3319-15-1

Basic information

• Product Name: 1-(4-METHOXYPHENYL)ETHANOL
• Synonyms: Benzenemethanol, 4-methoxy-alpha-methyl-;methoxy-methylbenzylalcohol;P-(A-HYDROXYETHYL)ANISOLE;P-METHOXY-A-METHYLBENZYL ALCOHOL;P-METHOXYPHENYL METHYL CARBINOL;METHYL-P-METHOXYPHENYL CARBINOL;AURORA KA-6992;4-METHOXYPHENYL METHYL CARBINOL
• CAS NO: 3319-15-1
• Molecular Formula: C₉H₁₂O₂
• Molecular Weight: 152.19
• EINECS: 222-019-5
• Product Categories: Benzhydrols, Benzyl & Special Alcohols;Alkohols;Alcohols;C9 to C30;Oxygen Compounds
• Mol File: 3319-15-1.mol
• Article Data: 698

Chemical Properties

• Boiling Point: 95 °C1 mm Hg(lit.)
• Flash Point: 165 °F
• Appearance: liquid
• Density: 1.079 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00899mmHg at 25°C
• Refractive Index: n20/D 1.533(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform, Ethyl Acetate (Slightly), Methanol (Sparingly)
• PKA: 14.49±0.20(Predicted)
• Water Solubility: Not miscible in water.
• BRN: 2043521
• CAS DataBase Reference: 1-(4-METHOXYPHENYL)ETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-METHOXYPHENYL)ETHANOL(3319-15-1)
• EPA Substance Registry System: 1-(4-METHOXYPHENYL)ETHANOL(3319-15-1)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 3319-15-1(Hazardous Substances Data)

Usage

Description

1-(4-Methoxyphenyl)ethanol, also known as 4-Methoxy-α-methylbenzyl alcohol, is a member of the class of benzyl alcohols. It is characterized by an alpha-methylbenzyl alcohol structure with a methoxy group substitution at the 4th position. This organic compound is known for its unique chemical properties and potential applications in various fields.

Uses

Used in Chemical Research:
1-(4-Methoxyphenyl)ethanol is used as a chemical compound for studying various aspects of photochemistry, including steady-state and nanosecond laser-flash photolysis. Its unique structure allows researchers to investigate the behavior of this compound under different conditions, contributing to the broader understanding of photochemical reactions.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1-(4-Methoxyphenyl)ethanol is used as a starting material or intermediate in the synthesis of various pharmaceutical compounds. One such example is the production of 4-(1-chloro-ethyl)-anisole, which can be further utilized in the development of drugs with specific therapeutic applications.
Used in Organic Synthesis:
1-(4-Methoxyphenyl)ethanol serves as a valuable building block in organic synthesis, particularly for the creation of complex organic molecules with potential applications in various industries, such as agrochemicals, fragrances, and dyes. Its versatile structure allows for further functionalization and modification, making it a useful component in the synthesis of a wide range of compounds.

InChI:InChI=1/C9H12O2/c1-7(10)8-3-5-9(11-2)6-4-8/h3-7,10H,1-2H3/t7-/m1/s1

Upstream product

• 598-38-9 2,2-dicloroethanol 
• 75-89-8 2,2,2-trifluoroethanol 
• 58287-11-9 1-(4-methoxyphenyl)ethyl 4-nitrobenzoate 
• 88563-46-6 1-(p-methoxyphenyl)ethyl phenyl ether 
• 637-69-4 4-Methoxystyrene 
• 917-54-4 methyllithium 
• 123-11-5 4-methoxy-benzaldehyde 
• 107-07-3 2-chloro-ethanol 
• 107-18-6 allyl alcohol 
• 87305-45-1 (R,S)-NN-dimethyl-N-phenacyl-1-p-methoxyphenylethylammonium bromide 
• 206054-65-1 3,5-bis(4-methoxyphenyl)-1,2-dioxolane 
• 88563-47-7 1-(4-methoxyphenyl)ethyl 3,5-dinitrobenzoate 
• 2365-48-2 Methyl thioglycolate 
• 107-19-7 propargyl alcohol 

