2785-88-8

Basic information

• Product Name: 2-Methoxy-5-ethylphenol
• Synonyms: 2-Methoxy-5-ethylphenol
• CAS NO: 2785-88-8
• Molecular Formula: C₉H₁₂O₂
• Molecular Weight: 152.19038
• Mol File: 2785-88-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 248.6°Cat760mmHg
• Flash Point: 111.2°C
• Appearance: /
• Density: 1.051g/cm³
• Vapor Pressure: 0.0152mmHg at 25°C
• Refractive Index: 1.525
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: 2-Methoxy-5-ethylphenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methoxy-5-ethylphenol(2785-88-8)
• EPA Substance Registry System: 2-Methoxy-5-ethylphenol(2785-88-8)

Safety Data

• Hazardous Substances Data: 2785-88-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H12O2/c1-3-7-4-5-9(11-2)8(10)6-7/h4-6,10H,3H2,1-2H3

Upstream product

• 139-85-5 3,4-dihydroxybenzaldehyde 
• 1124-39-6 4-ethylcatechol 
• 90-05-1 2-methoxy-phenol 
• 97-94-9 triethyl borane 
• 94-71-3 2-Ethoxyphenol 
• 621-59-0 isovanillin 
• 5888-51-7 4-ethylveratrole 
• 29866-05-5 3-(α-hydroxyethyl)-6-methoxyphenol 
• 6100-74-9 3-hydroxy-4-methoxyacetophenone 

Downstream Products

• 1124-39-6 4-ethylcatechol 
• 2785-89-9 4-Ethylguaiacol 

Relevant articles and documents

Regioselectivity of Cobalamin-Dependent Methyltransferase Can Be Tuned by Reaction Conditions and Substrate

Regioselective reactions represent a significant challenge for organic chemistry. Here the regioselective methylation of a single hydroxy group of 4-substituted catechols was investigated employing the cobalamin-dependent methyltransferase from Desulfitobacterium hafniense. Catechols substituted in position four were methylated either in meta- or para-position to the substituent depending whether the substituent was polar or apolar. While the biocatalytic cobalamin dependent methylation was meta-selective with 4-substituted catechols bearing hydrophilic groups, it was para-selective for hydrophobic substituents. Furthermore, the presence of water miscible co-solvents had a clear improving influence, whereby THF turned out to enable the formation of a single regioisomer in selected cases. Finally, it was found that also the pH led to an enhancement of regioselectivity for the cases investigated.

Sodium Bis(trimethylsily)amide and Lithium Diisopropylamide in Deprotection of Alkyl Aryl Ethers: α-Effect of Silicon

Removal of methyl, benzyl, and methylene groups from alkyl aryl ethers is among the most popular deprotecting methods in organic synthesis. Alkali organoamides NaN(SiMe3)2 and LiN(i-Pr)2, often used as organic bases, have been developed as efficient deprotecting agents. Treatment of aryl methyl ethers with 1.5 equiv of NaN(SiMe3)2 or LiN(i-Pr)2 in THF and 1,3-dimethyl-2-imidazolidinone in a sealed tube at 185 °C produced the corresponding phenol derivatives in good to excellent yields (80-97percent). Removal of the methylene unit from benzodioxole derivatives was also accomplished by use of 2.5 equiv of these alkali organoamides. The corresponding catechols were obtained in 93-99percent yields. The activity of NaN(SiMe3)2 was proven lower than that of LiN(i-Pr)2; it is due to the steric congestion and the α-stabilizing effect of the silyl groups. Thus selective mono-O-demethylation of o-dimethoxybenzenes can be achieved by the use of NaN(SiMe3)2 but not LiN(i-Pr)2. O-Debenzylation of aryl benzyl ethers, however, can be accomplished by the use of LiN(i-Pr)2.