4-(2-Methoxyethyl)phenol

Base Information

• Chemical Name: 4-(2-Methoxyethyl)phenol
• CAS No.: 56718-71-9
• Molecular Formula: C9H12O2
• Molecular Weight: 152.193
• Hs Code.: 29095000
• European Community (EC) Number: 260-354-9
• UNII: PY1W0AKW8I
• DSSTox Substance ID: DTXSID2073564
• Nikkaji Number: J40.673B
• Wikidata: Q27286814
• ChEMBL ID: CHEMBL1094369
• Mol file: 56718-71-9.mol

Synonyms:4-(2-Methoxyethyl)phenol;56718-71-9;p-(2-Methoxyethyl)phenol;p-(2-Methoxyethyl) phenol;Phenol, 4-(2-methoxyethyl)-;4-METHOXYETHYLPHENOL;UNII-PY1W0AKW8I;Metoprolol IMpurity 02;PY1W0AKW8I;4-(2-methoxyethyl) phenol;p-Hydroxyphenethyl methyl ether;CHEMBL1094369;EINECS 260-354-9;Metoprolol Impurity B;EC 260-354-9;Metoprolol Impurity I;4-(2-methoxyethyl)-phenol;4-(2'-METHOXYETHYL)PHENOL;MFCD00017537;4-Methoxy ethyl phenol;Metoprolol EP Impurity B;4-(2'Methoxyethyl)Phenol;4-(2-methoxy ethyl)phenol;4-(2-methoxy ethyl) phenol;4-(2-methoxy-ethyl)-phenol;Fenol, 4-(2-methoxietil)-;SCHEMBL303516;DTXSID2073564;AMY8862;4-(2-Methoxyethyl)phenol, 97%;CS-M3678;BDBM50316786;AKOS000120544;CS-O-31130;AC-23553;TS-02027;FT-0616546;FT-0652026;M1167;EN300-20975;F11255;METOPROLOL TARTRATE IMPURITY B [EP IMPURITY];W-105505;METOPROLOL SUCCINATE IMPURITY B [EP IMPURITY];Q27286814;Z104485614

Chemical Property of 4-(2-Methoxyethyl)phenol

Chemical Property:

• Appearance/Colour: White Powder
• Vapor Pressure: 0.0252mmHg at 25°C
• Melting Point: 42-45 °C(lit.)
• Refractive Index: 1.5320
• Boiling Point: 239.9 °C at 760 mmHg
• PKA: 10.00±0.15(Predicted)
• Flash Point: 97.8 °C
• PSA: 29.46000
• Density: 1.06 g/cm³
• LogP: 1.58110
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: 8.42g/L at 20℃
• XLogP3: 1.9
• 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:

99% ^*data from raw suppliers

4-(2-Methoxyethyl)phenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COCCC1=CC=C(C=C1)O
• Uses: 4-(2-Methoxyethyl)phenol is an Impurity of Metoprolol. 4-(2-Methoxyethyl)phenol may be used in the preparation of methyl analog of metoprolol (MAM).

Technology Process of 4-(2-Methoxyethyl)phenol

There total 33 articles about 4-(2-Methoxyethyl)phenol 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: 96.0%

alpha-methoxy-4-hydroxyacetophenone (32136-81-5) → 4-(2-methoxyethyl)phenol (56718-71-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 4h; under 2327.2 Torr;

Reference yield: 95.0%

2-(4'-hydroxyphenyl)ethyl methyl carbonate (953422-33-8) + carbonic acid dimethyl ester (616-38-6) → 4-(2-methoxyethyl)phenol (56718-71-9)

Guidance literature:

With Amberlyst 15; for 36h; Reflux;

DOI:10.1016/j.tetlet.2013.06.122

Reference yield: 94.0%

1-methoxy-4-(2-methoxyethyl)benzene (80314-58-5) → 4-(2-methoxyethyl)phenol (56718-71-9)

Guidance literature:

With potassium tert-butylate; diphenylphosphane; In N,N-dimethyl-formamide; at 80 ℃; for 12h; Sealed tube;

DOI:10.1039/d1ob01286j

upstream raw materials:

4-(2-bromoethyl)phenol

sodium methylate

4-(2-methoxyethyl)aniline

alpha-methoxy-4-hydroxyacetophenone

Downstream raw materials:

3-monochloro-1,2-propanediol

4-(2-methoxyethyl)cyclohexanone

metoprolol succinate

Difluoro-[4-(2-methoxy-ethyl)-phenoxy]-acetic acid ethyl ester

Refernces

• 1、 -. "Preparation method of metoprolol intermittent". Paragraph 0019; 0038; 0041-0042; 0043; 0046-0047. . Retrieved 2019/03/08.
• 2、 Colell, Johannes F. P.,Franck, Xavier,Glachet, Thomas,Marzag, Hamid,Reboul, Vincent,Saraiva Rosa, Nathalie,Theis, Thomas,Warren, Warren S.,Zhang, Guannan. "Iodonitrene in Action: Direct Transformation of Amino Acids into Terminal Diazirines and 15N2-Diazirines and Their Application as Hyperpolarized Markers". supporting information. . Retrieved 2019/09/06.