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Type | HazMat fee for 500 gram (Estimated) |
Excepted Quantity | USD 0.00 |
Limited Quantity | USD 15-60 |
Inaccessible (Haz class 6.1), Domestic | USD 80+ |
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CAS No. : | 1109284-38-9 | MDL No. : | MFCD17926414 |
Formula : | C6H8F2O | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 134.12 | Pubchem ID : | - |
Synonyms : |
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Signal Word: | Danger | Class: | 3 |
Precautionary Statements: | P501-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P403+P235 | UN#: | 1993 |
Hazard Statements: | H225-H315-H319 | Packing Group: | Ⅱ |
GHS Pictogram: |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With 1,1,1-trifluoro-N,N-bis(2-methoxyethyl)silanamine In dichloromethane at 0 - 20℃; | A; 9 To a solution of 7-oxabicyclo[4.1.0]heptan-2-one (55.8g, 0.5 mol) in dichloromethane (200 mL) cooled to 0 0C was added l,l,l-trifluoro-NJV-bis(2-methoxyethyl)silanamine (Deoxofluor, 202 mL, 1.1 mol) and the resulting reaction was warmed to ambient temperature and stirred for 16 hours. The reaction was cooled to -20 0C and carefully quenched with water (1OmL, slow addition). The reaction was then partitioned between water/dichloromethane and the organics were passed through a plug of silica gel. This crude organic solution of 30 was carried into the next reaction. | |
With 1,1,1-trifluoro-N,N-bis(2-methoxyethyl)silanamine In dichloromethane at 0 - 20℃; | 4.1 INTERMEDIATE 4; teri-Butyl [(I i?,2i?)-2-amino-3 ,3-difluorocyclohexyl]carbamate; Step 1 , 2,2-Difluoro-7-oxabicyclo[4.1.OJheptane; To a solution of 7-oxabicyclo[4.1.0]heptan-2-one (55.8 g, 0.5 mol) in dichloromethane (200 mL) cooled to 0 °C was added l,l,l-trifluoro-ΛfsN-bis(2-methoxyethyl)silanamine (Deoxofluor, 202 mL, 1.1 mol) and the resulting reaction was warmed to ambient temperature and stirred for 16 hours. The reaction was cooled to -20 °C and carefully quenched with water (1OmL, slow addition). The reaction was then partitioned between water/dichloromethane and the organics were passed through, a plug of silica gel. This crude organic solution of the title compound was carried into the next reaction. | |
In dichloromethane at 0 - 20℃; for 16h; | I.A; 3 Step A: DifIuorinationTo a solution of 7-oxabicyclo[4.1.0]heptan-2-one (55.8g, 0.5 mol) in dichloromethane (200 mL) cooled to 00C was added l,l,l-trifluoro-N^/-bis(2- methoxyethyl)silanamine (Deoxofluor, 202 mL, 1.1 mol) and the resulting reaction was warmed to ambient temperature and stirred for 16 hours. The reaction was cooled to -20 0C and carefully quenched with water (1OmL, slow addition). The reaction was then partitioned between water/dichloromethane and the organics were passed through a plug of silica gel. This crude organic solution of 22 was carried into the next reaction.; Scheme 3.Amines were prepared according to scheme 3. Commercially available7-oxabicyclo[4.1.0]heptan-2-one was reacted with deoxofluor to obtain 3,3-difIuorinated product 22. Epoxide activation with trimethylaluminum and reaction with a known chiral amine provided amino alcohol 23. The free amine 24 was revealed via hydrogenation and then reprotected as the /er/-butyl carbamate 25. The alcohol was activated towards displacement by conversion to triflate 26. Nucleophilic displacement by sodium azdde provided 28 which was subsequently reduced to yield amine 29. |
With (bis-(2-methoxyethyl)amino)sulfur trufluoride In dichloromethane at 0 - 20℃; for 16h; | Step A: Difluorination 2,2-difluoro-7-oxabicyclo[4.1.0]heptane (36): To a solution of 7-oxabicyclo[4.1.0]heptan-2-one (55.8g, 0.5 mol) in dichloromethane (200 mL) cooled to 0 oC was added 1,1,1-trifluoro-N,N-bis(2-methoxyethyl)silanamine (Deoxofluor, 202 mL, 1.1 mol) and the resulting reaction was warmed to ambient temperature and stirred for 16 hours. The reaction was cooled to -20 oC and carefully quenched with water (10mL, slow addition). The reaction was then partitioned between water/dichloromethane and the organics were passed through a plug of silica gel. This crude organic solution of 36 was carried into the next reaction. |