Downstream Products

• 77525-91-8 1-methoxy-4-(1-methoxy-ethyl)-benzene 
• 94670-31-2 1-(4-methoxyphenyl)ethyl trifluoroethyl ether 
• 945-89-1 (S)-1-(4-methoxyphenyl)ethyl acetate 
• 945-89-1 (1R)-1-(4-methoxyphenyl)ethyl acetate 
• 1517-70-0 (S)-1-(4-Methoxyphenyl)ethanol 
• 1517-70-0 (R)-1-(4-Methoxyphenyl)ethanol 
• 67233-95-8 α-methyl-p-methoxybenzyl ethyl ether 
• 94670-20-9 1-Methoxy-4-[1-(2-methoxy-ethoxy)-ethyl]-benzene 
• 94670-22-1 1-[1-(2,2-Dichloro-ethoxy)-ethyl]-4-methoxy-benzene 
• 132868-70-3 (S)-Acetoxy-phenyl-acetic acid (R)-1-(4-methoxy-phenyl)-ethyl ester 
• 132868-52-1 (S)-Acetoxy-phenyl-acetic acid (S)-1-(4-methoxy-phenyl)-ethyl ester 
• 132149-06-5 4-(4-Methoxy-3-nitro-phenyl)-3-methyl-4-oxo-butyric acid 1-(4-methoxy-phenyl)-ethyl ester 
• 637-69-4 4-Methoxystyrene 
• 459-60-9 1-fluoro-4-methoxybenzene 

Relevant articles and documents

Silver-mediated oxidative 1,2-alkylesterification of styrenes with nitriles and acids: Via C(sp3)-H functionalization

A new silver-mediated 1,2-alkylesterification of alkenes with nitriles and acids promoted by a catalytic amount of nickel catalyst for producing acyloxylated nitriles has been developed via a C(sp3)-H functionalization process. By employing the NiI2 and Ag2CO3 catalytic systems, the method features broad substrate scope with respect to carboxylic acids, including linear alkyl acids, cyclic acids, aryl acids and amino acids.

Montmorillonite supported phase transfer catalyst in reduction of carbonyl groups

Silylpropyltrimethylammonium iodide covalently anchored onto montmorillonite shows good catalytic activity in carbonyl reduction under triphase catalysis. Selectively trans-t-butylcyclohexanol was formed selectively in good yield in the reduction of 4-t-b

Cinchona-Alkaloid-Derived NNP Ligand for Iridium-Catalyzed Asymmetric Hydrogenation of Ketones

Most ligands applied for asymmetric hydrogenation are synthesized via multistep reactions with expensive chemical reagents. Herein, a series of novel and easily accessed cinchona-alkaloid-based NNP ligands have been developed in two steps. By combining [Ir(COD)Cl]2, 39 ketones including aromatic, heteroaryl, and alkyl ketones have been hydrogenated, all affording valuable chiral alcohols with 96.0-99.9% ee. A plausible reaction mechanism was discussed by NMR, HRMS, and DFT, and an activating model involving trihydride was verified.

Resolution of (R,S)-1-(4-methoxyphenyl)ethanol by lipase-catalyzed stereoselective transesterification and the process optimization

An efficient lipase-catalyzed stereoselective transesterification reaction system was established for resolution of 1-(4-methoxyphenyl)ethanol (MOPE) enantiomers. A series of lipases were tested and compared. The immobilized lipase Novozym 40086 is selected as the best choice. The effects of organic solvent, acyl donor, time and temperature on substrate conversion (c), and optical purity of the remaining substrate (eeS) were investigated. Response surface methodology and central composite design were employed to evaluate the effect of some important factors and to optimize the process. Under the optimized conditions including solvent of n-hexane, acyl donor of vinyl acetate, temperature of 35°C, substrate molar ratio of 1:6, enzyme dosage of 20 mg, and reaction time of 2.5 h, eeS of 99.87% with c of 56.71% is achieved. The use of alkane solvent and immobilized enzyme, the mild reaction conditions, and the reduced reaction time make the system promising in industrial application.

Fe-Catalyzed Anaerobic Mukaiyama-Type Hydration of Alkenes using Nitroarenes

Hydration of alkenes using first row transition metals (Fe, Co, Mn) under oxygen atmosphere (Mukaiyama-type hydration) is highly practical for alkene functionalization in complex synthesis. Different hydration protocols have been developed, however, control of the stereoselectivity remains a challenge. Herein, highly diastereoselective Fe-catalyzed anaerobic Markovnikov-selective hydration of alkenes using nitroarenes as oxygenation reagents is reported. The nitro moiety is not well explored in radical chemistry and nitroarenes are known to suppress free radical processes. Our findings show the potential of cheap nitroarenes as oxygen donors in radical transformations. Secondary and tertiary alcohols were prepared with excellent Markovnikov-selectivity. The method features large functional group tolerance and is also applicable for late-stage chemical functionalization. The anaerobic protocol outperforms existing hydration methodology in terms of reaction efficiency and selectivity.