64158-25-4

Basic information

• Product Name: 1,2-Ethanediol, 1,2-bis(2-methylphenyl)-
• CAS NO: 64158-25-4
• Molecular Formula: C16H18O2
• Molecular Weight: 242.318
• Mol File: 64158-25-4.mol
• Article Data: 33

Chemical Properties

• CAS DataBase Reference: 1,2-Ethanediol, 1,2-bis(2-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Ethanediol, 1,2-bis(2-methylphenyl)-(64158-25-4)
• EPA Substance Registry System: 1,2-Ethanediol, 1,2-bis(2-methylphenyl)-(64158-25-4)

Safety Data

• Hazardous Substances Data: 64158-25-4(Hazardous Substances Data)

Upstream product

• 4389-39-3 2-hydroxy-1,2-bis(2-methylphenyl)ethanone 
• 529-20-4 2-methylphenyl aldehyde 
• 89-95-2 2-methyl-benzyl alcohol 
• 932-31-0 ortho-tolylmagnesium bromide 
• 131543-46-9 Glyoxal 
• 64-17-5 ethanol 
• 7732-18-5 water 
• 127-08-2 potassium acetate 
• 141-78-6 ethyl acetate 
• 5294-03-1 di-o-tolylethyne 
• 36888-18-3 (E)-2,2'-dimethylstilbene 
• 1530-36-5 [(2-methylphenyl)methyl]triphenylphosphonium bromide 
• 52340-78-0 (R,R)-hydroxybenzoin 
• 74-88-4 methyl iodide 

Downstream Products

• 916525-60-5 1,2-bis(2-methylphenyl)-2-[(7,8,8-trimethyloctahydro-4,7-methanobenzo[b]furan-2-yl)oxy]ethanol 
• 4389-39-3 2-hydroxy-1,2-bis(2-methylphenyl)ethanone 
• 916525-65-0 [1,2-bis(2-methylphenyl)-2-(2-methylpropoxy)ethoxy]-7,8,8-trimethyloctahydro-4,7-methanobenzo[b]furan 
• 916525-77-4 oxophenylacetic acid (1R,2S)-1,2-bis(2-methylphenyl)-2-(2-methylpropoxy)ethyl ester 
• 916525-82-1 hydroxy(phenyl)acetic acid (1R,2S)-1,2-bis(2-methylphenyl)-2-(2-methylpropoxy)ethyl ester 
• 916525-72-9 (1R,2S)-1,2-bis(2-methylphenyl)-2-(2-methylpropoxy)ethanol 
• 118-90-1 ortho-methylbenzoic acid 
• 529-20-4 2-methylphenyl aldehyde 
• 2048-07-9 1,2-bis(2-methylphenyl)-1,2-ethanedione 
• 34712-68-0 meso-2,2'-Dimethylhydrobenzoin-sulfit 

Relevant articles and documents

CBZ6 as a Recyclable Organic Photoreductant for Pinacol Coupling

A recyclable organic photoreductant (1 mol % CBZ6)-catalyzed reductive (pinacol) coupling of aldehydes, ketones, and imines has been developed. Irradiated by purple light (407 nm) using triethylamine as an electron donor, a variety of 1,2-diols and 1,2-diamines could be prepared. The oxidation potential of the excited state of CBZ6 is established as -1.92 V (vs saturated calomel electrode (SCE)). The relative high reductive potential enables the reductive coupling of carbonyl compounds and their derivatives. CBZ6 can be prepared in gram scale and is acid/base- or air-stable. It could be applied in large-scale photoreductive synthesis and recovered in high yield after the reaction.

Oxidative carbon-carbon bond cleavage of 1,2-diols to carboxylic acids/ketones by an inorganic-ligand supported iron catalyst

The carbon-carbon bond cleavage of 1,2-diols is an important chemical transformation. Although traditional stoichiometric and catalytic oxidation methods have been widely used for this transformation, an efficient and valuable method should be further explored from the views of reusable catalysts, less waste, and convenient procedures. Herein an inorganic-ligand supported iron catalyst (NH4)3[FeMo6O18(OH)6]·7H2O was described as a heterogeneous molecular catalyst in acetic acid for this transformation in which hydrogen peroxide was used as the terminal oxidant. Under the optimized reaction conditions, carbon-carbon bond cleavage of 1,2-diols could be achieved in almost all cases and carboxylic acids or ketones could be afforded with a high conversion rate and high selectivity. Furthermore, the catalytic system was used efficiently to degrade renewable biomass oleic acid. Mechanistic insights based on the observation of the possible intermediates and control experiments are presented.

Diborative Reduction of Alkynes to 1,2-Diboryl-1,2-Dimetalloalkanes: Its Application for the Synthesis of Diverse 1,2-Bis(boronate)s

Reduction of alkynes with alkali metals in the presence of B2pin2 results in diboration of alkynes. Distinct from conventional dissolving metal hydrogenations, two carbon-boron bonds and also two carbon-alkali metal bonds can be constructed in one operation to form 1,2-diboryl-1,2-dimetalloalkanes. The 1,2-diboryl-1,2-dimetalloalkanes generated are readily convertible to a wide range of vicinal bis(boronate)s. In particular, oxidation of the 1,2-dianionic species provides (E)-1,2-diborylalkenes, unique anti-selective diboration of alkynes being thus executed.