6084-15-7

Basic information

• Product Name: 2-iodo-1-phenylpropan-1-one
• CAS NO: 6084-15-7
• Molecular Formula: C₉H₉IO
• Molecular Weight: 260.0716
• Mol File: 6084-15-7.mol

Chemical Properties

• Boiling Point: 286.7°C at 760 mmHg
• Flash Point: 127.2°C
• Density: 1.659g/cm³
• Vapor Pressure: 0.00259mmHg at 25°C
• Refractive Index: 1.603
• CAS DataBase Reference: 2-iodo-1-phenylpropan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-iodo-1-phenylpropan-1-one(6084-15-7)
• EPA Substance Registry System: 2-iodo-1-phenylpropan-1-one(6084-15-7)

Safety Data

• Hazardous Substances Data: 6084-15-7(Hazardous Substances Data)

Upstream product

• 41518-22-3 3-iodopropionyl chloride 
• 71-43-2 benzene 
• 39623-95-5 1-phenylprop-1-enyl acetate 
• 14236-72-7 2-methylsulfanyl-1-phenyl-propan-1-one 
• 5667-47-0 phenacyldimethylsulfonium bromide 
• 25310-92-3 propiophenone dimethyl acetal 
• 93-55-0 1-phenyl-propan-1-one 
• 149-73-5 trimethyl orthoformate 
• 637-50-3 1-phenylpropene 
• 6084-17-9 2-chloro-1-phenylpropan-1-one 
• 65-85-0 benzoic acid 
• 110-91-8 morpholine 
• 629-05-0 n-octyne 
• 2114-00-3 2-bromo-1-phenyl-1-propanone 

Downstream Products

• 3617-18-3 2‐(3‐oxo‐3‐phenylpropyl)isoindoline‐1,3‐dione 
• 79314-55-9 3-hydroxy-2-methyl-1-phenylpentan-1-one 
• 135186-09-3 2-methyl-1-phenylcyclopropanol 
• 34733-55-6 2,3-dimethyl-1,4-diphenyl-butane-1,4-dione 
• 16735-22-1 3-hydroxy-2-methylpropiophenone 
• 82105-36-0 3-hydroxy-2-methyl-1-phenyl-3-(4'-chlorophenyl)-1-propanone 
• 82105-36-0 3-hydroxy-2-methyl-1-phenyl-3-(4'-chlorophenyl)-1-propanone 
• 71467-04-4 3-hydroxy-2-methyl-3-(4'-nitrophenyl)-1-phenyl-1-propanone 
• 71467-04-4 3-hydroxy-2-methyl-3-(4'-nitrophenyl)-1-phenyl-1-propanone 
• 1245564-83-3 C₁₄H₁₆O₄ 
• 15982-59-9 2-methyl-1,4-diphenylbutane-1,4-dione 
• 30709-67-2 2-amino-5-methyl-4-phenylthiazole 
• 1416970-96-1 ethyl 1-butyl-2,4-dimethyl-5-phenyl-1H-pyrrole-3-carboxylate 
• 1390681-59-0 2,2,2-tris(4,5,6,7,8,9-hexahydro-1H-cycloocta[d][1,2,3]triazol-1-yl)-1-phenylethanone 

Relevant articles and documents

Iodine Monoacetate for Efficient Oxyiodinations of Alkenes and Alkynes

A novel and inexpensive, environmentally friendly method for the preparation of iodine monoacetate is presented using iodine and Oxone in acetic acid/acetic anhydride. The reagent is used in a highly efficient approach for the regio- and diastereoselective iodo-acetoxylation of alkenes and alkynes in a simple one-pot process.

Synthesis of α-Iodoketones from Allylic Alcohols through Aerobic Oxidative Iodination

An efficient method for the synthesis of α-iodoketones from allylic alcohols and elemental iodine is reported. We show in this paper that the isomerization of allylic alcohols catalyzed by iridium(III) complexes can be combined with an aerobic oxidative iodination protocol, resulting in a straightforward method for the synthesis of a wide range of α-iodoketones as single constitutional isomers and in high yields under mild reaction conditions. (Figure presented.).

