53279-82-6

Basic information

• Product Name: 3-IODO-4-METHOXYBENZYL ALCOHOL
• Synonyms: Benzenemethanol, 3-iodo-4-methoxy-;(3-Iodo-4-methoxy-phenyl)-methanol
• CAS NO: 53279-82-6
• Molecular Formula: C₈H₉IO₂
• Molecular Weight: 264.0603
• Product Categories: Alcohols;Anisoles, Alkyloxy Compounds & Phenylacetates;Iodine Compounds;C7 to C8;Oxygen Compounds;Building Blocks;C7 to C8;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds
• Mol File: 53279-82-6.mol
• Article Data: 6

Chemical Properties

• Melting Point: 81-85 °C
• Boiling Point: 335.3 °C at 760 mmHg
• Flash Point: 156.6 °C
• Appearance: /
• Density: 1.768 g/cm³
• Vapor Pressure: 4.77E-05mmHg at 25°C
• Refractive Index: 1.617
• PKA: 14.18±0.10(Predicted)
• CAS DataBase Reference: 3-IODO-4-METHOXYBENZYL ALCOHOL(CAS DataBase Reference)
• NIST Chemistry Reference: 3-IODO-4-METHOXYBENZYL ALCOHOL(53279-82-6)
• EPA Substance Registry System: 3-IODO-4-METHOXYBENZYL ALCOHOL(53279-82-6)

Safety Data

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 53279-82-6(Hazardous Substances Data)

Usage

General Description

3-Iodo-4-methoxybenzyl alcohol is a chemical compound with the molecular formula C8H9IO2. It is a derivative of benzyl alcohol that contains an iodo and a methoxy group. 3-Iodo-4-methoxybenzyl alcohol is commonly used as a reagent in organic synthesis, particularly in the preparation of pharmaceuticals and agrochemicals. It has a wide range of applications in the field of medicinal chemistry and has been studied for its potential biological activities. Additionally, 3-Iodo-4-methoxybenzyl alcohol is also utilized as a precursor for the synthesis of various organic compounds due to its versatile reactivity and functional group compatibility.

InChI:InChI=1/C8H9IO2/c1-11-8-3-2-6(5-10)4-7(8)9/h2-4,10H,5H2,1H3

Upstream product

• 105-13-5 4-Methoxybenzyl alcohol 
• 2314-37-6 3-iodo-4-methoxybenzaldehyde 
• 35387-93-0 3-iodo-4-methoxy-benzoic acid methyl ester 

Downstream Products

• 1155702-70-7 3-[5-(hydroxymethyl)-2-methoxybenzyl]benzonitrile 
• 2314-37-6 3-iodo-4-methoxybenzaldehyde 
• 60032-63-5 4-hydroxy-3-iodo-benzaldehyde 
• 91-61-2 6-methyl-1,2,3,4 tetrahydroquinoline 

Relevant articles and documents

Entry to 1,2,3,4-Tetrasubstituted Arenes through Addressing the " Meta Constraint" in the Palladium/Norbornene Catalysis

Arenes with four different contiguous substituents, i.e. 1,2,3,4-tetrasubstituted arenes, are commonly found in bioactive compounds, but they are nontrivial to access via conventional methods. Through addressing the "meta constraint" in the palladium/norbornene (Pd/NBE) cooperative catalysis, which is the difficulty of tolerating a sizable meta substituent in aryl halide substrates, here a modular and regioselective approach is realized for preparing 1,2,3,4-tetrasubstituted arenes. One key is the use of a C2-amide-substituted NBE, and a combined experimental and computational study reveals its role in promoting the NBE insertion and the ortho C-H metalation steps. The scope is broad: A variety of electrophiles and nucleophiles could be introduced to the ortho and ipso positions, respectively, with 1,4-disubstituted aryl halides, leading to diverse unsymmetrical contiguous tetrasubstituted arenes. Application of this approach has been demonstrated in streamlined syntheses of several bioactive compounds.

Effect of water on the functionalization of substituted anisoles with iodine in the presence of F-TEDA-BF4 or hydrogen peroxide

Water was found to be a convenient reaction medium for functionalization of substituted anisoles using iodine in the presence of Selectfluor F-TEDA-BF 4 or hydrogen peroxide as mediators and oxidizers. Two types of functionalization were observ

Iodination of aromatic compounds under mild and solvent-free conditions

-