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[ CAS No. 15929-43-8 ]

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2D
Chemical Structure| 15929-43-8
Chemical Structure| 15929-43-8
Structure of 15929-43-8 *Storage: {[proInfo.prStorage]}

Quality Control of [ 15929-43-8 ]

Purity: {[proInfo.showProBatch.pb_purity]}

Related Doc. of [ 15929-43-8 ]

SDS

Product Details of [ 15929-43-8 ]

CAS No. :15929-43-8MDL No. :MFCD27952973
Formula :C14H9F6OPBoiling Point :-
Linear Structure Formula :-InChI Key :-
M.W :338.19Pubchem ID :12022239
Synonyms :

Computed Properties of [ 15929-43-8 ]

TPSA : 17.1 H-Bond Acceptor Count : 7
XLogP3 : 4.2 H-Bond Donor Count : 0
SP3 : 0.14 Rotatable Bond Count : 2

Safety of [ 15929-43-8 ]

Signal Word:WarningClassN/A
Precautionary Statements:P280-P305+P351+P338-P310UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 15929-43-8 ]

  • Upstream synthesis route of [ 15929-43-8 ]
  • Downstream synthetic route of [ 15929-43-8 ]

[ 15929-43-8 ] Synthesis Path-Upstream   1~7

  • 1
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YieldReaction ConditionsOperation in experiment
83%
Stage #1: at 0 - 20℃; for 2.33 h; Inert atmosphere
Stage #2: With hydrogenchloride In tetrahydrofuran; tert-butyl methyl ether; water at 0℃; for 0.42 h;
General procedure: Symmetric secondary phosphine oxides were prepared by the method of Hays by adding 1 eq. of diethylphosphite to 3.3 eq. of the corresponding Grignard reagent at 0 °C and warming to ambient temperature. A 100-mL round-bottom flask equipped with an addition funnel was evacuated/Ar filled, then charged with 33 mL of 1 M 4-methoxyphenylmagnesium bromide/THF (33 mmol, 3.3 eq.), and the solution cooled to 0 °C under Ar. A solution of 1.38 g of diethylphosphite (10 mmol, 1.0 eq.) in 10 mL of THF was then added dropwise over 10 min. The mixture was aged 10 min at 0 °C, then the bath was removed, and the mixture stirred 2 h at ambient temperature, then cooled again to 0 °C. 25 mL 0.1 N HCl (deoxygenated water) was then added dropwise over 20 min, then 25 mL methyl tert-butyl ether (MTBE) was added, and the mixture agitated well for 5 min. The upper organic phase was decanted from the separator and saved. To the lower phase was then added 20 mL of 1 N HCl (deoxygenated water) again, and it was extracted with CH2Cl2 (2 9 30 mL). The organic phase was combined with the first organic phase, then filtered through a celite pad, washing the pad with CH2Cl2, dried magnesium sulfate (MgSO4), and the solvents removed in vacuo. The crude material was chromatographed on silica gel eluting with 2percent MeOH/CH2Cl2, then recrystallized from hot ethyl acetate (EtOAc) to give 2.41 g of product (92percent) as a colorless solid. Colorless solid; YIELD = 92percent; 1H NMR (400 MHz, CDCl3) d: 8.01 (d, 1JHP = 473 Hz, 1H), 7.60 (dd, J = 13.8, 8.2 Hz, 4H), 6.97 (dd, J = 7.8, 2.4 Hz, 4H), 3.83 (s, 6H); 31P NMR (162 MHz, CDCl3) d: 21.0.
Reference: [1] Research on Chemical Intermediates, 2018, vol. 44, # 7, p. 4547 - 4562
  • 2
  • [ 402-43-7 ]
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Reference: [1] Tetrahedron Letters, 2010, vol. 51, # 42, p. 5550 - 5554
  • 3
  • [ 13685-24-0 ]
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Reference: [1] Chemistry - A European Journal, 2017, vol. 23, # 31, p. 7433 - 7437
  • 4
  • [ 402-51-7 ]
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Reference: [1] Journal of the American Chemical Society, 1994, vol. 116, # 22, p. 9869 - 9882
  • 5
  • [ 13406-27-4 ]
  • [ 15929-43-8 ]
Reference: [1] Chemical Communications, 2018, vol. 54, # 14, p. 1782 - 1785
  • 6
  • [ 13685-91-1 ]
  • [ 15929-43-8 ]
Reference: [1] Journal of Organic Chemistry, 2008, vol. 73, # 24, p. 9698 - 9709
  • 7
  • [ 762-04-9 ]
  • [ 402-43-7 ]
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Reference: [1] Synthetic Communications, 2003, vol. 33, # 2, p. 324 - 330
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