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Purchase CAS:659-18-7 | TRIS(2,2,2-TRIFLUOROETHYL) BORATE,view related peer-reviewed papers,technical documents,similar products,MSDS & more.Tris(2,2,2-trifluoroethyl) borate, also commonly referred to as the Sheppard amidation reagent, is a chemical compound with the formula B(OCH2CF3)3 . This borate ester reagent is used in organic synthesis . It is mostly used in condensation reactions and has been shown to promote the direct formatio...
Tris(2,2,2-trifluoroethyl) borate, also commonly referred to as the Sheppard amidation reagent, is a chemical compound with the formula B(OCH2CF3)3. This borate ester reagent is used in organic synthesis. It is mostly used in condensation reactions and has been shown to promote the direct formation of amides from carboxylic acids and amines as well as the formation of imines from amines or amides with carbonyl compounds.
Tris(2,2,2-trifluoroethyl) borate can be prepared by the reaction of trifluoroethanol with boron trichloride, borane dimethylsulfide, boron tribromide, or boric anhydride. The product is purified by distillation. An experimental procedure involves adding a solution of tris(2,2,2-trifluoroethyl) borate in CPME to a mixture of an unprotected amino acid and propylamine in CPME over 1 hour at 80°C or 125°C. The resulting mixture is stirred for 5 - 15 hours.
The molecular formula of Tris(2,2,2-trifluoroethyl) borate is C6H6BF9O3. Its molecular weight is 307.91.
Tris(2,2,2-trifluoroethyl) borate is used in condensation reactions. It promotes the direct formation of amides from carboxylic acids and amines as well as the formation of imines from amines or amides with carbonyl compounds.
Tris(2,2,2-trifluoroethyl) borate is a colorless liquid. It has a density of 1.430 g/cm3and a boiling point of 94.3°C. Its refractive index is 1.298.
Tris(2,2,2-trifluoroethyl) borate is classified as a flammable liquid and vapor. It is recommended to avoid contact with skin and eyes, avoid formation of dust and aerosols, and provide appropriate exhaust ventilation at places where dust is formed. In case of fire, use dry sand, dry chemical or alcohol-resistant foam to extinguish.
While Tris(2,2,2-trifluoroethyl) borate is already used in various chemical reactions, there is potential for further exploration of its uses. For instance, Lithium cyano tris(2,2,2-trifluoroethyl) borate has been synthesized and investigated as a new electrolyte additive for high-performance lithium metal batteries.
Product Name: | TRIS(2,2,2-TRIFLUOROETHYL) BORATE |
Synonyms: | Sheppard Reagent;Tris(2,2,2-trifluoroethoxy)boron;Tris(2,2,2-trifluoroethyl) borate 98%;TRIS(TRIFLUOROETHYL)BORATE;TRIS(2,2,2-TRIFLUOROETHYL) BORATE;Tris(2,2,2-trifluoroethoxy)borane;Tris(2,2,2-trifluoroethyl) borate 97+%;Sheppard Amidation Reagent |
CAS: | 659-18-7 |
MF: | C6H6BF9O3 |
MW: | 307.91 |
EINECS: | |
Product Categories: | Inhibitors |
Mol File: | 659-18-7.mol |
TRIS(2,2,2-TRIFLUOROETHYL) BORATE Chemical Properties |
Boiling point | 125°C(lit.) |
density | 1.430 g/mL at 25 °C |
refractive index | n/D1.298(lit.) |
Fp | 43℃ |
storage temp. | Store at -20°C |
solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. |
form | clear liquid |
color | Colorless to Almost colorless |
EPA Substance Registry System | Tris(2,2,2-trifluoroethyl) borate (659-18-7) |