5773-54-6

Basic information

• Product Name: threo-2-chloro-1,2-diphenylethan-1-ol
• CAS NO: 5773-54-6
• Molecular Weight: 232.71
• Mol File: 5773-54-6.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: threo-2-chloro-1,2-diphenylethan-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: threo-2-chloro-1,2-diphenylethan-1-ol(5773-54-6)
• EPA Substance Registry System: threo-2-chloro-1,2-diphenylethan-1-ol(5773-54-6)

Safety Data

• Hazardous Substances Data: 5773-54-6(Hazardous Substances Data)

Upstream product

• 123-91-1 1,4-dioxane 
• 7647-01-0 hydrogenchloride 
• 19455-94-8 (meso-bibenzyldiyl-(α.α'))-sulfite 
• 588-59-0 stilbene 
• 645-49-8 cis-stilben 
• 1439-07-2 trans-Stilbene oxide 
• 1689-71-0 cis-1,2-diphenyloxirane 
• 1689-71-0 2,3-diphenyloxirane 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 3359-66-8 cis,trans-4,5-diphenyl-1,3,2-dioxathiolane 2-oxide 
• 447-31-4 Desyl chloride 

Downstream Products

• 121652-14-0 (1R,2S)-2-chloro-1,2-diphenylethanol 
• 121652-15-1 (1S,2R)-2-chloro-1,2-diphenylethanol 
• 15951-99-2 meso-1,2-dichloro-1,2-diphenylethane 
• 1689-71-0 cis-1,2-diphenyloxirane 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 645-49-8 cis-stilben 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 

Relevant articles and documents

Electro-mediated PhotoRedox Catalysis for Selective C(sp3)–O Cleavages of Phosphinated Alcohols to Carbanions

We report a novel example of electro-mediated photoredox catalysis (e-PRC) in the reductive cleavage of C(sp3)?O bonds of phosphinated alcohols to alkyl carbanions. As well as deoxygenations, olefinations are reported which are E-selective and can be made Z-selective in a tandem reduction/photosensitization process where both steps are photoelectrochemically promoted. Spectroscopy, computation, and catalyst structural variations reveal that our new naphthalene monoimide-type catalyst allows for an intimate dispersive precomplexation of its radical anion form with the phosphinate substrate, facilitating a reactivity-determining C(sp3)?O cleavage. Surprisingly and in contrast to previously reported photoexcited radical anion chemistries, our conditions tolerate aryl chlorides/bromides and do not give rise to Birch-type reductions.

Conformationally rigid chiral bicyclic skeleton-tethered bipyridine N,N'-dioxide as organocatalyst: Asymmetric ring opening of meso-epoxides

The conformationally rigid chiral bicyclic skeleton tethered bipyridine NN'-dioxide (-)-9 has been designed, synthesized and examined as an organocatalyst in the enantioselective ring opening of meso-epoxides using tetrachlorosilane (SiCl4). The catalyst (-)-9 is found to exhibit good enantioselectivity for substituted cis-stilbene epoxides; whereas, the saturated cyclic meso-epoxides display a moderate enantioselectivity. At -30 °C in chloroform, the catalyst (-)-9 with 0.5 mol % loading generated the chlorohydrins in up to 97 % yield with up to 93 % ee. The possible creation of transient axial chiral environment around hypervalent silicon species due to the presence of conformationally rigid chiral bicyclic skeleton tethered bipyridine N,N'-dioxide may be responsible for such enantioselectivity observed in the desymmetrization of meso-epoxides.

Highly regio- and diastereoselective halohydroxylation of olefins: A facile synthesis of vicinal halohydrins

An efficient method for the synthesis of vicinal chlorohydrin or bromohydrin derivatives has been developed on the basis of direct halohydroxylation of various olefins with electrondonating or withdrawing substituent. The reactions were carried out under mild conditions in the presence of N-tosyl-l-threonine (NTsLT) as an acidic additive using chloramine T trihydrate, 1,3-dichloro-5,5-dimethylhydantoin (DCDMH) or N-bromoacetamide (AcNHBr) as the halogen source, respectively, affording the corresponding vicinal halohydrins in good to high yields with excellent regio- and stereoselectivities.