1,3-Bis(2-methoxyphenoxy)propan-2-ol

Base Information

• Chemical Name: 1,3-Bis(2-methoxyphenoxy)propan-2-ol
• CAS No.: 16929-60-5
• Molecular Formula: C17H20 O5
• Molecular Weight: 304.343
• European Community (EC) Number: 642-037-0
• NSC Number: 142122
• UNII: 9W2WA37VTB
• DSSTox Substance ID: DTXSID90168688
• Wikidata: Q83038308
• Mol file: 16929-60-5.mol

Synonyms:16929-60-5;1,3-bis(2-methoxyphenoxy)propan-2-ol;1,3-Bis(2-methoxyphenoxy)-2-propanol;2-Propanol, 1,3-bis(o-methoxyphenoxy)-;2-Propanol, 1,3-bis(2-methoxyphenoxy)-;NSC 142122;1,3-Bis(o-methoxyphenoxy)-2-propanol;BRN 2003232;9W2WA37VTB;NSC-142122;3-06-00-04224 (Beilstein Handbook Reference);NSC142122;UNII-9W2WA37VTB;SCHEMBL2328960;DTXSID90168688;O(CC(O)COc1ccccc1OC)c2ccccc2OC;MFCD01697245;BS-46059;LS-121765;CS-0150301;GUAIFENESIN IMPURITY D [EP IMPURITY];D81597;1,3-Bis(2-methoxyphenoxy)-2-propanol, pharmaceutical impurity standard

Chemical Property of 1,3-Bis(2-methoxyphenoxy)propan-2-ol

Chemical Property:

• Vapor Pressure: 1.59E-08mmHg at 25°C
• Melting Point: 73-74.2℃ (ethyl ether )
• Boiling Point: 440.2°Cat760mmHg
• Flash Point: 220°C
• PSA: 57.15000
• Density: 1.167g/cm³
• LogP: 2.52250
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 304.13107373
• Heavy Atom Count: 22
• Complexity: 271

Purity/Quality:

1,3-Bis(2-methoxyphenoxy)propan-2-ol 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 2003232
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1OCC(COC2=CC=CC=C2OC)O
• Uses: 1,3-Bis(2-methoxyphenoxy)-2-propanol is an impurity of Atenolol (A790075), a cardioselective β-adrenergic blocker. 1,3-Bis(2-methoxyphenoxy)-2-propanol is also used in various preparations of organic synthetic compounds.

Technology Process of 1,3-Bis(2-methoxyphenoxy)propan-2-ol

There total 5 articles about 1,3-Bis(2-methoxyphenoxy)propan-2-ol 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: 87.0%

2-methoxy-phenol (90-05-1) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → 1,3-bis(o-methoxyphenoxy)-2-propanol (16929-60-5)

Guidance literature:

With sodium hydroxide; In water; at 60 ℃; for 14h;

DOI:10.1007/s00044-017-1805-1

Reference yield: 64.0%

4-hydroxymethyl-1,3-dioxolan-2-one (931-40-8) + 2-methoxy-phenol (90-05-1) → 1,3-bis(o-methoxyphenoxy)-2-propanol (16929-60-5) + guaifenesin (93-14-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In N,N-dimethyl-formamide; at 160 ℃; for 9.5h; Inert atmosphere; Schlenk technique;

DOI:10.1002/adsc.201900287

Reference yield:

2-methoxy-phenol (90-05-1) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → 1-chloro-3-(2-methoxyphenoxy)-2-propyl alcohol (25772-81-0) + 1,3-bis(o-methoxyphenoxy)-2-propanol (16929-60-5) + guaifenesin (93-14-1) + 2-(2-methoxy-phenoxymethyl)-oxirane (2210-74-4)

Guidance literature:

With sodium hydroxide; In toluene; at 25 - 30 ℃; Solvent; Concentration;

DOI:10.1021/op300056k

upstream raw materials:

2-methoxy-phenol

epichlorohydrin

4-hydroxymethyl-1,3-dioxolan-2-one

Downstream raw materials:

1,3-bis(o-methoxyphenoxy)-2-propanone

2-<(o-methoxyphenoxy)methyl>-1-(o-methoxyphenoxy)-2-pentanol

4,4-bis<(o-methoxyphenoxy)methyl>-3-oxaheptanoic acid