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Chemical Structure| 75684-93-4 Chemical Structure| 75684-93-4

Structure of 75684-93-4

Chemical Structure| 75684-93-4

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Product Details of [ 75684-93-4 ]

CAS No. :75684-93-4
Formula : C32H22O2
M.W : 438.52
SMILES Code : OC1=C(C2=CC=CC=C2)C=C3C=CC=CC3=[C@]1[C@]4=C5C=CC=CC5=CC(C6=CC=CC=C6)=C4O
MDL No. :MFCD00185738
InChI Key :UXSXQZYUHXUTTI-UHFFFAOYSA-N
Pubchem ID :9811336

Safety of [ 75684-93-4 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 75684-93-4 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 75684-93-4 ]

[ 75684-93-4 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 75714-59-9 ]
  • phenylmagnesium bromide [ No CAS ]
  • [ 75684-93-4 ]
  • 2
  • [ 75714-59-9 ]
  • [ 100-58-3 ]
  • [ 75684-93-4 ]
YieldReaction ConditionsOperation in experiment
63% To a suspension of 7.7 g (16.3 mmol) of <strong>[75714-59-9](R)-3,3'-dibromo-2,2'-dimethoxy-1,1'-dinaphthyl</strong> and 0.6 g (0.92 mmole) of dichlorobis (triphenylphosphine) nickel (II) in 100 ml of ether stirred under nitrogen was added (after 20 minutes) a solution of 45 mmol of phenylmagnesium bromide in 60 ml of ether. The mixture was refluxed for 20 hours, cooled, and shaken with 600 ml each of chloroform and 1 M hydrochloric acid. The organic layer was dried, evaporated, and dissolved in 50 ml of hot benzene and then chromatographed as 300 g of silica gel suspended in benzene. The combined fractions (7 g) were dissolved in 600 ml of methylene chloride and cooled to 0 C. About 26 g (96 mol) of tribromoborane was then added. After being stirred for 26 hours at 25 C., the mixture was cooled to 0 C. and the excess of tribromoborane was decomposed by dropwise addition of water. The mixture was shaken with 300 ml of water and the organic layer was dried, concentrated to 30 ml, and chromatographed in 300 g of silica. Washing the column with benzene-ethyl ether gave 4.4 g (63% overall) of (R)-3,3'-diphenyl-2,2'-dihydroxy-1,1'-dinaphthyl. The compound was recrystalized from methylene chloride-cyclohexane m.p. 197-198 C. 1HNMR(δ), 5.48(s,2H), 7.6 (m.20H).
  • 3
  • [ 75714-59-9 ]
  • [ 75684-93-4 ]
 

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