1-(2-Hydroxyphenyl)-2-phenyl-1,2-ethanedione

Base Information

• Chemical Name: 1-(2-Hydroxyphenyl)-2-phenyl-1,2-ethanedione
• CAS No.: 34589-99-6
• Molecular Formula: C14H10O3
• Molecular Weight: 226.232
• DSSTox Substance ID: DTXSID101256225
• Nikkaji Number: J2.654.816K
• Mol file: 34589-99-6.mol

Synonyms:hydroxybenzil;hydroxy benzil;1-(2-Hydroxyphenyl)-2-phenyl-1,2-ethanedione;SCHEMBL967919;LKENZCXDBCULOT-UHFFFAOYSA-N;DTXSID101256225;34589-99-6

Chemical Property of 1-(2-Hydroxyphenyl)-2-phenyl-1,2-ethanedione

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 226.062994177
• Heavy Atom Count: 17
• Complexity: 292

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)C(=O)C2=CC=CC=C2O

Technology Process of 1-(2-Hydroxyphenyl)-2-phenyl-1,2-ethanedione

There total 10 articles about 1-(2-Hydroxyphenyl)-2-phenyl-1,2-ethanedione 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: 82.0%

phenylglyoxal hydrate (1074-12-0) + phenol (108-95-2,27073-41-2) → 2-hydroxybenzil (34589-99-6)

Guidance literature:

With copper(II) acetate monohydrate; In toluene; at 60 ℃; for 5h; Reagent/catalyst; Solvent; Temperature;

DOI:10.1002/ejoc.201501423

Reference yield: 81.0%

1-phenyl-2-hydroxyethanone (582-24-1) + phenol (108-95-2,27073-41-2) → 2-hydroxybenzil (34589-99-6)

Guidance literature:

With di-tert-butyl perester; iron(II) chloride; In dichloromethane; at 60 ℃; for 24h; Inert atmosphere;

DOI:10.1002/ejoc.201001180

Reference yield: 71.0%

2-methoxybenzil (34082-43-4) → 2-hydroxybenzil (34589-99-6)

Guidance literature:

With pyridine; hydrogenchloride;

DOI:10.1021/jo00242a002

upstream raw materials:

2-methoxybenzil

2-methyl-isoflavone epoxide

2-methyl-3-phenyl-4H-1-benzopyran-4-one

methyl 2-(benzyloxy)benzoate

Downstream raw materials:

2-(2-hydroxyphenyl)-1-phenylethan-1-one

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

2-phenylbenzofuran

2-[2-(2-Oxo-2-phenyl-acetyl)-phenoxy]-propionic acid

Refernces

• 1、 Battini, Narsaiah,Battula, Satyanarayana,Ahmed, Qazi Naveed. "Copper-Assisted Synthesis of 2-Hydroxyphenyl-1,2-diones from Phenols and 2-Oxoaldehydes". supporting information. p. 658 - 662. Retrieved 2017/01/18.
• 2、 Guo, Xingwei,Li, Wenjuan,Li, Zhiping. "Iron-catalyzed ortho-selective functionalization of phenols: A straightforward strategy towards the 2′-hydroxyphenyl-1,2-dione skeleton". experimental part. p. 5787 - 5790. Retrieved 2011/01/04.