21906-34-3

Basic information

• Product Name: 2-Propanone, 1-(2-iodophenyl)-
• Synonyms: o-iodobenzyl methyl ketone;(2-Iodphenyl)aceton;1-(2-Iodphenyl)-2-propanon;1-(2-IODOPHENYL)PROPAN-2-ONE;1-(o-Iodphenyl)-2-propanon
• CAS NO: 21906-34-3
• Molecular Formula: C9H9IO
• Molecular Weight: 260.074
• Mol File: 21906-34-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2-Propanone, 1-(2-iodophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propanone, 1-(2-iodophenyl)-(21906-34-3)
• EPA Substance Registry System: 2-Propanone, 1-(2-iodophenyl)-(21906-34-3)

Safety Data

• Hazardous Substances Data: 21906-34-3(Hazardous Substances Data)

Upstream product

• 103-79-7 1-phenyl-acetone 
• 21892-61-5 1-(o-Iodphenyl)-2-nitro-1-propen 
• 26260-02-6 2-iodobenzaldehyde 
• 40400-13-3 2-Iodobenzyl bromide 
• 103521-66-0 2-(2-Ethoxy-ethoxy)-propionitrile 
• 62300-07-6 o-iodophenylacetyl chloride 
• 506-82-1 dimethylcadmium 
• 917-54-4 methyllithium 
• 53411-95-3 2-<(1'-ethoxy)ethoxy> propionitrile 
• 18698-96-9 o-iodophenylacetic acid 

Downstream Products

• 21894-64-4 2-(o-Iodphenyl)-3-butylamin 
• 93769-02-9 (E)-1-methyl-2-<2-(1-propyn-1-yl)phenyl>vinyl triflate 
• 93769-03-0 (Z)-1-methyl-2-<2-(1-propyn-1-yl)phenyl>vinyl triflate 
• 93769-04-1 1-methylene-2-<2-(1-propyn-1-yl)phenyl>ethyl triflate 
• 93769-24-5 1-<2-(1-Propin-1-yl)phenyl>-2-propanon 
• 21894-70-2 1-(o-Iodphenyl)-2-propylamin 
• 21906-02-5 2-(o-Iodphenyl)-3-butanon 
• 501346-76-5 trans-[Pd(triphenylphosphine)2(C₆H₄CH₂C(O)CH₃)I] 

Relevant articles and documents

Transition-Metal-Free Site-Selective γ-C(sp2)-H Monoiodination of Arenes Directed by an Aliphatic Keto Group

A general γ-C(sp2)-H iodination method directed by an aliphatic keto group has been developed under transition-metal-free conditions for the first time, generating iodoarenes in good to excellent yields with excellent site selectivity. This protocol features a wide range of aryl-substituted ketones, short reaction times, mild reaction conditions, and scalable synthetic procedures. A possible reaction mechanism was also proposed based on several control experiments.

Mass spectrometric investigations on phenylacetic acid derivatives, IV: Loss of ortho-substituents from ionized phenyl-2-propanones upon electron impact

In the gas phase, the phenyl-2-propanone molecules 2a-4a lose upon electron impact chloro-, bromo-, and iodo-radicals specifically at the orthopOsition of the phenyl group giving rise to strong (M-Hal.)+-ions (70/12 eV; 1st and 2nd FFR) of identical structure as confirmed by their MIKE-CAD-spectra. The daughter ions at m/z 133 from o-chlorophenyl-2-propanone (2a) and 2,2-dimethyl-2,3-dihydro[b]furane (11) are structurally similar but not identical (similarity index 99.8). The collisionally activated (2nd FFR) (M-Br.)+-ions from o-bromophenyl-2-propanone (3a) and 1-bromo-1-phenyl-2-propanone (12) produce virtually congruent spectra. The most impOrtant subsequent fragmentation of the (M-Hal-)+-ions from 2a-4a is the loss of CO which incorporates the C-atom of the carbonyl group exclusively (13C labelling). Mechanistic aspects of the fragmentation sequences are discussed (Figs. 5 and 8).

SYNTHESIS OF ENOL ESTERS AND ENOL LACTONES VIA PALLADIUM-CATALYZED CARBONYLATION OF ARYL AND ALKENYL HALIDES

Acylpalladium species derivable via oxidative addition of a Pd-phosphine complex with aryl and alkenyl iodides and CO insertion can react, either intramolecularly or intermolecularly, with enolates generated in situ to give the corresponding enol esters a