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[ CAS No. 15164-44-0 ]

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2D
Chemical Structure| 15164-44-0
Chemical Structure| 15164-44-0
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Product Details of [ 15164-44-0 ]

CAS No. :15164-44-0MDL No. :MFCD00039576
Formula : C7H5IO Boiling Point : 264.8°C at 760 mmHg
Linear Structure Formula :-InChI Key :-
M.W :232.02Pubchem ID :96657
Synonyms :

Computed Properties of [ 15164-44-0 ]

TPSA : 17.1 H-Bond Acceptor Count : 1
XLogP3 : - H-Bond Donor Count : 0
SP3 : 0.00 Rotatable Bond Count : 1

Safety of [ 15164-44-0 ]

Signal Word:WarningClass:N/A
Precautionary Statements:P261-P305+P351+P338UN#:N/A
Hazard Statements:H315-H319-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 15164-44-0 ]

  • Upstream synthesis route of [ 15164-44-0 ]
  • Downstream synthetic route of [ 15164-44-0 ]

[ 15164-44-0 ] Synthesis Path-Upstream   1~7

  • 1
  • [ 110-91-8 ]
  • [ 15164-44-0 ]
  • [ 1204-86-0 ]
YieldReaction ConditionsOperation in experiment
86 %Chromat. With C35H34N3OP2PdS(1+)*NO3(1-); sodium t-butanolate In 1,4-dioxane at 100℃; for 6 h; General procedure: In a typical run, an oven-dried 10 ml round bottom flask was charged with a known mole percent of catalyst, NaOtBu (1.3 mmol), amine (1.2 mmol) and aryl halide (1 mmol) with the appropriate solvent(s) (4 ml). The flask was placed in a preheated oil bath at required temp. After the specified time the flask was removed from the oil bath, water (20 ml) was added, and extraction with ether (4×10 ml) was done. The combined organic layers were washed with water (3×10 ml), dried over anhydrous Na2SO4, and filtered. Solvent was removed under vacuum. The residue was dissolved in acetonitrile and analyzed by GC–MS.
Reference: [1] Inorganica Chimica Acta, 2019, vol. 486, p. 232 - 239
  • 2
  • [ 15164-44-0 ]
  • [ 1204-86-0 ]
Reference: [1] Patent: US2013/281397, 2013, A1,
  • 3
  • [ 288-32-4 ]
  • [ 15164-44-0 ]
  • [ 10040-98-9 ]
YieldReaction ConditionsOperation in experiment
94% With potassium carbonate In dimethyl sulfoxide at 120℃; for 12 h; Inert atmosphere General procedure: To a mixture of 0.05 g catalyst and aryl halide (1.0 mmol)in 9.0 cm3 DMSO, Het-NH (1.2 mmol) and K2CO3(2.0 mmol) was added and the mixture was vigorouslystirred at 120 C for the appropriate time under a drynitrogen atmosphere. After completion (as monitored byTLC), the catalyst was filtered, and the filtrate wasextracted with ethyl acetate (3 9 20 cm3) and the combinedorganic layers were dried with anhydrous MgSO4,filtered, and evaporated under reduced pressure. The residuewas purified by column chromatography. The purity ofthe compounds was checked by 1H NMR and yields arebased on aryl bromide. All the products are known and thespectroscopic data (FT-IR and NMR) and melting pointswere consistent with those reported in the literature [36–41].
93% With copper(l) chloride; sodium hydroxide; 3-(diphenylphosphino)propionic acid In dimethyl sulfoxide at 120℃; for 14 h; Inert atmosphere; Sealed tube General procedure: NH-containing heterocycle (1.4 mmol) and DMF (2.0 mL) were added to a mixture of CuCl (15.0 molpercent) and ligand 1 (20.0 molpercent) in DMF (2.0 mL), aryl iodide (1.0 mmol), NaOH (2.0 mmol). The mixture was vigorously stirred at 120 °C for 14 h under a dry nitrogen atmosphere. After completion of the reaction (as monitored by TLC), H2O was added and the organic layer was extracted with EtOAc, washed with brine and dried over MgSO4. The solution was filtered and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography. The purity of the compounds was checked by 1H NMR and yields are based on aryl iodide. All the products are known and the spectroscopic data (FT‑IR and NMR) and melting points were consistent with those reported in the literature.
90 %Chromat. With C16H12ClN3OPdS; potassium hydroxide In dimethyl sulfoxide at 110℃; for 10 h; General procedure: Arylhalide (1.0 mM), nitrogen-containing heterocycle (1.2 mM), KOH (2 mM), and the catalyst (0.75 Mpercent) were stirred in dimethyl sulfoxide (DMSO) (4 mL) at 110 °C for 10 h. After completion of the reaction, the mixture was cooled to room temperature, diluted with ethyl acetate (10 mL) and filtered. The filtrate was concentrated and the residue was purified by column chromatography on silica gel using hexane/ethyl acetate(70 : 30) as eluent to afford the desired product. The products have been characterized by 1H NMR spectroscopy.
Reference: [1] Journal of Organic Chemistry, 2009, vol. 74, # 5, p. 2200 - 2202
[2] Monatshefte fuer Chemie, 2015, vol. 146, # 8, p. 1329 - 1334
[3] Journal of Chemical Research, 2014, vol. 38, # 2, p. 128 - 129
[4] Journal of Coordination Chemistry, 2015, vol. 68, # 19, p. 3537 - 3550
  • 4
  • [ 110-89-4 ]
  • [ 15164-44-0 ]
  • [ 10338-57-5 ]
YieldReaction ConditionsOperation in experiment
81 %Chromat. With C35H34N3OP2PdS(1+)*NO3(1-); sodium t-butanolate In 1,4-dioxane at 100℃; for 6 h; General procedure: In a typical run, an oven-dried 10 ml round bottom flask was charged with a known mole percent of catalyst, NaOtBu (1.3 mmol), amine (1.2 mmol) and aryl halide (1 mmol) with the appropriate solvent(s) (4 ml). The flask was placed in a preheated oil bath at required temp. After the specified time the flask was removed from the oil bath, water (20 ml) was added, and extraction with ether (4×10 ml) was done. The combined organic layers were washed with water (3×10 ml), dried over anhydrous Na2SO4, and filtered. Solvent was removed under vacuum. The residue was dissolved in acetonitrile and analyzed by GC–MS.
Reference: [1] Inorganica Chimica Acta, 2019, vol. 486, p. 232 - 239
  • 5
  • [ 15164-44-0 ]
  • [ 100-51-6 ]
  • [ 136618-42-3 ]
Reference: [1] Journal of the American Chemical Society, 2012, vol. 134, # 30, p. 12374 - 12377
  • 6
  • [ 15164-44-0 ]
  • [ 73183-34-3 ]
  • [ 128376-64-7 ]
Reference: [1] European Journal of Organic Chemistry, 2009, # 23, p. 3964 - 3972
  • 7
  • [ 15164-44-0 ]
  • [ 128376-64-7 ]
Reference: [1] Journal of Organic Chemistry, 2018, vol. 83, # 4, p. 1842 - 1851
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