15784-28-8

Basic information

• Product Name: prop-2-en-1-yl 4-chlorobenzoate
• Synonyms: Allyl 4-chlorobenzoate
• CAS NO: 15784-28-8
• Molecular Formula: C₁₀H₉ClO₂
• Molecular Weight: 196.6303
• Mol File: 15784-28-8.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 273.7°C at 760 mmHg
• Flash Point: 130.6°C
• Density: 1.174g/cm³
• Vapor Pressure: 0.00564mmHg at 25°C
• Refractive Index: 1.532
• CAS DataBase Reference: prop-2-en-1-yl 4-chlorobenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: prop-2-en-1-yl 4-chlorobenzoate(15784-28-8)
• EPA Substance Registry System: prop-2-en-1-yl 4-chlorobenzoate(15784-28-8)

Safety Data

• Hazardous Substances Data: 15784-28-8(Hazardous Substances Data)

Usage

General Description

Prop-2-en-1-yl 4-chlorobenzoate is a chemical compound with the molecular formula C11H9ClO2. It is a derivative of benzoic acid and contains a 4-chloro group and a prop-2-en-1-yl substituent. prop-2-en-1-yl 4-chlorobenzoate is commonly used in the synthesis of various pharmaceuticals, agrochemicals, and other organic compounds. It is also utilized as an intermediate in the production of dyes and other organic compounds. The chemical's structure and properties make it a versatile building block for organic synthesis, and it has potential applications in various industries. Additionally, prop-2-en-1-yl 4-chlorobenzoate may have implications for biological activity and could be a subject of interest in medicinal chemistry research.

Upstream product

• 1126-46-1 Methyl 4-chlorobenzoate 
• 80735-94-0 1-Phenyl-3-buten-1-ol 
• 74-11-3 para-chlorobenzoic acid 
• 106-95-6 allyl bromide 
• 201230-82-2 carbon monoxide 
• 107-18-6 allyl alcohol 
• 195062-61-4 4-chlorophenylboronic acid pinacol ester 
• 104-88-1 4-chlorobenzaldehyde 
• 24850-33-7 allyltributylstanane 
• 122-01-0 4-chloro-benzoyl chloride 
• 15163-60-7 p-chlorobenzoic acid potassium salt 

Downstream Products

• 123-38-6 propionaldehyde 
• 74-11-3 para-chlorobenzoic acid 
• 1236063-61-8 2-bromoallyl 4-chlorobenzoate 
• 1338089-97-6 C₁₀H₈BrClO₂ 
• 102877-23-6 4-chloro-benzoic acid-(2,3-dibromo-propyl ester) 
• 109392-11-2 4-Chloro-benzoic acid (Z)-3-chloro-allyl ester 
• 5216-35-3 1,2-bis(4-chlorophenyl)ethane 
• 109391-74-4 C₁₆H₁₄Cl₄O₂Se 

Relevant articles and documents

Polymer supported Zn-salen complexes: An effective one-pot oxidative esterification of aldehydes to carboxylic esters

Polymer-supported Zn-salen (PS-Zn-salen) complexes were synthesized, characterized and used as a catalyst for one-pot oxidative esterification of aldehydes with alcohols. The PS-Zn-salen heterogeneous catalyst exhibited a high-performance for the oxidative esterification of aldehydes to the corresponding methyl/ethyl esters using hydrogen peroxide as a green oxidant. Due to the synergistic effect of polymer support, the heterogeneous catalyst presented superior catalytic activity and afford 100% conversion of 3,4,5-trimethoxybenzaldehyde and 4-chlorobenzaldehyde to corresponding esters under optimized conditions. The different alcohol substrates study (viz. methyl alcohol, ethyl alcohol, allyl alcohol and benzyl alcohol) showed reasonable selectivity for esters, indicating the scope of the catalysts. Significantly, the synthesized complexes possess good hydrophobic/heterogeneous properties, which permit facile reclamation of the catalyst by using mere filtration. Moreover, the effect of counter anions of complex also studied which indicated that there is no appreciable influence on the conversion of product. The catalyst was reused up to 5th successive run with the average conversion of ester 87.4%. Mechanistic studies have recognized that this “one pot” direct oxidative esterification proceeds through acid formation, proven by a GC–MS. The catalyst is also found to be very stable, up to 280?°C, confirmed by the thermo gravimetric study.

Palladium-catalyzed allylic esterification via C-C bond cleavage of a secondary homoallyl alcohol

Palladium-catalyzed allylic esterifications of secondary homoallyl alcohols with acids via sequential retro-allylation and esterification are demonstrated, affording the corresponding allyl ester in up to 99% yield. The electron effect of the substituent of the secondary alcohol was found to be crucial to the selective C-C bond cleavage.

Di-p-nitrobenzyl azodicarboxylate (DNAD): An alternative azo-reagent for the Mitsunobu reaction

Di-p-nitrobenzyl azodicarboxylate is prepared in 83.6% yield in two steps as a bright yellow solid, which can be used as an azo-reagent in the Mitsunobu reaction. When a chiral secondary alcohol was used, sufficient configurational inversion of alcohol occurred under Mitsunobu conditions. That the hydrazine produced from DNAD is semisoluble in some solvents such as THF and CH 2Cl2 makes it separated easily from the reaction mixture just via filtration. Then the recovered hydrazine compound can be re-exposed to oxidant to produce DNAD. Because DNAD is more stable than DIAD at ambient temperatures and allows easy separation, it is a good alternative azo-reagent for the Mitsunobu reaction.