5173-28-4

Basic information

• Product Name: 1,2-bis(4-methylphenyl)-1,2-ethanediol
• CAS NO: 5173-28-4
• Molecular Weight: 242.318
• Mol File: 5173-28-4.mol
• Article Data: 135

Chemical Properties

• CAS DataBase Reference: 1,2-bis(4-methylphenyl)-1,2-ethanediol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-bis(4-methylphenyl)-1,2-ethanediol(5173-28-4)
• EPA Substance Registry System: 1,2-bis(4-methylphenyl)-1,2-ethanediol(5173-28-4)

Safety Data

• Hazardous Substances Data: 5173-28-4(Hazardous Substances Data)

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 131543-46-9 Glyoxal 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 107-05-1 3-chloroprop-1-ene 
• 611-74-5 N,N-dimethylbenzamide 
• 693-04-9 butyl magnesium bromide 
• 2386-64-3 ethylmagnesium chloride 
• 100-52-7 benzaldehyde 
• 589-18-4 4-Methylbenzyl alcohol 
• 124-38-9 carbon dioxide 
• 865-48-5 sodium t-butanolate 
• 3457-48-5 1,2-di(4-methylphenyl)-1,2-ethanedione 
• 64-17-5 ethanol 
• 18869-29-9 (E)-4,4'-dimethylstilbene 

Downstream Products

• 104-87-0 4-methyl-benzaldehyde 
• 911798-06-6 meso-1,2-bis-(4-dimethylphenyl)-1,2-dimethoxyethane 
• 5173-28-4 1,2-bis(4-methylphenyl)-1,2-ethanediol 
• 66768-19-2 (R,R)-(+)-1,2-di(p-methylphenyl)ethane-1,2-diol 
• 99-94-5 p-Toluic acid 
• 376603-11-1 9-(4-methylphenyl)-1,8-dioxo-9H-dibenzo[c,h]-2,7,10-trioxanthene 
• 3719-84-4 2,3-bis(4-methylphenyl)quinoxaline 
• 16107-87-2 6-methyl-2,3-di-p-tolylquinoxaline 
• 361149-72-6 6,7-dimethyl-2,3-di-p-tolyl-quinoxaline 
• 361149-73-7 6,7-dichloro-2,3-di-p-tolylquinoxaline 
• 1094618-62-8 6-bromo-2,3-bis(4-methylphenyl)quinoxaline 
• 34737-67-2 meso-4,4'-Dimethylhydrobenzoin-sulfit 

Relevant articles and documents

Electrochemical pinacol coupling of aromatic carbonyl compounds in a [BMIM][BF4]-H2O mixture

The electrochemical pinacol coupling reactions of aromatic carbonyl compounds were carried out using an 80% [BMIM][BF4]-H2O mixture as the electrolytic medium. The corresponding diols were obtained in good to excellent yields with moderate diastereoselectivity. The stereoselectivity can be explained using the strongly-bound ion-pairs formed between the imidazolium cation and the radical anions of the carbonyl compounds. The ionic liquid replaces both organic solvents and supporting electrolytes generally used in the electrosynthetic method. The electrolytic medium can be recycled and successfully reused at least in five consecutive reactions.

Facile pinacol coupling of aliphatic ketones by Brook rearrangement in the presence of samarium species

Herein we report a practical pinacol coupling reaction, in which ketones (aldehydes) react smoothly with Sm and TMSBr to afford the diol products with Sm(II) or (III) siliyl species generated in situ. This reported method affords poor yields for aromatic ketone substrates and good yields for aliphatic ketones. Therefore, it distinguishes from most reductive coupling approaches that are more effective for aromatic carbonyl compounds and provides a facile and robust approach for the pinacol coupling of aliphatic ketones. Mechanistic studies also indicated the pinacolization probably proceeded via an anionic instead of radical coupling pathway involving the Brook rearrangement in the presence of samarium (II or III) silyl species.

Mo–Catalyzed One-Pot Synthesis of N-Polyheterocycles from Nitroarenes and Glycols with Recycling of the Waste Reduction Byproduct. Substituent-Tuned Photophysical Properties

A catalytic domino reduction–imine formation–intramolecular cyclization–oxidation for the general synthesis of a wide variety of biologically relevant N-polyheterocycles, such as quinoxaline- and quinoline-fused derivatives, and phenanthridines, is reported. A simple, easily available, and environmentally friendly dioxomolybdenum(VI) complex has proven to be a highly efficient and versatile catalyst for transforming a broad range of starting nitroarenes involving several redox processes. Not only is this a sustainable, step-economical as well as air- and moisture-tolerant method, but also it is worth highlighting that the waste byproduct generated in the first step of the sequence is recycled and incorporated in the final target molecule, improving the overall synthetic efficiency. Moreover, selected indoloquinoxalines have been photophysically characterized in cyclohexane and toluene with exceptional fluorescence quantum yields above 0.7 for the alkyl derivatives.