54435-09-5

Basic information

• Product Name: 2-Iodo-4-Methoxybenzoic acid
• Synonyms: 2-Iodo-4-Methoxybenzoic acid;4-Carboxy-3-iodoanisole, 2-Iodo-p-anisic acid
• CAS NO: 54435-09-5
• Molecular Formula: C₈H₇IO₃
• Molecular Weight: 278.04385
• Mol File: 54435-09-5.mol
• Article Data: 22

Chemical Properties

• Melting Point: 184 °C
• Boiling Point: 348.9±27.0 °C(Predicted)
• Appearance: /
• Density: 1.878±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C(protect from light)
• PKA: 3.13±0.10(Predicted)
• CAS DataBase Reference: 2-Iodo-4-Methoxybenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Iodo-4-Methoxybenzoic acid(54435-09-5)
• EPA Substance Registry System: 2-Iodo-4-Methoxybenzoic acid(54435-09-5)

Safety Data

• RIDADR: 3439
• HazardClass: 6.1
• PackingGroup: Ⅲ
• Hazardous Substances Data: 54435-09-5(Hazardous Substances Data)

Usage

General Description

2-Iodo-4-Methoxybenzoic acid, also known as o-iodo-p-anisic acid, is a chemical compound with the molecular formula C8H7IO3. It is a white to light yellow solid that is used as a reagent in organic synthesis. 2-Iodo-4-Methoxybenzoic acid is commonly used in the preparation of pharmaceuticals and agrochemicals, and it has also been studied for its potential anticancer and antimicrobial properties. Additionally, 2-Iodo-4-Methoxybenzoic acid has been used as a building block in the synthesis of various organic molecules. It is important to handle this chemical with care, as it may cause irritation to the skin, eyes, and respiratory system, and proper safety measures should be taken when working with this compound.

Upstream product

• 100-09-4 4-methoxybenzoic acid 
• 54413-84-2 methyl 2-iodo-4-methoxybenzoate 
• 7664-93-9 sulfuric acid 
• 4294-95-5 4-methoxyanthranilic acid 
• 90151-01-2 4-hydroxy-2-iodobenzaldehyde 
• 33844-21-2 2-nitro-4-methoxybenzoic acid 
• 626-02-8 3-Iodophenol 
• 53416-46-9 2-(4-methoxyphenyl)-4,4-dimethyl-2-oxazoline 
• 123-11-5 4-methoxy-benzaldehyde 
• 2186-92-7 p-Anisaldehyde dimethyl acetal 
• 116631-87-9 4-hydroxy-2-iodo-benzoic acid 
• 77-78-1 dimethyl sulfate 
• 105469-13-4 2-iodo-4-methoxybenzaldehyde 

Downstream Products

• 183151-34-0 N-(1-ethylpyrazol-5-yl)-4-methoxyanthranilic acid 
• 54413-84-2 methyl 2-iodo-4-methoxybenzoate 
• 1369864-41-4 2-iodo-4-methoxybenzamide 
• 637038-75-6 C₁₁H₁₂O₃ 
• 332124-25-1 1-(bromomethyl)-2-iodo-4-methoxybenzene 
• 1616955-07-7 (Z)-tert-butyl (2-(2-formyl-5-methoxystyryl)phenyl)carbamate 
• 1616954-97-2 tert-butyl (2-((2-(hydroxymethyl)-5-methoxyphenyl)ethynyl)phenyl)carbamate 
• 1616954-92-7 (2-((2-aminophenyl)ethynyl)-4-methoxyphenyl)methanol 
• 1379329-63-1 (2-iodo-4-methoxyphenyl)methanol 

Relevant articles and documents

Synthesis, antibacterial and cytotoxic evaluation of cytosporone E and analogs

The history of antibacterial discovery has revealed that natural products, especially secondary metabolites, represent privileged chemical matters for the antibacterial discovery. Among these metabolites, several natural phthalides exhibit interesting ant

IrIII-Catalyzed Selective ortho-Monoiodination of Benzoic Acids with Unbiased C?H Bonds

An iridium-catalyzed selective ortho-monoiodination of benzoic acids with two equivalent C?H bonds is presented. A wide range of electron-rich and electron-poor substrates undergo the reaction under mild conditions, with >20:1 mono/di selectivity. Importantly, the C?H iodination occurs selectively ortho to the carboxylic acid moiety in substrates bearing competing coordinating directing groups. The reaction is performed at room temperature and no inert atmosphere or exclusion of moisture is required. Mechanistic investigations revealed a substrate-dependent reversible C?H activation/protodemetalation step, a substrate-dependent turnover-limiting step, and the crucial role of the AgI additive in the deactivation of the iodination product towards further reaction.

2-Iodo-N-isopropyl-5-methoxybenzamide as a highly reactive and environmentally benign catalyst for alcohol oxidation

Several N-isopropyliodobenzamides were evaluated as catalysts for the oxidation of benzhydrol to benzophenone in the presence of Oxone (2KHSO5·KHSO4·K2SO4) as a co-oxidant at room temperature. A study on the substituent effect of the benzene ring of N-isopropyl-2-iodobenzamide on the oxidation revealed that its reactivity increased in the following order of substitution: 5-NO2 2Me, 3-OMe 5-OAc 5-Cl H, 4-OMe 5-Me 5-OMe. The oxidation of various benzylic and aliphatic alcohols using a catalytic amount of the most reactive 5-methoxy derivative successfully resulted in moderate to excellent yields of the corresponding carbonyl compounds. The high reactivity of the 5-methoxy derivative at room temperature is a result of the rapid generation of the pentavalent species from the trivalent species during the reaction. 5-Methoxy-2-iodobenzamide would be an efficient and environmentally benign catalyst for the oxidation of alcohols, especially benzylic alcohols.