89942-36-9

Basic information

• Product Name: 2-iodo-4-hydroxy-3-methoxybenzaldehyde
• Synonyms: 2-iodo-4-hydroxy-3-methoxybenzaldehyde
• CAS NO: 89942-36-9
• Molecular Weight: 278.046
• Mol File: 89942-36-9.mol

Chemical Properties

• CAS DataBase Reference: 2-iodo-4-hydroxy-3-methoxybenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-iodo-4-hydroxy-3-methoxybenzaldehyde(89942-36-9)
• EPA Substance Registry System: 2-iodo-4-hydroxy-3-methoxybenzaldehyde(89942-36-9)

Safety Data

• Hazardous Substances Data: 89942-36-9(Hazardous Substances Data)

Upstream product

• 2698-69-3 4-formyl-2-methoxy-3-nitrophenyl acetate 
• 881-68-5 vanillin acetate 
• 89984-23-6 2-amino-4-hydroxy-3-methoxy-benzaldehyde 

Downstream Products

• 412311-78-5 4-hydroxy-2,5-diiodo-3-methoxy-benzaldehyde 
• 138490-95-6 2-iodo-3,4-dimethoxybenzaldehyde 
• 859172-24-0 2-iodo-3-methoxy-4-(2-methoxy-ethoxymethoxy)-benzylamine 
• 859171-91-8 [2-iodo-3-methoxy-4-(2-methoxy-ethoxymethoxy)-phenyl]-methanol 
• 859172-25-1 nonanoic acid 2-iodo-3-methoxy-4-(2-methoxy-ethoxymethoxy)-benzylamide 
• 5438-36-8 5-iodovaniline 
• 32024-15-0 3,4-dimethoxy-5-iodobenzaldehyde 
• 58922-29-5 2,4-dihydroxy-3-methoxybenzaldehyde 
• 69471-05-2 4-hydroxy-2,3-dimethoxybenzaldehyde 
• 1242104-36-4 4-hydroxy-3-methoxy-2-(2-trimethylsilylethynyl)benzaldehyde 

Relevant articles and documents

Electronic control of product distribution in the [5+5]-coupling of ortho-alkynylbenzaldehyde derivatives and γ,δ-unsaturated carbene complexes

The coupling of highly oxygenated ortho-alkynylbenzaldehyde derivatives with γ,δ-carbene complexes was evaluated systematically. In all of the electron-rich systems investigated the exclusive product of the reaction is the dihydrophenanthrene derivative.

First total syntheses of (±)-isopiline, (±)-preocoteine, (±)-oureguattidine and (±)-3-methoxynordomesticine and the biological activities of (±)-3-methoxynordomesticine

A convenient and economical synthesis of 4-hydroxy-2,3- dimethoxybenzaldehyde has been developed. This was used as the starting material for the first total syntheses of (±)-isopiline, (±)-preocoteine, (±)-oureguattidine and (±)-3-methoxynordomesticine in

The taming of capsaicin. Reversal of the vanilloid activity of N-acylvanillamines by aromatic iodination

Aromatic iodination ortho to the phenolic hydroxyl reverts the activity of the ultrapotent vanilloid agonist resiniferatoxin (RTX, 1a), generating the ultrapotent antagonist 5′-iodoRTX (1b). To better understand the role of iodine in this remarkable switch of activity, a systematic investigation on the halogenation of vanillamides, a class of compounds structurally simpler than resiniferonoids, was carried out. The results showed that (a) the antagonistic activity depends on the site of halogenation and is maximal at C-6′, (b) iodine is more efficient than chlorine and bromine at reverting the agonistic activity, and (c) iodine-carbon exchange decreases antagonist activity. Iodine-induced reversal of vanilloid activity was also observed in vanillamides more powerful than capsaicin, but a poor correlation was found between agonistic and antagonistic potencies, suggesting that differences exist in the way vanillamides and their 6′-iodo derivatives bind to TRPV1.″