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[ CAS No. 95895-33-3 ] {[proInfo.proName]}

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Chemical Structure| 95895-33-3
Chemical Structure| 95895-33-3
Structure of 95895-33-3 * Storage: {[proInfo.prStorage]}
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Product Details of [ 95895-33-3 ]

CAS No. :95895-33-3 MDL No. :MFCD30726076
Formula : C8H4BrF Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 199.02 Pubchem ID :-
Synonyms :

Safety of [ 95895-33-3 ]

Signal Word: Class:N/A
Precautionary Statements: UN#:N/A
Hazard Statements: Packing Group:N/A

Application In Synthesis of [ 95895-33-3 ]

* 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 [ 95895-33-3 ]
  • Downstream synthetic route of [ 95895-33-3 ]

[ 95895-33-3 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 95895-33-3 ]
  • [ 403-29-2 ]
YieldReaction ConditionsOperation in experiment
93% With tetrafluoroboric acid; water In 2,2,2-trifluoroethanol at 80℃; for 2 h; General procedure: A mixture of haloalkyne (0.2 mmol), tetrafluoroboric acid (20 molpercent, 40percent  aqueous solution ) in 2,2,2-trifluoroethanol (1 mL) was stirred at 80°C for 2 or 10 h. After the reaction was finished, water (5 mL) was added and the solution was extracted with ethyl acetate (3×5 mL), the combined extract was dried with anhydrous MgSO4. Solvent was removed, and the residue was separated by column chromatography to give the pure sample.
87% at 40℃; for 6 h; Green chemistry General procedure: A mixture of haloalkyne (0.5 mmol), AgF (5molpercent) and water (1 equiv.) in TFA (1 mL) was stirred at 40°C for 6h, after which TFA was distilled out for reuse. The residue was separated by column chromatography to give the pure sample.
86% With indium(III) triflate; water In acetic acid at 100℃; Sealed tube General procedure: The reaction mixture of In(OTf)3 (16.8mg, 0.03mmol), 1-haloalkynes (0.3mmol), H2O (0.9mmol), HOAc (0.6mL), in a 5mL sealed tube was stirred at 100°C and monitored periodically by TLC. Upon completion, HOAc was removed under reduced pressure using an aspirator, and then the residue was purified by flash chromatography (PE/EA) on silica gel to afford corresponding carbonyl compounds 2a–2ad.
Reference: [1] Journal of Organic Chemistry, 2013, vol. 78, # 18, p. 9190 - 9195
[2] Tetrahedron Letters, 2016, vol. 57, # 45, p. 4983 - 4986
[3] Tetrahedron Letters, 2014, vol. 55, # 7, p. 1373 - 1375
[4] Tetrahedron, 2016, vol. 72, # 27-28, p. 3818 - 3822
[5] European Journal of Organic Chemistry, 2016, vol. 2016, # 1, p. 116 - 121
[6] Chinese Journal of Chemistry, 2016, vol. 34, # 12, p. 1251 - 1254
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