213264-51-8

Basic information

• Product Name: 3-(4-iodophenyl)propionaldehyde
• Synonyms: 3-(4-iodophenyl)propionaldehyde
• CAS NO: 213264-51-8
• Molecular Weight: 260.074
• Mol File: 213264-51-8.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 3-(4-iodophenyl)propionaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-iodophenyl)propionaldehyde(213264-51-8)
• EPA Substance Registry System: 3-(4-iodophenyl)propionaldehyde(213264-51-8)

Safety Data

• Hazardous Substances Data: 213264-51-8(Hazardous Substances Data)

Upstream product

• 60075-78-7 3-(p-iodophenyl)-propanol 
• 5435-02-9 4-methyl-N-(3-phenylpropyl)benzenesulfonamide 
• 117824-61-0 N-(3-Phenylpropyl)benzenesulfonamide 
• 182565-30-6 4-methoxy-N-(3-phenylpropyl)benzenesulfonamide 
• 201230-82-2 carbon monoxide 
• 2351-50-0 4-iodostyrene 
• 5122-99-6 4-iodophenylboronic acid 
• 107-18-6 allyl alcohol 
• 624-38-4 para-diiodobenzene 
• 20461-86-3 2,2-diethoxy acetic acid 
• 362665-07-4 N-methanesulfonyl-3-phenylpropylamine 
• 211675-73-9 4-bromo-N-(3-phenyl-propyl)-benzenesulfonamide 
• 33994-44-4 3-(4-iodophenyl)propionic acid methyl ester 

Downstream Products

• 213264-53-0 5-hydroxy-7-(4-iodophenyl)-1-(4-methoxy-3-methoxymethoxyphenyl)-heptan-3-one 

Relevant articles and documents

Heck arylation of allyl alcohol catalyzed by Pd(0) nanoparticles

Pd(0) nanoparticles ca. 2 nm in diameter were obtained by the reduction of PdCl2 and Pd(OAc)2 in water at 80 °C in the presence of a PVP-stabilizing polymer. Pd(0) NPs were successfully used in the Heck coupling of allyl alcohol with iodo- and bromobenzenes. Iodobenzenes reacted under solventless conditions or in DMF solution producing 3-arylpropanals and 2-arylpropanals as the main products. The same products were obtained in the reaction of bromobenzene in TBAB as the reaction medium. The stability of Pd(0) NPs was evidenced in recycling experiments. Similar Heck coupling results were also obtained with the palladium compounds PdCl2(cod) and Pd(OAc)2 under the same conditions.

Replacing a stoichiometric silver oxidant with air: Ligated Pd(II)-catalysis to β-aryl carbonyl derivatives with improved chemoselectivity

Air was employed as a green reoxidant of Pd(0), replacing stoichiometric and toxic silver salt, in the chelation-controlled Pd(II)-modulated arylative enolization of prop-2-en-1-ols to acquire synthetically-important β-aryl carbonyl derivatives. This green approach, which didn't require acid or base, allowed the compatibility of a range of functionalities (inclusive of -I, -Br & -Cl), resulting in the construction of structurally-diverse dihydrochalcones, α-benzyl-α′-alkyl acetones, α-benzyl β-keto esters and dihydrocinnamaldehydes. In addition to organoboronic acids, efficient coupling was also achieved with boronic esters and trifluoroborate salts. A deuterium labelling experiment revealed an interesting 1,2-hydrogen shift after β-arylation in the catalytic process. the Partner Organisations 2014.

Ligated regioselective PdII catalysis to access β-aryl-bearing aldehydes, ketones, and β-keto esters

By employing ligands in the PdII-mediated arylative isomerization of allyl alcohols, a milder and regioselective access to the versatile building blocks β-aryl aldehydes and ketones was developed. This new and chelation-controlled protocol enabled the compatibility of wide range of functionalities to generate dihydrochalcones, α-benzyl-α′- alkyl acetones, dihydrocinnamaldehydes, and α-benzyl β-keto esters (from Baylis-Hillman adducts). A practical multigram synthesis of an intermediate for Propafenone was also demonstrated. Copyright