3,3'-Dimethylbenzil

Base Information

• Chemical Name: 3,3'-Dimethylbenzil
• CAS No.: 4463-26-7
• Molecular Formula: C16H14O2
• Molecular Weight: 238.286
• DSSTox Substance ID: DTXSID50521038
• Nikkaji Number: J1.434.231A
• Wikidata: Q82385269
• Mol file: 4463-26-7.mol

Synonyms:3,3'-Dimethylbenzil;4463-26-7;Ethanedione, bis(3-methylphenyl)-;1,2-bis(3-methylphenyl)ethane-1,2-dione;SCHEMBL3753879;DTXSID50521038;GSPXBTSSRIPSKY-UHFFFAOYSA-N;1,2-Di-m-tolylethane-1,2-dione;Bis(3-methylphenyl)ethane-1,2-dione

Chemical Property of 3,3'-Dimethylbenzil

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 238.099379685
• Heavy Atom Count: 18
• Complexity: 289

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)C(=O)C(=O)C2=CC=CC(=C2)C

Technology Process of 3,3'-Dimethylbenzil

There total 24 articles about 3,3'-Dimethylbenzil 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%

3,3'-dimethylbenzoin (1218-85-5) → 3,3'-dimethylbenzil (4463-26-7)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; oxygen; potassium carbonate; zinc(II) oxide; In toluene; at 60 ℃; for 17h;

DOI:10.1016/j.tetlet.2010.12.004

Reference yield: 88.0%

bis(3-methylphenyl)acetylene (2765-16-4) → 3,3'-dimethylbenzil (4463-26-7)

Guidance literature:

With water; dibromoisocyanuric acid; In acetonitrile; at 75 ℃; for 16h;

DOI:10.1002/adsc.201801535

Reference yield: 82.0%

oxalyl dichloride (79-37-8) + m-tolylmagnesium bromide (28987-79-3) → 3,3'-dimethylbenzil (4463-26-7)

Guidance literature:

With copper(I) bromide; lithium bromide; In tetrahydrofuran; at 0 ℃; for 0.25h;

DOI:10.1016/0040-4039(95)01471-S

upstream raw materials:

m-tolyl aldehyde

bis(3-methylphenyl)acetylene

1,2-dichlorotetramethylsilane

3-Methylbenzoyl chloride

Downstream raw materials:

3,3'-dimethyl-benzilic acid

3-(4,5-di-m-tolyl-1H-imidazol-2-yl)-4-hydroxy-chromen-2-one

2-phenylindolizine

2,3-Di-m-tolyl-quinolizinylium; bromide

Refernces

• 1、 Shen, Duyi,Wang, Hongyan,Zheng, Yanan,Zhu, Xinjing,Gong, Peiwei,Wang, Bin,You, Jinmao,Zhao, Yulei,Chao, Mianran. "Catalyst-Free and Transition-Metal-Free Approach to 1,2-Diketones via Aerobic Alkyne Oxidation". . p. 5354 - 5361. Retrieved 2021/05/05.
• 2、 Gujjarappa, Raghuram,Vodnala, Nagaraju,Putta,Ganga Reddy, Velma,Malakar, Chandi C.. "Conversion of alkynes into 1,2-diketones using HFIP as sacrificial hydrogen donor and DMSO as dihydroxylating agent". supporting information. . Retrieved 2020/01/21.