32024-13-8

Basic information

• Product Name: 3,5-Diiodo-2-methoxybenzaldehyde
• Synonyms: 3,5-Diiodo-2-methoxybenzaldehyde
• CAS NO: 32024-13-8
• Molecular Weight: 387.943
• Mol File: 32024-13-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3,5-Diiodo-2-methoxybenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-Diiodo-2-methoxybenzaldehyde(32024-13-8)
• EPA Substance Registry System: 3,5-Diiodo-2-methoxybenzaldehyde(32024-13-8)

Safety Data

• Hazardous Substances Data: 32024-13-8(Hazardous Substances Data)

Upstream product

• 2631-77-8 3,5-diodosalicylaldehyde 
• 74-88-4 methyl iodide 
• 135-02-4 ortho-anisaldehyde 
• 1004-66-6 2-methoxy-1,3-dimethylbenzene 

Relevant articles and documents

Studies of the triplet state of the proton-transfer tautomer in salicylaldehydes

The spectroscopy and dynamics of the low-lying triplet state of the proton-transfer tautomer in salicylaldehydes have been studied via internal heavy-atom effects coupled with a sensitive near-IR detecting system. For 3,5-diiodosalicylaldehyde a weak proton-transfer keto-tautomer phosphorescence was resolved with a maximum at 710 nm (τp ～ 1.8 μs, φobs ～ 5.23 × 10-4) in a 77 K methylcyclohexane glass. The results, in combination with the time-resolved thermal lensing experiment, further deduced the triplet-state population yield and radiative decay rate to be 0.20 (298 K) and 3.12 × 102 s-1, respectively. Consequently, the energetics and dynamics of the triplet states during a proton transfer cycle are discussed in detail.

Iodination of Methylated Anisoles: Unusual Aryl Methyl Replacement and Oxidations

The treatment of methylated anisoles with iodine, periodic acid, sulfuric acid, and aqueous acetic acid has resulted in iododemethylations and/or aryl methyl oxidations in addition to the expected mono- and diiodinations of the aromatic ring.Four dimethylanisoles and o-methylanisole were treated under identical conditions.Iododemethylations were observed in three of the four dimethylanisoles and aryl methyl oxidations to benzaldehydes occured with o-methylanisole and two of the dimethylanisoles.No precedence could be found for either of these reactions under the experimental conditions employed.Several possible mechanisms are discussed for these transformations.Some experimental evidence suggests that methyl oxidation to a benzaldehyde could be a prerequisite for an iododemethylation via an iodonium ion-assisted reverse Gatterman-Koch reaction; single-electron-transfer or classical electrophilic mechanisms are also consistent with the iododemethylations.