3527-61-5

Upstream product

• 1689-71-0 cis-1,2-diphenyloxirane 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 1439-07-2 trans-Stilbene oxide 
• 645-49-8 cis-stilben 
• 72301-33-8 erythro-1-fluoro-2-(trifluoroacetoxy)-1,2-diphenylethane 

Downstream Products

• 52776-26-8 (1R*, 2R*)-1-fluoro-2-methoxy-1,2-diphenylethane 

Relevant academic research and scientific papers

Microwave assisted fluorofunctionalization of phenyl substituted alkenes using selectfluor

A rapid fluorofunctionalization of alkenes and diene using selectfluor has been uncovered. The olefins such as 1-phenyl ethene; 1,1-diphenylethene; (E)-1,2-diphenylethene; (E)-1,2-dinaphthylethene; 1,1,2-triphenylethene; 1,1,2,2-tetraphenylethene and 1,1,

Asymmetric oxidative α-fluorination of 2-alkylphenylacetaldehydes with AgHF2 and ruthenium/PNNP catalysts

During attempts directed at epoxide ring opening with different HF sources, we discovered that the Lewis acidic [RuCl(PNNP)]+ (1) or [Ru(OEt2)2(PNNP)]2+ (2) catalysts promote the [1,2]-phenyl shift (Meinwald rea

Selective and effective fluorination of organic compounds in water using selectfluor F-TEDA-BF4

(Chemical Equation Presented) Selective and effective fluorination of various types of organic compounds performed in water as the reaction medium using 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (Selectfluor F-TEDA-BF

Potassium dihydrogen trifluoride: a novel fluorinating reagent for ring-opening of epoxides

It has been found that potassium dihydrogen trifluoride is an efficient and easy-to-handle solid reagent for the ring-opening reaction of epoxides giving fluorhydrins regio- and stereo-selectively.The reaction proceeds via cis-addition of HF to the epoxide. - Keywords: Potassium dihydrogen trifluoride; Fluorinating reagent; Ring-opening; Epoxides; Fluorohydrin synthesis

TETRABUTYLAMMONIUM DIHYDROGENTRIFLUORIDE: AN EFFICIENT CATALYST FOR REGIO AND STEREOSELECTIVE CONVERSION OF EPOXIDES TO FLUOROHYDRINS UNDER SOLID-LIQUID PHASE-TRANSFER CATALYSIS CONDITIONS.

Tetrabutylammonium dihydrogentrifluoride is an efficient and easy-to-handle hydrofluorating agent in the ring-opening reaction of oxiranes to give good or excellent yields of fluorohydrins under solid-liquid PTC conditions.

SUBSTITUTION AND ADDITION REACTIONS OF ORGANIC SUBSTRATES WITH HYPOFLUOROUS ACID

The chemical reactions of hypofluorous acid with aromatic and olefinic substrates show considerable variety.Hypofluorous acid reacts with naphthalene to give 1-naphthol, 2-naphthol and 1,4-naphthoquinone: with benzothiophen to give the 1,1-dioxide; with trans-stilbene to give threo-2-fluoro-1-hydroxy-1,2-diphenylethane, benzophenone and diphenylacetaldehyde: and with cholesteryl acetate to give the two epoxides ( α:β=6.3:1 ) and two fluorohydrins ( 6β-fluoro-5-β-ol and 5α-fluoro-6β-ol ).

Synthesis and Chemistry of Trifluoroacetyl Hypofluorite with Elemental Fluorine. A Novel Method for Synthesis of &α-Fluorohydrins

Sodium trifluoroacetate reacts with fluorine in the presence of traces of water or HF to give mainly trifluoroacetyl hypofluorite, CF3COOF (1).This uncommon reagent was reacted in situ with a number of stilbenes and with diphenylacetylene.The oxygen-bound fluorine clearly acts as an electrophile, since Markownikoff addition of 1 to the double bond was observed.However, in cases where the Hammett constant ?p+ of the ring substituent is low, as in 4-chloro- (15) or 4-methyl- (32) stilbenes, some of the regioselectivity is lost.Usually only syn adducts were found except in cases where the 1-fluoro carbocation is stabilized, as in the case of trans-4-methoxystilbenes (23), or more than usual sterically hindered, as in trans-2-(carbomethoxy)stilbene (20).The stereoselectivity achieved in the reaction of 1 with stilbenes was compared with the stereoselectivity of fluoroxyperfluoroalkanes, RfOF, with the same olefins.In the light of this comparison it seems to us that the oxygen-bound fluorine in 1 is more electrophilic in character than in RfOF compounds.The reaction products of diphenylacetylene (28) with 1, which are in sharp contrast to the products of the parallel reaction of 28 with CF3OF, support this observation.The strong electrophilic character of the oxygen-bound fluorine of 1 is also demonstrated by aromatic electrophilic fluorination taking place on the activated ring of 4-methoxystilbene (23).In almost all cases the 1-fluoro-2-hydroxy (or 2-trifluoroacetoxy) compounds adopt the more stable gauche conformation as evident from their NMR (1H and 19F) spectra.In the case of steric disturbance, however, as in 21b and 22b, a deviation from the gauche conformation was observed and discussed.The 1-fluoro-2-trifluoroacetoxy compounds were readily hydrolyzed to the corresponding α-fluorohydrins, thus opening a new route for the synthesis of this important group.