93397-63-8

Basic information

• Product Name: (S)-4-methoxy-β-methylbenzeneethanol
• Synonyms: (S)-4-methoxy-β-methylbenzeneethanol
• CAS NO: 93397-63-8
• Molecular Weight: 166.22
• Mol File: 93397-63-8.mol
• Article Data: 36

Chemical Properties

• CAS DataBase Reference: (S)-4-methoxy-β-methylbenzeneethanol(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-methoxy-β-methylbenzeneethanol(93397-63-8)
• EPA Substance Registry System: (S)-4-methoxy-β-methylbenzeneethanol(93397-63-8)

Safety Data

• Hazardous Substances Data: 93397-63-8(Hazardous Substances Data)

Upstream product

• 637-69-4 4-Methoxystyrene 
• 201230-82-2 carbon monoxide 
• 23786-14-3 4-methoxy-phenyl acetic acid methyl ester 
• 104-01-8 4-Methoxyphenylacetic acid 
• 14774-77-7 p-methoxyphenyllithium 
• 124-38-9 carbon dioxide 
• 768-60-5 4-methoxyphenylacetylen 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 50415-73-1 methyl 2-(4-methoxyphenyl)propionate 
• 2901-41-9 2-(4-methoxyphenyl)ethyl propionate 
• 1712-69-2 1-isopropenyl-4-methoxybenzene 
• 252058-33-6 2-(4-methoxyphenyl)propanal 
• 140-67-0 Estragole 

Downstream Products

• 6443-75-0 1,2-bis-(4-methoxy-phenyl)-propane 
• 286967-34-8 2(S)-(4-methoxyphenyl)-1-propanol methanesulfonate 
• 58282-55-6 2-(3-Acetyl-4-hydroxyphenyl)propyl acetate 
• 1313051-38-5 C₁₂H₁₆O₃ 
• 460323-57-3 Acetic acid (R)-2-(4-methoxy-phenyl)-propyl ester 
• 143590-14-1 (R)-2-(4-methoxyphenyl)propan-1-ol 
• 1612882-36-6 C₁₀H₁₃IO 
• 1612882-45-7 C₁₅H₂₀O₅ 
• 1612882-50-4 C₁₃H₁₈O₃ 
• 58282-56-7 2-(3-Acetyl-4-hydroxyphenyl)propan-1-ol 
• 24470-14-2 (S)-(+)-2-(4'-methoxyphenyl)propanoic acid 
• 942-54-1 2-(4-methoxyphenyl)propanoic acid 

Relevant articles and documents

Copper-Catalyzed and Proton-Directed Selective Hydroxymethylation of Alkynes with CO2

An intriguing strategy for copper-catalyzed hydroxymethylation of alkynes with CO2 and hydrosilane was developed. Switched on/off a proton source, for example, tBuOH, direct hydroxymethylation and reductive hydroxymethylation could be triggered selectively, delivering a series of allylic alcohols and homobenzylic alcohols, respectively, with high levels of Z/E, regio- and enantioselectivity. Such a selective synthesis is attributed to the differences in response of vinylcopper intermediate to proton and CO2. The protonation of vinylcopper species is demonstrated to be prior to hydroxymethylation, thus allowing a diversion from direct alkyne hydroxymethylation to reductive hydroxymethylation in the presence of suitable proton.

Carbon monoxide and hydrogen (syngas) as a C1-building block for selective catalytic methylation

A catalytic reaction using syngas (CO/H2) as feedstock for the selective β-methylation of alcohols was developed whereby carbon monoxide acts as a C1 source and hydrogen gas as a reducing agent. The overall transformation occurs through an intricate network of metal-catalyzed and base-mediated reactions. The molecular complex [Mn(CO)2Br[HN(C2H4PiPr2)2]]1comprising earth-abundant manganese acts as the metal component in the catalytic system enabling the generation of formaldehyde from syngas in a synthetically useful reaction. This new syngas conversion opens pathways to install methyl branches at sp3carbon centers utilizing renewable feedstocks and energy for the synthesis of biologically active compounds, fine chemicals, and advanced biofuels.

Ru-Catalyzed Selective Catalytic Methylation and Methylenation Reaction Employing Methanol as the C1 Source

Methanol can be employed as a green and sustainable methylating agent to form C-C and C-N bonds via borrowing hydrogen (BH) methodology. Herein we explored the activity of the acridine-derived SNS-Ru pincer for the activation of methanol to apply it as a C1 building block in different reactions. Our catalytic system shows great success toward the β-C(sp3)-methylation reaction of 2-phenylethanols to provide good to excellent yields of the methylated products. We investigated the mechanistic details, kinetic progress, and temperature-dependent product distribution, which revealed the slow and steady generation of in situ formed aldehyde, is the key factor to get the higher yield of the β-methylated product. To establish the environmental benefit of this reaction, green chemistry metrics are calculated. Furthermore, dimerization of 2-naphthol via methylene linkage and formation of N-methylation of amine are also described in this study, which offers a wide range of substrate scope with a good to excellent yield.