Methoxybenzoin

Base Information

• Chemical Name: Methoxybenzoin
• CAS No.: 55913-05-8
• Molecular Formula: C15H14O3
• Molecular Weight: 242.274
• DSSTox Substance ID: DTXSID60603036
• Mol file: 55913-05-8.mol

Synonyms:methoxybenzoin;55913-05-8;SCHEMBL277654;DTXSID60603036;QDPMVUZZMXVFJO-UHFFFAOYSA-N;2-Hydroxy-1-(2-methoxyphenyl)-2-phenylethan-1-one

Chemical Property of Methoxybenzoin

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 242.094294304
• Heavy Atom Count: 18
• Complexity: 271

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1C(=O)C(C2=CC=CC=C2)O

Technology Process of Methoxybenzoin

There total 2 articles about Methoxybenzoin 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: 95.0%

2-methoxybenzil (34082-43-4) → 2-Hydroxy-2-(2-methoxyphenyl)-1-phenylethanone (74552-54-8) + 2-hydroxy-1-(2-methoxyphenyl)-2-phenylethan-1-one (55913-05-8)

Guidance literature:

2-methoxybenzil; With sodium iodide; In dichloromethane; at 20 ℃; for 0.0833333h; Inert atmosphere; Green chemistry;

With chloro-trimethyl-silane; In dichloromethane; at -40 ℃; for 0.25h; regioselective reaction; Inert atmosphere; Green chemistry;

DOI:10.1021/acs.orglett.6b01491

Reference yield: 42.0%

benzaldehyde (100-52-7) + ortho-anisaldehyde (135-02-4) → 2-hydroxy-1-(2-methoxyphenyl)-2-phenylethan-1-one (55913-05-8)

Guidance literature:

With 3,3'- (dodecane-1,12-diyl)bis(1-methyl-1H-benzo[d]imidazol-3-ium) dibromide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In water; at 20 ℃;

Reference yield:

2-hydroxy-1-(2-methoxyphenyl)-2-phenylethan-1-one (55913-05-8) → 2-(2-methoxyphenyl)-1-phenylethan-1-one (27356-33-8)

Guidance literature:

2-hydroxy-1-(2-methoxyphenyl)-2-phenylethan-1-one; With sodium iodide; In dichloromethane; at 20 ℃; for 0.0833333h; Inert atmosphere; Green chemistry;

With chloro-trimethyl-silane; In dichloromethane; at 20 ℃; for 18h; regioselective reaction; Inert atmosphere; Green chemistry;

DOI:10.1021/acs.orglett.6b01491

upstream raw materials:

2-methoxybenzil

benzaldehyde

ortho-anisaldehyde

Downstream raw materials:

2-(2-methoxyphenyl)-1-phenylethan-1-one