14573-46-7

Basic information

• Product Name: 8-iodo-1-phenyloctan-1-one
• Synonyms: 8-iodo-1-phenyloctan-1-one
• CAS NO: 14573-46-7
• Molecular Weight: 330.209
• Mol File: 14573-46-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 8-iodo-1-phenyloctan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 8-iodo-1-phenyloctan-1-one(14573-46-7)
• EPA Substance Registry System: 8-iodo-1-phenyloctan-1-one(14573-46-7)

Safety Data

• Hazardous Substances Data: 14573-46-7(Hazardous Substances Data)

Upstream product

• 7287-06-1 1-phenyl-1-cyclooctanol 
• 749893-57-0 1-propylcyclooctanol 
• 100-59-4 phenylmagnesium chloride 
• 502-49-8 cycloactanone 

Relevant articles and documents

Ring-opening iodination and bromination of unstrained cycloalkanols through ?-scission of alkoxy radicals

Ring-opening iodination or bromination of unstrained cycloalkanols with NaI or NaBr and PhI(OAc)2 under visible light irradiation is developed. In this protocol the concentration of I2is modulated through the generation of triiodide (I3-), thus significantly avoiding undesired side reactions. The reaction is under mild conditions and has a wide substrate scope, thus providing a practically useful method for accessing ω-iodo or ω-bromoketones.

Photolysis of 1-alkylcycloalkanols in the presence of (diacetoxyiodo) benzene and I2. Intramolecular selectivity in the β-scission reactions of the intermediate 1-alkylcycloalkoxyl radicals

The C-C β-scission reactions of 1-alkylcycloalkoxyl radicals, generated photochemically by visible light irradiation of CH2Cl 2 solutions containing the parent 1-alkylcycloalkanols, (diacetoxy)-iodobenzene (DIB), and I2, have been investigated through the analysis of the reaction products. The 1-alkylcycloalkoxyl radicals undergo competition between ring opening and C-alkyl bond cleavage as a function of ring size and of the nature of the alkyl substituent. With the 1-propylcycloheptoxyl, 1-propylcyclooctoxyl, and 1-phenylcyclooctoxyl radicals, formation of products deriving from an intramolecular 1,5-hydrogen atom abstraction reaction from the cycloalkane ring has also been observed. The results are discussed in terms of release of ring strain associated to ring opening, stability of the alkyl radical formed by C-alkyl cleavage, and with cycloheptoxyl and cyclooctoxyl radicals, also in terms of the possibility of achieving a favorable geometry for intramolecular hydrogen atom abstraction.