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[ CAS No. 55490-87-4 ]

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2D
Chemical Structure| 55490-87-4
Chemical Structure| 55490-87-4
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Product Details of [ 55490-87-4 ]

CAS No. :55490-87-4MDL No. :MFCD00176107
Formula : C18H10N2 Boiling Point : 494°C at 760 mmHg
Linear Structure Formula :-InChI Key :-
M.W :254.29Pubchem ID :41459
Synonyms :

Computed Properties of [ 55490-87-4 ]

TPSA : 47.6 H-Bond Acceptor Count : 2
XLogP3 : - H-Bond Donor Count : 0
SP3 : 0.00 Rotatable Bond Count : 1

Safety of [ 55490-87-4 ]

Signal Word:WarningClass:N/A
Precautionary Statements:P280-P305+P351+P338UN#:N/A
Hazard Statements:H302Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 55490-87-4 ]

  • Upstream synthesis route of [ 55490-87-4 ]
  • Downstream synthetic route of [ 55490-87-4 ]

[ 55490-87-4 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 642-31-9 ]
  • [ 109-77-3 ]
  • [ 55490-87-4 ]
YieldReaction ConditionsOperation in experiment
80% at 95℃; for 6 h; General procedure: The mixture of aromatic aldehyde (10.0 mmol), malononitrile or ethylcyanoacetate (11.0 equiv), pyridine (10.0 mmol) was stirred at 95 oC for 6 h. The progress of reaction was monitored by using TLC. After the completion of reaction, water (10 mL) was added to the reaction mixture and extracted with dichloromethane (3 X 10 mL) and the combined organic layer was dried over anhydrous sodium sulphate and solvent was evaporated under vacuum. The crude products were purified by column chromatography using hexane as eluent and characterized as b-cyanostyrenes 1a-m.
59 %Spectr. With Er(1,3,5-benzenetricarboxylate)(1,2-ethanediamine)0.75(H2O)0.25 In cyclohexane at 40℃; for 2 h; General procedure: The amine‐grafted MOF‐catalyzed Knoevenagel condensationreactions of aldehydes and active methylene compoundswere conducted in magnetically stirred round bottom flasks fitted with a reflux condenser. In a typical reaction, a mixture of cyclohexane (10 mL), benzaldehyde (1 mmol), and malononitrile(1.1 mmol) was added to a 50 mL flask containing catalyst2 (6 mg, 1 molpercent). The concentration of the catalyst wascalculated with respect to the molar ratio of the terminal aminogroup to the aldehyde. For comparison, the amounts of theother catalysts were also calculated based on the molaramounts of the amino groups available for the reaction (8 and27 mg for 3 and 4, respectively). The resulting mixture wasstirred at 40 °C for 2 h. The catalyst was then separated fromthe reaction mixture by centrifugation, and washed with ethylacetate (5 × 2 mL) to remove any physically adsorbed reagents.The catalyst was then dried at room temperature for 6 h andreused in the next run. The filtrate was concentrated underreduced pressure to give the crude Knoevenagel product as aresidue, which was purified by flash column chromatographyover silica gel to give the pure product. The pure product wascharacterized by 1H NMR using 1,3,5‐trimethylbenzene as aninternal standard.
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[5] Journal of the American Chemical Society, 2008, vol. 130, # 12, p. 3937 - 3941
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[7] CrystEngComm, 2016, vol. 18, # 14, p. 2463 - 2468
[8] Angewandte Chemie - International Edition, 2016, vol. 55, # 41, p. 12778 - 12782[9] Angew. Chem., 2016, vol. 128, # 41, p. 12970 - 12974,5
[10] Journal of Physical Chemistry, 1991, vol. 95, # 15, p. 5737 - 5742
[11] Heterocycles, 1999, vol. 51, # 5, p. 1101 - 1107
[12] Journal of Molecular Catalysis A: Chemical, 2014, vol. 390, p. 198 - 205
[13] Monatshefte fur Chemie, 2014, vol. 145, # 7, p. 1165 - 1171
[14] European Journal of Inorganic Chemistry, 2015, vol. 2015, # 6, p. 1022 - 1032
[15] Inorganic Chemistry, 2015, vol. 54, # 11, p. 5169 - 5181
[16] Journal of Materials Chemistry A, 2015, vol. 3, # 33, p. 17320 - 17331
[17] Chinese Journal of Catalysis, 2015, vol. 36, # 11, p. 1949 - 1955
[18] New Journal of Chemistry, 2015, vol. 39, # 12, p. 9772 - 9781
[19] RSC Advances, 2016, vol. 6, # 19, p. 16087 - 16099
[20] Research on Chemical Intermediates, 2016, vol. 42, # 4, p. 2919 - 2935
[21] Crystal Growth and Design, 2016, vol. 16, # 5, p. 2874 - 2886
[22] Journal of Materials Chemistry A, 2018, vol. 6, # 2, p. 342 - 348
[23] Journal of Molecular Structure, 2017, vol. 1147, p. 682 - 696
[24] New Journal of Chemistry, 2018, vol. 42, # 12, p. 9847 - 9856
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