37580-81-7

Basic information

• Product Name: 1,2-Ethanediol,1,2-bis(4-chlorophenyl)-, (1R,2S)-rel-
• Synonyms: 1,2-Ethanediol,1,2-bis(4-chlorophenyl)-, (R*,S*)-; (1R,2S)-rel-1,2-bis(4-chlorophenyl)-1,2-ethanediol;meso-4,4'-Dichlorohydrobenzoin
• CAS NO: 37580-81-7
• Molecular Formula: C14H12 Cl2 O2
• Molecular Weight: 283.154
• Mol File: 37580-81-7.mol
• Article Data: 124

Chemical Properties

• CAS DataBase Reference: 1,2-Ethanediol,1,2-bis(4-chlorophenyl)-, (1R,2S)-rel-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Ethanediol,1,2-bis(4-chlorophenyl)-, (1R,2S)-rel-(37580-81-7)
• EPA Substance Registry System: 1,2-Ethanediol,1,2-bis(4-chlorophenyl)-, (1R,2S)-rel-(37580-81-7)

Safety Data

• Hazardous Substances Data: 37580-81-7(Hazardous Substances Data)

Upstream product

• 3457-46-3 4,4'-dichlorobenzil 
• 104-88-1 4-chlorobenzaldehyde 
• 2510-74-9 (E)-1,2-di(4-chlorophenyl)ethene 
• 873-76-7 para-Chlorobenzyl alcohol 
• 1507365-51-6 C₁₇H₁₆Cl₂O₂ 
• 106-95-6 allyl bromide 
• 105-07-7 4-cyanobenzaldehyde 
• 66-99-9 β-naphthaldehyde 
• 3218-36-8 4-Phenylbenzaldehyde 
• 78-94-4 methyl vinyl ketone 
• 4254-20-0 4,4'-dichlorobenzoin 
• 556-56-9 allyl iodid 
• 67-56-1 methanol 
• 38152-42-0 1,2-bis(trimethylsiloxy)-1,2-bis(4'-chlorophenyl)ethane 

Downstream Products

• 67111-67-5 (R,R)-(+)-1,2-bis(4-chlorophenyl)ethane-1,2-diol 
• 74-11-3 para-chlorobenzoic acid 
• 104-88-1 4-chlorobenzaldehyde 
• 14399-20-3 7-(4-chlorophenyl)-7H-bis-[1]benzopyrano[4,3-b:3',4'-c]pyran-6,8-dione 
• 325811-01-6 (S,S)-(-)-1,2-di(p-chlorophenyl)ethane-1,2-diol 
• 138476-26-3 2,3-bis(4-chlorophenyl)quinoxaline 
• 21711-56-8 4,4′′-dichloro-o-terphenyl 
• 1360546-72-0 4-(4-chlorophenyl)pyrrolo[1,2-a]quinoxaline 
• 5948-71-0 4-(4-chlorophenyl)-5-(ethoxycarbonyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-one 
• 5496-32-2 2-(4-chlorophenyl)-4,5-diphenyl-1H-imidazole 
• 4254-20-0 4,4'-dichlorobenzoin 
• 136203-53-7 9-(4-chlorophenyl)-3,3,6,6-tetramethyl-3,4,6,7,9,10-hexahydro-2H,5H-1,8-acridinedione 
• 2510-74-9 (E)-1,2-di(4-chlorophenyl)ethene 

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.

Photoredox Allylation Reactions Mediated by Bismuth in Aqueous Conditions

Organometallic allylic reagents are widely used in the construction of C?C bonds by Barbier-type reactions. In this communication, we have described a photoredox Barbier allylation of aldehydes mediated by bismuth, in absence of other metals as co-reductants. Mild reaction conditions, tolerance of oxygen, and use of aqueous solvent make this photoredox methodology attractive for green and sustainable synthesis of homoallylic alcohols.

Oxidative and Redox-Neutral Approaches to Symmetrical Diamines and Diols by Single Electron Transfer/Hydrogen Atom Transfer Synergistic Catalysis

Homocoupling reactions of benzylamines and benzyl alcohols were examined under synergistic catalysis conditions with a photoredox catalyst and thiobenzoic acid as a hydrogen atom abstractor. When pivalaldehyde was used as an electron acceptor, oxidative dimerization proceeded selectively, whereas the use of benzaldehydes or iminium ions as electron acceptors resulted in redox-neutral coupling. These reactions afforded symmetrical 1,2-diamines and 1,2-diols in good yields.