediazonium tetrafluoroborate 
• 137-43-9 Cyclopentyl bromide 
• 100-09-4 4-methoxybenzoic acid 

Relevant articles and documents

Hydroesterification and difunctionalization of olefins with N-hydroxyphthalimide esters

Irradiation of aryl esters of N-hydroxyphthalimides in the presence of unactivated olefins promotes a mild and regioselective hydroesterification. Optimal results are obtained with the aid of fac-Ir(dFppy)3 in CH2Cl2. Terminal and 1,1-disubstituted olefins provide primary esters, and trisubstituted olefins provide secondary esters. The anti-Markovnikov selectivity is consistent with alkyl radical intermediates, which are also indicated by the formation of cyclized products from dienes. Monoacylated diols are formed from trisubstituted and tetrasubstituted olefins in the presence of water.

Electro-Oxidative Selective Esterification of Methylarenes and Benzaldehydes

A mild and green electro-oxidative protocol to construct aromatic esters from methylarenes and alcohols is herein reported. Importantly, the reaction is free of metals, chemical oxidants, bases, acids, and operates at room temperature. Moreover, the design of the electrolyte was found critical for the oxidation state and structure of the coupling products, a rarely documented effect. This electro-oxidative coupling process also displays exceptional tolerance of many fragile easily oxidized functional groups such as hydroxy, aldehyde, olefin, alkyne, as well as neighboring benzylic positions. The enantiomeric enrichment of some chiral alcohols is moreover preserved during this electro-oxidative coupling reaction, making it overall a promising synthetic tool.

Metal-free radical aromatic carbonylations mediated by weak bases

We report a new method of metal-free alkoxycarbonylation. This reaction involves the generation of aryl radicals from arenediazonium salts by a very weak base (HCO2Na) under mild conditions. Subsequent radical trapping with carbon monoxide and alcohols gives alkyl benzoates. The conditions (metal-free, 1 equiv. base, MeCN, r.t., 3 h) tolerate various functional groups (I, Br, Cl, CF3, SF5, NO2, ester). Mechanistic studies indicate the operation of a radical aromatic substitution mechanism.