37580-83-9

Basic information

• Product Name: 1,2-Ethanediol, 1,2-bis(3-chlorophenyl)-, (1R,2S)-rel-
• CAS NO: 37580-83-9
• Molecular Formula: C14H12Cl2O2
• Molecular Weight: 283.154
• Mol File: 37580-83-9.mol
• Article Data: 41

Chemical Properties

• CAS DataBase Reference: 1,2-Ethanediol, 1,2-bis(3-chlorophenyl)-, (1R,2S)-rel-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Ethanediol, 1,2-bis(3-chlorophenyl)-, (1R,2S)-rel-(37580-83-9)
• EPA Substance Registry System: 1,2-Ethanediol, 1,2-bis(3-chlorophenyl)-, (1R,2S)-rel-(37580-83-9)

Safety Data

• Hazardous Substances Data: 37580-83-9(Hazardous Substances Data)

Upstream product

• 587-04-2 m-Chlorobenzaldehyde 
• 35190-07-9 1,2-bis(3-chlorophenyl)ethane-1,2-dione 
• 106-95-6 allyl bromide 
• 556-56-9 allyl iodid 
• 35190-17-1 3,3'-dichloro-benzoin 
• 1507365-49-2 C₁₇H₁₆Cl₂O₂ 

Downstream Products

• 1446785-17-6 7-(3-chlorophenyl)-7H-bis-[1]benzopyrano[4,3-b:3',4'-c]pyran-6,8-dione 
• 261356-82-5 ethyl 4-(3-chlorophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate 
• 587-04-2 m-Chlorobenzaldehyde 
• 29898-73-5 2-(3-chlorophenyl)-4,5-diphenyl-1H-imidazole 
• 35190-17-1 3,3'-dichloro-benzoin 
• 535-80-8 3-chlorobenzoate 
• 35190-07-9 1,2-bis(3-chlorophenyl)ethane-1,2-dione 

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.

Implementing Hydrogen Atom Transfer (HAT) Catalysis for Rapid and Selective Reductive Photoredox Transformations in Continuous Flow

The reductive transformation of aryl halides and carbonyl compounds is a key step in many photoredox transformations. By combining a highly reducing organic photocatalyst with a thiol hydrogen atom transfer (HAT) catalyst, we showcase rapid and highly selective reactions of these synthetically important starting materials in continuous flow. The fast reduction of aryl iodides, bromides and chlorides has been demonstrated with residence times in some cases below one minute. Selectivity between mono- and di-dehalogenation could also be achieved in some cases. Aryl ketones, aldehydes and imines were shown to undergo facile pinacol couplings, and the coupling of an aryl chloride with a styrene was also successful.

Biginelli reaction of vicinal diols: A new route for one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-one derivatives

Background: 3,4-Dihydropyrimidin-2(1H)-one derivatives are an important class of nitrogen heterocycles. These compounds present a wide range of biological activities viz antibacterial, antifungal, and antidiabetic. Although many synthetic methods are available in the literature for the synthesis of these molecules, many of these methods have their own limitations such as use of excess of expensive catalyst and poor yields. Methods: The synthesis of 3,4-dihydropyrimidin-2(1H)-one derivatives is developed through the reaction of 1,2-diols, ethyl acetoacetate and urea in the presence of lead tetraacetate in dry ethanol under reflux conditions. Results: A series of 3,4-dihydropyrimidin-2(1H)-one derivatives were synthesized in good yields (82-95%) under reflux for 2-3.5 hours in ethanol solvent. The structural assignments of these compounds were made on the basis of elemental analysis and spectroscopic data. Conclusion: This protocol is an alternative to existing procedure for the synthesis of Biginelli compounds. The present methodology reduces the number of steps in total synthesis.