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

• 529-20-4 2-methylphenyl aldehyde 
• 36888-18-3 (E)-2,2'-dimethylstilbene 
• 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 
• 51608-60-7 N-(benzylidene)-p-methylbenzenesulfonamide 
• 108-24-7 acetic anhydride 
• 52340-78-0 (R,R)-hydroxybenzoin 
• 74-88-4 methyl iodide 
• 5294-03-1 di-o-tolylethyne 

Downstream Products

• 118-90-1 ortho-methylbenzoic acid 
• 529-20-4 2-methylphenyl aldehyde 
• 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 
• 2048-07-9 1,2-bis(2-methylphenyl)-1,2-ethanedione 
• 34712-68-0 meso-2,2'-Dimethylhydrobenzoin-sulfit 

Relevant articles and documents

Metal-free thermal organocatalytic pinacol coupling of arylaldehydes using an isonicotinate catalyst with bis(pinacolato)diboron

The metal-free thermal organocatalytic pinacol coupling of arylaldehydes has been developed. The intermolecular coupling of arylaldehydes catalyzed byt-butyl isonicotinate with bis(pinacolato)diboron as the co-reducing agent afforded 1,2-diphenylethane-1,2-diols. This reaction was also applicable to the intramolecular coupling of 1,1′-biphenyl-2,2′-dicarbaldehydes to afford 9,10-dihydrophenanthrene-9,10-diols. Various functional groups were tolerated under this coupling condition.

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.

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.