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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+ |
Inaccessible (Haz class 6.1), International | USD 150+ |
Accessible (Haz class 3, 4, 5 or 8), Domestic | USD 100+ |
Accessible (Haz class 3, 4, 5 or 8), International | USD 200+ |
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CAS No. : | 1448326-17-7 | MDL No. : | MFCD30803856 |
Formula : | C6H8F2O2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 150.12 | Pubchem ID : | - |
Synonyms : |
|
Signal Word: | Danger | Class: | 8 |
Precautionary Statements: | P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P310-P332+P313-P362-P403+P233-P405-P501 | UN#: | 1760 |
Hazard Statements: | H315-H318-H335 | Packing Group: | Ⅲ |
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 |
---|---|---|
Multi-step reaction with 7 steps 1.1: potassium carbonate / acetone / 2 h / 60 °C 2.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / acetone; water / 3 h / 20 °C 3.1: triethylamine; thionyl chloride / dichloromethane / 0.17 h / 0 °C 4.1: sodium periodate; ruthenium trichloride / water; tetrachloromethane; acetonitrile / 2.5 h / 20 °C 5.1: tetrabutyl ammonium fluoride / acetonitrile; tetrahydrofuran / 1 h / 90 °C / Inert atmosphere 5.2: 1 h / 90 °C 6.1: diethylamino-sulfur trifluoride / dichloromethane / 0 - 20 °C / Inert atmosphere 7.1: lithium hydroxide; water / methanol / 0 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / acetone; water / 3 h / 20 °C 2.1: triethylamine; thionyl chloride / dichloromethane / 0.17 h / 0 °C 3.1: sodium periodate; ruthenium trichloride / water; tetrachloromethane; acetonitrile / 2.5 h / 20 °C 4.1: tetrabutyl ammonium fluoride / acetonitrile; tetrahydrofuran / 1 h / 90 °C / Inert atmosphere 4.2: 1 h / 90 °C 5.1: diethylamino-sulfur trifluoride / dichloromethane / 0 - 20 °C / Inert atmosphere 6.1: lithium hydroxide; water / methanol / 0 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1.1: triethylamine; thionyl chloride / dichloromethane / 0.17 h / 0 °C 2.1: sodium periodate; ruthenium trichloride / water; tetrachloromethane; acetonitrile / 2.5 h / 20 °C 3.1: tetrabutyl ammonium fluoride / acetonitrile; tetrahydrofuran / 1 h / 90 °C / Inert atmosphere 3.2: 1 h / 90 °C 4.1: diethylamino-sulfur trifluoride / dichloromethane / 0 - 20 °C / Inert atmosphere 5.1: lithium hydroxide; water / methanol / 0 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1.1: sodium periodate; ruthenium trichloride / water; tetrachloromethane; acetonitrile / 2.5 h / 20 °C 2.1: tetrabutyl ammonium fluoride / acetonitrile; tetrahydrofuran / 1 h / 90 °C / Inert atmosphere 2.2: 1 h / 90 °C 3.1: diethylamino-sulfur trifluoride / dichloromethane / 0 - 20 °C / Inert atmosphere 4.1: lithium hydroxide; water / methanol / 0 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: tetrabutyl ammonium fluoride / acetonitrile; tetrahydrofuran / 1 h / 90 °C / Inert atmosphere 1.2: 1 h / 90 °C 2.1: diethylamino-sulfur trifluoride / dichloromethane / 0 - 20 °C / Inert atmosphere 3.1: lithium hydroxide; water / methanol / 0 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: diethylamino-sulfur trifluoride / dichloromethane / 0 - 20 °C / Inert atmosphere 2: lithium hydroxide; water / methanol / 0 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
44% | With water; lithium hydroxide In methanol at 0 - 20℃; | G Step G: (3R,4S)-3,4-difluorocyclopentanecarboxylic acid. To a solution of (3i?,4S)-methyl 3,4- difluorocyclopentanecarboxylate (1 g, 6.1 mmol) in MeOH (5 mL) at 0 °C was added aq. LiOH (4 mL). The mixture was stirred at r.t. for 1 h and then adjusted to pH=2 with 2 N HC1. The resulting mixture was extracted with EtOAc (2 x 20 mL). The combined organic layers were dried over anhydrous MgSC>4 and concentrated. The residue was purified by flash chromatography using EtOAc as eluent to give the desired product as a yellow solid (400 mg, 44% yield). |
44% | G Step G: Step G: (3R,4S)-3,4-difluorocyclopentanecarboxylic acid To a solution of (3R,4S)-methyl 3,4-difluorocyclopentanecarboxylate (1 g, 6.1 mmol) in MeOH (5 mL) at 0° C. was added aq. LiOH (4 mL). The mixture was stirred at r.t. for 1 h and then adjusted to pH=2 with 2 N HCl. The resulting mixture was extracted with EtOAc (2*20 mL). The combined organic layers were dried over anhydrous MgSO4 and concentrated. The residue was purified by flash chromatography using EtOAc as eluent to give the desired product as a yellow solid (400 mg, 44% yield). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: diethylamino-sulfur trifluoride / ethyl acetate; Petroleum ether |