2503-23-3

Basic information

• Product Name: 2-Hydroxy-5-Methoxybenzeneethanol
• Synonyms: 2-Hydroxy-5-Methoxybenzeneethanol;2-(2-hydroxyethyl)-4-methoxyphenol
• CAS NO: 2503-23-3
• Molecular Formula: C₉H₁₂O₃
• Molecular Weight: 168.18978
• Product Categories: Aromatics, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 2503-23-3.mol
• Article Data: 2

Chemical Properties

• Melting Point: 88-89 °C(Solv: ethyl ether (60-29-7); ligroine (8032-32-4))
• Boiling Point: 329.2±27.0 °C(Predicted)
• Appearance: /
• Density: 1.182±0.06 g/cm3(Predicted)
• PKA: 10.59±0.43(Predicted)
• CAS DataBase Reference: 2-Hydroxy-5-Methoxybenzeneethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Hydroxy-5-Methoxybenzeneethanol(2503-23-3)
• EPA Substance Registry System: 2-Hydroxy-5-Methoxybenzeneethanol(2503-23-3)

Safety Data

• Hazardous Substances Data: 2503-23-3(Hazardous Substances Data)

Usage

Uses

2-Hydroxy-5-methoxybenzeneethanol, is used for the synthesis of Dihydrobenzofurans, which are the key structural elements of neolignans.

Upstream product

• 2503-24-4 5-methoxybenzofuran-2(3H)-one 
• 1758-25-4 (2,5-dimethoxyphenyl)acetic acid 
• 736985-50-5 2-allyl-1-(tert-butyldimethylsilyloxy)-4-methoxybenzene 
• 150-76-5 4-methoxy-phenol 
• 584-82-7 2-allyl-4-methoxyphenol 
• 13391-35-0 allyl (4-methoxyphenyl) ether 
• 783332-86-5 2-[2-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-phenyl]-ethanol 
• 7417-19-8 2-(2,5-dimethoxyphenyl)ethanol 

Downstream Products

• 40492-52-2 2,3-dihydrobenzofuran-5-ol 
• 4082-30-8 2-(2'-hydroxyethyl)-1,4-benzoquinone 

Relevant articles and documents

A biomimetic approach to dihydrobenzofuran synthesis

A method for an acid-catalyzed construction of dihydrobenzofuran heterocycles (14) from 2-(2′-hydroxyethyl)quinone precursors 10 is presented. The putative oxonium ion intermediate 17 formed by an intramolecular hydroxyl cyclization followed by dehydration is reduced in situ by an added dihydroquinone source. Good to excellent yields of cyclized products are realized in all cases except for highly electron deficient systems, and these suffer reduction prior to oxonium ion formation. All products are monomeric and derived from a two-electron transfer except for 10g, which affords the dimeric dihydrobenzofuran. The amount of cyclization or reduction product is governed by the HOMO/LUMO gap between the quinone substrate and the dihydroquinone additive, and the product distribution can be adjusted by modifying the electronic properties of the added reducing agent.