Metal-Free, Oxidant-Free, and Controllable Graphene Oxide Catalyzed Direct Iodination of Arenes and Ketones

A direct, metal-free, and oxidant-free method for the graphene oxide (GO)-catalyzed iodination of arenes and ketones with iodine in a neutral medium was explored. This iodination protocol was performed by using a simple technique to avoid the use of external metal catalysts and oxidants and harsh acidic/basic reaction conditions. In addition, by this method the degree of iodination could be controlled, and the reaction was scalable and compatible with air. This strategy opens a new field for GO-catalyzed chemistry and provides an avenue for the convenient direct iodination of arenes and ketones.

α,α-Alkylation-Halogenation and Dihalogenation of Sulfoxonium Ylides. A Direct Preparation of Geminal Difunctionalized Ketones

A one-pot alkylation–halogenation of ketosulfoxonium ylides in the presence of alkyl halides is described. The method furnishes several gem-difunctionalized haloketones (an alkyl and F, Cl, Br, or I) in good yields. Replacing alkyl halides with a mixture of electrophilic halogen species and various halide anions led to gem-dihalogenated ketones containing a combination of the same or two different halogens. Kinetic isotopic effects as well as reaction kinetic experiments give insight to the mechanism of these reactions.

2,2-Diiododimedone: A mild electrophilic iodinating agent for the selective synthesis of α-iodoketones from allylic alcohols

2,2-Diiodo-5,5-dimethylcyclohexane-1,3-dione is reported as a new electrophilic iodinating agent that selectively iodinates electron-rich aromatics. In contrast to other common electrophilic iodinating reagents, its mild nature allows it to be used for the selective synthesis of α-iodinated carbonyl compounds from allylic alcohols through a 1,3-hydrogen shift/iodination process catalyzed by iridium(iii) complexes.

Copper-catalyzed 1,2-addition of α-carbonyl iodides to alkynes

β,γ-Unsaturated ketones are an important class of organic molecules. Herein, copper catalysis has been developed for the synthesis of β-γ-unsaturated ketones through 1,2-addition of α-carbonyl iodides to alkynes. The reactions exhibit wide substrate scope and high functional group tolerance. The reaction products are versatile synthetic intermediates to complex small molecules. The method was applied for the formal synthesis of (±)-trichostatin A, a histone deacetylase inhibitor.

Vanadium-catalyzed chlorination under molecular oxygen

A catalytic chlorination of ketones was performed by using a vanadium catalyst in the presence of Bu4NI and AlCl3 under atmospheric molecular oxygen. This catalytic chlorination could be applied to the chlorination of alkenes to give the corresponding vic-dichlorides. AlCl3 was found to serve as both a Lewis acid and a chloride source to induce the facile chlorination. A combination of Bu4NI and AlI3 in the presence of a vanadium catalyst under atmospheric molecular oxygen induced the iodination of ketones.

One-pot synthesis of α-iodoketones from alcohols using ammonium iodide and Oxone in water

A novel protocol for the synthesis of α-iodoketones from alcohols has been developed. Using water as the reaction medium, ammonium iodide and Oxone was proven to be an efficient reagent system for this reaction and afforded the corresponding α-iodoketones in moderate to good yields. The generality of this reaction was demonstrated with various secondary alcohols such as benzylic alcohols and aliphatic alcohols (acyclic and cyclic).

I2O5/DBU mediated direct α-phosphoryloxylation of ketones with H-phosphonates leading to α-hydroxyketone phosphates

A simple and convenient procedure has been developed for the construction of α-hydroxyketone phosphates via I2O5/DBU mediated direct α-phosphoryloxylation of ketones with H-phosphonates. This new reaction proceeds through three steps involving α-iodination of ketones, oxidation of H-phosphonates, and nucleophilic substitution of α-iodo ketones to access a series of α-hydroxyketone phosphates of biological importance.

Copper-catalyzed direct α-ketoesterification of propiophenones with acetophenones via C(sp3)-H oxidative cross-coupling

A novel copper-catalyzed direct α-ketoesterification of propiophenones with acetophenones via C(sp3)-H oxidative cross-coupling was developed. The reaction utilized O2 as a clean oxidant with high atom economy and the starting materials are facile and commercially available.