4,4'-Dimethoxybenzil

Base Information

• Chemical Name: 4,4'-Dimethoxybenzil
• CAS No.: 1226-42-2
• Molecular Formula: C16H14O4
• Molecular Weight: 270.285
• Hs Code.: 29145090
• European Community (EC) Number: 214-960-5
• NSC Number: 602910,19218
• UNII: 98DR7869CR
• DSSTox Substance ID: DTXSID3061631
• Nikkaji Number: J38.985D
• Wikidata: Q72467637
• Pharos Ligand ID: RP3B5K4X74X9
• ChEMBL ID: CHEMBL191513
• Mol file: 1226-42-2.mol

Synonyms:4,4'-dimethoxybenzil;p,p'-dimethoxybenzil

Chemical Property of 4,4'-Dimethoxybenzil

Chemical Property:

• Appearance/Colour: yellow fine crystalline powder
• Melting Point: 132-134 °C(lit.)
• Refractive Index: 1.5447 (estimate)
• Boiling Point: 442.182 °C at 760 mmHg
• Flash Point: 197.467 °C
• PSA: 52.60000
• Density: 1.183 g/cm³
• LogP: 2.76940
• Storage Temp.: Store below +30°C.
• Water Solubility.: Insoluble in water.
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 270.08920892
• Heavy Atom Count: 20
• Complexity: 302

Purity/Quality:

99% ^*data from raw suppliers

4,4''-Dimethoxybenzil ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-36/37-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(=O)C(=O)C2=CC=C(C=C2)OC
• Uses: Anisil is a biochemical utilized in the preparation of substituted bis(dithiolene)nickel complex. Further, it is used in the preparation of 3-[4,5-bis-(4-methoxy-phenyl)-1H-imidazol-2-yl]-pyridine by reacting with pyridine-3-carbaldehyde.

Technology Process of 4,4'-Dimethoxybenzil

There total 141 articles about 4,4'-Dimethoxybenzil 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: 98.0%

4,4'-dimethoxybenzoin (119-52-8) → dimethylsulfide (75-18-3) + 1,2-bis(4-methoxyphenyl)-1,2-ethanedione (1226-42-2)

Guidance literature:

With antimonypentachloride; dimethyl sulfoxide; In nitromethane; at 40 ℃; for 1h;

DOI:10.1246/bcsj.58.470

Reference yield: 79.0%

1,4-di(4-methoxyphenyl)ethanone (120-44-5) → 1,2-bis(4-methoxyphenyl)-2-oxoethyl acetate (138744-94-2,1678-44-0) + 4-methoxybenzoic acid (100-09-4) + 1,2-bis(4-methoxyphenyl)-1,2-ethanedione (1226-42-2)

Guidance literature:

With manganese triacetate; lithium chloride; In acetic acid; for 1.51667h; Product distribution; Mechanism; Heating;

DOI:10.1246/bcsj.58.142

Reference yield: 76.0%

[(hydrotris(3,5-diphenylpyrazol-1-yl)borate)FeII(HBME)] → 4-methoxybenzoic acid (100-09-4) + 1,2-bis(4-methoxyphenyl)-1,2-ethanedione (1226-42-2)

Guidance literature:

With oxygen; In benzene; at 10 ℃; for 0.216667h; Kinetics;

DOI:10.1021/acs.inorgchem.5b01235

upstream raw materials:

4-methoxy-benzaldehyde

Trichloroethylene

manganese triacetate

4,4'-dimethoxybenzoin

Downstream raw materials:

2,4,5-tris(4-methoxyphenyl)-1H-imidazole

5,6-bis-(4-methoxy-phenyl)-2H-[1,2,4]triazine-3-thione

2-(4,5-bis(4-methoxyphenyl)-1H-imidazol-2-yl)pyridine

4-[4,5-Bis-(4-methoxy-phenyl)-1H-imidazol-2-yl]-pyridine

Refernces

• 1、 Latif et al.. "-". . p. 1735. Retrieved 1968.
• 2、 Mori, Shigeki,Takubo, Masato,Yanase, Takayoshi,Maegawa, Tomohiro,Monguchi, Yasunari,Sajiki, Hironao. "Palladium on Carbon-Catalyzed synthesis of benzil derivatives from 1,2-Diarylalkynes with DMSO and molecular oxygen as dual oxidants". . p. 1630 - 1634. Retrieved 2010.
• 3、 Baek,Lee,Yoo,Ko,Kim,Kim. "Indium-mediated reductive coupling of acyl cyanides: A convenient synthesis of 1,2-diketones". . p. 8097 - 8099. Retrieved 2000.
• 4、 Varma, Rajender S.,Kumar, Dalip,Dahiya, Rajender. "Solid State Oxidation of Benzoins on Alumina-Supported Copper(II) Sulfate under Microwave Irradiation". . p. 324 - 325. Retrieved 1998.
• 5、 Zhang, Gui-Sheng,Shi, Qi-Zeng,Chen, Mi-Feng,Cai, Kun. "Ammonium chlorochromate adsorbed on alumina: A new reagent for the oxidation of alcohols and benzoins to the corresponding carbonyl compounds". . p. 953 - 956. Retrieved 1997.
• 6、 Baruah, Bipul,Boruah, Anima,Prajapati, Dipak,Sandhu, Jagir S. "Sm or Zn-induced coupling reactions. A facile route to 1,2-diketones". . p. 7603 - 7604. Retrieved 1997.
• 7、 Mineo,Nakagawa. "Oxidation with nickel peroxide. VII. Preparation of α diketones from α ketoalcohols (Japanese)". . p. 1180 - 1182. Retrieved 1974.
• 8、 Zhou, Yi-Ming,Ye, Xiang-Rong,Xin, Xin-Quan. "Solid state synthesis of benzils at low-heating temperatures". . p. 2229 - 2234. Retrieved 1999.
• 9、 Cole, Derek C,Stock, Joseph R,Kappel, Jo Anne. "Modification of the swern oxidation: use of a recyclable, polystyrene bound sulfoxide.". . p. 1791 - 1793. Retrieved 2002.
• 10、 Noroozi-Pesyan,Dabbagh. "Alumina and silica oxides as catalysts for the oxidation of benzoins to benzils under solvent-free conditions". . p. 1364 - 1368. Retrieved 2005.