4-Methoxyphenethyl alcohol

Base Information

• Chemical Name: 4-Methoxyphenethyl alcohol
• CAS No.: 702-23-8
• Molecular Formula: C9H12O2
• Molecular Weight: 152.193
• Hs Code.: 29062990
• European Community (EC) Number: 211-866-6
• NSC Number: 408325
• UNII: 3MWL5NZE9K
• DSSTox Substance ID: DTXSID5041518
• Nikkaji Number: J45.894E
• Wikidata: Q27257678
• Metabolomics Workbench ID: 133841
• ChEMBL ID: CHEMBL412890
• Mol file: 702-23-8.mol

Synonyms:4-Methoxyphenethyl alcohol;2-(4-Methoxyphenyl)ethanol;702-23-8;4-Methoxybenzeneethanol;Benzeneethanol, 4-methoxy-;p-Methoxyphenethyl alcohol;2-(4-Methoxyphenyl)Ethan-1-Ol;2-(p-Anisyl)ethanol;UNII-3MWL5NZE9K;3MWL5NZE9K;2-(p-Methoxyphenyl)ethanol;2-(4-methoxyphenyl)-ethanol;2-(4-Methoxy-phenyl)-ethanol;DTXSID5041518;2-(p-Methoxyphenyl)ethyl alcohol;EINECS 211-866-6;1-methoxy-4-(2-hydroxyethyl)benzene;MFCD00002900;NSC 408325;NSC-408325;AI3-05522;4-methoxyphenethanol;4-Methoxybenzenethanol;C(CO)c1ccc(OC)cc1;p-Methoxy-phenethyl alcohol;p-Methoxyphenylethyl alcohol;4-(2-Hydroxyethyl)anisole;4-methoxy-phenethyl alcohol;SCHEMBL77472;CHEMBL412890;DTXCID3021518;2-(p-methoxyphenyl)-ethan-1-ol;METHOXYBENZENEETHANOL, 4-;4-Methoxyphenethyl alcohol, 99%;4-Methoxy-.beta.-phenethyl alcohol;Tox21_300755;BBL027411;NSC408325;STL373550;P-(METHOXYPHENYL)ETHYL ALCOHOL;PHENETHYL ALCOHOL, P-METHOXY-;AKOS000280348;AB00284;CS-W004056;HY-W004056;.BETA.-(P-METHOXYPHENYL)ETHANOL;2-(4-METHOXYPHENYL)-1-ETHANOL;NCGC00248159-01;NCGC00254660-01;CAS-702-23-8;DS-14311;SY014083;FT-0618945;M0889;EN300-133027;A836808;Q27257678;F0001-1817;Z397587494

Chemical Property of 4-Methoxyphenethyl alcohol

Chemical Property:

• Appearance/Colour: Clear light brown liquid after melting
• Vapor Pressure: 0.00745mmHg at 25°C
• Melting Point: 26-28 °C(lit.)
• Refractive Index: 1.536-1.538
• Boiling Point: 257.5 °C at 760 mmHg
• PKA: 15.00±0.16(Predicted)
• Flash Point: 110.2 °C
• PSA: 29.46000
• Density: 1.058 g/cm³
• LogP: 1.23000
• Storage Temp.: 2-8°C
• Solubility.: Soluble in DMSO, Methanol.
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 152.083729621
• Heavy Atom Count: 11
• Complexity: 95.7

Purity/Quality:

≥ 98% ^*data from raw suppliers

2-(4-Methoxyphenyl)ethanol ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)CCO
• Uses: 4-Methoxyphenethyl alcohol has a flavor and aroma of fresh citrus juice and may be used for perfumes, foods, and cosmetics. 2-(4-Methoxyphenyl)ethanol is used as an internal standard in the fluorous biphasic catalysis reaction. It is used in the preparation of 4-(2-iodoethyl)phenol, by refluxing it with 47% hydriodic acid. It may be used in the preparation of (2R*,4R*)-1-n-butyl-2-methyl-4-(2-oxopyrrolidin-1-yl)-6-methoxy-1,2,3,4-tetrahydroquinoline and (2R*,4S*)-1-n-butyl-2-methyl-4-(2-oxopyrrolidin-1-yl)-6-methoxy-1,2,3,4- tetrahydroquinoline. It is used for foods, perfumes, and cosmetics. 4-Methoxyphenethyl alcohol was used in the preparation of 4-(2-iodoethyl)phenol, by refluxing it with 47% hydriodic acid. It may be used in the preparation of (2R*,4R*)-1-n-butyl-2-methyl-4-(2-oxopyrrolidin-1-yl)-6-methoxy-1,2,3,4-tetrahydroquinoline and (2R*,4S*)-1-n-butyl-2-methyl-4-(2-oxopyrrolidin-1-yl)-6-methoxy-1,2,3,4- tetrahydroquinoline.

Technology Process of 4-Methoxyphenethyl alcohol

There total 89 articles about 4-Methoxyphenethyl alcohol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

4-methoxyphenethyl methyl carbonate (1796-64-1) → 2-(4-Methoxyphenyl)ethanol (702-23-8)

Guidance literature:

With water; sodium hydroxide; In tetrahydrofuran; at 25 ℃; for 24h;

DOI:10.1016/j.ejmech.2010.10.028

Reference yield: 98.0%

4-methoxy-phenyl acetic acid methyl ester (23786-14-3) → 2-(4-Methoxyphenyl)ethanol (702-23-8)

Guidance literature:

4-methoxy-phenyl acetic acid methyl ester; With diethylzinc; lithium chloride; In tetrahydrofuran; hexane; at 20 ℃; for 6h; Inert atmosphere;

With sodium hydroxide; In tetrahydrofuran; hexane; water; at 20 ℃; for 8h; chemoselective reaction; Inert atmosphere;

DOI:10.1002/chem.201406176

Reference yield: 98.0%

C17H20O3 (156147-56-7) → 2-(4-Methoxyphenyl)ethanol (702-23-8)

Guidance literature:

With t-butyl bromide; In acetonitrile; for 0.5h; chemoselective reaction; Reflux;

DOI:10.1016/j.tetlet.2015.10.067

upstream raw materials:

oxirane

4-methoxyphenyl magnesium bromide

2-(4-methoxyphenyl)oxirane

4-methoxyphenethyl acetate

Downstream raw materials:

4-Methoxystyrene

4-methoxyphenethyl bromide

4-hydroxy-phenethyl iodide

2-bromo-4-(2-bromo-ethyl)-anisole

Refernces

Synthesis of 5-(ω-sulfhydrylalkyl)salicylaldehydes as precursors for the preparation of alkanethiol-modified metal salens

10.1016/S0040-4039(01)01178-9

The research focuses on the synthesis of 5-(ω-sulfhydrylalkyl)salicylaldehydes, which are precursors for the preparation of alkanethiol-modified metal salens. These compounds are of interest for their potential use in modifying the surfaces of gold electrodes. The experiments involved multistep syntheses to obtain two specific alkanethiol-modified salicylaldehydes: 5-(2-sulfhydrylethyl)salicylaldehyde and 5-(6-sulfhydrylhexyl)salicylaldehyde. Key reactants included 4-methoxyphenethyl alcohol, hydriodic acid, Grignard reagent, paraformaldehyde, triethylamine, and thiourea, among others. The synthesis procedures involved refluxing, formation of Grignard reagents, column chromatography for purification, and treatment with base. The synthesized compounds were characterized using gas chromatography-mass spectrometry (GC–MS) and nuclear magnetic resonance (NMR) spectrometry to confirm their structures and purity.

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