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[ CAS No. 89-69-0 ] {[proInfo.proName]}

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Chemical Structure| 89-69-0
Chemical Structure| 89-69-0
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Product Details of [ 89-69-0 ]

CAS No. :89-69-0 MDL No. :MFCD00007072
Formula : C6H2Cl3NO2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 226.44 Pubchem ID :-
Synonyms :

Safety of [ 89-69-0 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P264-P270-P301+P312+P330-P501 UN#:N/A
Hazard Statements:H302 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 89-69-0 ]

* 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.

  • Upstream synthesis route of [ 89-69-0 ]
  • Downstream synthetic route of [ 89-69-0 ]

[ 89-69-0 ] Synthesis Path-Upstream   1~11

  • 1
  • [ 89-69-0 ]
  • [ 6641-64-1 ]
Reference: [1] Arzneimittel-Forschung/Drug Research, 1984, vol. 34, # 5, p. 531 - 542
[2] Justus Liebigs Annalen der Chemie, 1879, vol. 196, p. 222[3] Zhurnal Russkago Fiziko-Khimicheskago Obshchestva, 1879, vol. 11, p. 332
  • 2
  • [ 89-69-0 ]
  • [ 7664-41-7 ]
  • [ 6641-64-1 ]
Reference: [1] Justus Liebigs Annalen der Chemie, 1879, vol. 196, p. 222[2] Zhurnal Russkago Fiziko-Khimicheskago Obshchestva, 1879, vol. 11, p. 332
  • 3
  • [ 89-69-0 ]
  • [ 97-50-7 ]
Reference: [1] Kogyo Kagaku Zasshi, 1951, vol. 54, p. 586,588[2] Chem.Abstr., 1954, p. 2622
  • 4
  • [ 89-69-0 ]
  • [ 1481-68-1 ]
YieldReaction ConditionsOperation in experiment
70% With KF In sulfolane; ethyl acetate EXAMPLE 1
5-Chloro-2,4-difluoronitrobenzene (2)
200 g (0.883 mol) of 2,4,5-trichloronitrobenzene and 128.4 g (2.21 mol) of KF in 500 ml of tetramethylenesulfone were reacted at 200° C. under nitrogen for 3.5 hours.
To the mixture was added 500 ml of ethyl acetate and the precipitate was filtered.
The filtrate was washed with brine, dried over magnesium sulfate and concentrated.
Distillation at 85°-90° C./0.9 mm afforded pure compound 2 with more than 70percent yield.
1 H-NMR from CDCl3 (δ ppm): 7.17(dd, 1H, J=8 Hz, 9 Hz), 8.26 (dd, 1H, J=7.5 Hz, 7.5 Hz).
MS(m/z): 193 (M+).
69% With potassium fluoride; cesium fluoride In sulfolane EXAMPLE 1
Preparation of 5-chloro-2,4-difluoronitrobenzene
452.8 g (2 mol) of 2,4,5-trichloronitrobenzene, 232.4 g (4.0 mol) of potassium fluoride, 60.8 g (0.4 mol) of cesium fluoride and 632 g of sulfolane are introduced into a 2 l three-necked flask with an internal thermometer, paddle mixer and reflux condenser.
The reaction suspension is heated to 160° C. and stirred vigorously at this temperature for 8 hours.
Subsequently it is cooled to room temperature, the precipitated salts are filtered off with suction and the crude solution is fractionally distilled.
267.1 g of 5-chloro-2,4-difluoronitrobenzene are obtained, corresponding to a yield of 69percent of theory.
Reference: [1] Synthetic Communications, 1994, vol. 24, # 4, p. 529 - 532
[2] Patent: US5576455, 1996, A,
[3] Patent: US5294742, 1994, A,
[4] Organic Process Research and Development, 2003, vol. 7, # 3, p. 309 - 312
  • 5
  • [ 89-69-0 ]
  • [ 3115-68-2 ]
  • [ 1481-68-1 ]
Reference: [1] Patent: US5502260, 1996, A,
  • 6
  • [ 89-69-0 ]
  • [ 39224-65-2 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 8, p. 2293 - 2298
  • 7
  • [ 99-54-7 ]
  • [ 7647-18-9 ]
  • [ 89-69-0 ]
  • [ 20098-48-0 ]
Reference: [1] Journal of the Chemical Society, 1905, vol. 87, p. 324
  • 8
  • [ 89-69-0 ]
  • [ 367-25-9 ]
Reference: [1] Synthetic Communications, 1994, vol. 24, # 4, p. 529 - 532
  • 9
  • [ 89-69-0 ]
  • [ 69383-68-2 ]
Reference: [1] Organic Process Research and Development, 2003, vol. 7, # 3, p. 309 - 312
  • 10
  • [ 89-69-0 ]
  • [ 996-82-7 ]
  • [ 7494-45-3 ]
  • [ 7149-76-0 ]
Reference: [1] Synthesis, 2000, # 12, p. 1659 - 1661
  • 11
  • [ 89-69-0 ]
  • [ 118289-55-7 ]
Reference: [1] Organic Process Research and Development, 2003, vol. 7, # 3, p. 309 - 312
[2] Organic Process Research and Development, 2003, vol. 7, # 3, p. 309 - 312
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