166328-09-2 Usage
Description
POTASSIUM 3,5-BIS(TRIFLUOROMETHYL)PHENYLTRIFLUOROBORATE is a chemical compound that serves as a reagent in various chemical reactions, particularly in the field of organic chemistry. It is known for its ability to facilitate the insertion of a 3,5-bis(trifluoromethyl)phenyl group into the position of a halogen or triflate group of various arenes and heterocycles.
Uses
Used in Organic Chemistry:
POTASSIUM 3,5-BIS(TRIFLUOROMETHYL)PHENYLTRIFLUOROBORATE is used as a reagent in Pd-catalyzed Suzuki-Miyaura cross-coupling reactions for the formation of carbon-carbon bonds. This application is significant due to its ability to introduce a 3,5-bis(trifluoromethyl)phenyl group into the target molecules, which can enhance their chemical properties and reactivity.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, POTASSIUM 3,5-BIS(TRIFLUOROMETHYL)PHENYLTRIFLUOROBORATE is used as a key intermediate in the synthesis of various drug molecules. Its ability to form carbon-carbon bonds in Suzuki-Miyaura cross-coupling reactions allows for the creation of complex molecular structures that can exhibit potent biological activities.
Used in Material Science:
POTASSIUM 3,5-BIS(TRIFLUOROMETHYL)PHENYLTRIFLUOROBORATE is also utilized in the development of novel materials with specific properties. By incorporating the 3,5-bis(trifluoromethyl)phenyl group into the molecular structure, it is possible to create materials with enhanced stability, reactivity, or other desired characteristics.
Synthesis
A solution of 3,5-bis(triflfluoromethyl)phenylboronic acid (10 g, 38.8 mmol) in methanol (15 mL) was added to an aqueous solution of KHF2 (4.5 M, 26 mL, 117 mmol) at room temperature. A heavy precipitate was deposited. The resulting suspension was stirred 148 MODERN ORGANIC SYNTHESIS IN THE LABORATORYfor 1 h at room temperature, and the precipitated product was collected and washed with methanol. Recrystallization from a minimum amount of acetone produced 11 g (89%) of potassium 3,5-bis(triflfluoromethyl)phenyltriflfluoroborate.?Reference: Molander, G. A.; Biolatto, B. J. Org. Chem. 2003, 68, 4302?4314.
Check Digit Verification of cas no
The CAS Registry Mumber 166328-09-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,6,6,3,2 and 8 respectively; the second part has 2 digits, 0 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 166328-09:
(8*1)+(7*6)+(6*6)+(5*3)+(4*2)+(3*8)+(2*0)+(1*9)=142
142 % 10 = 2
So 166328-09-2 is a valid CAS Registry Number.
InChI:InChI=1/C8H3BF9.K/c10-7(11,12)4-1-5(8(13,14)15)3-6(2-4)9(16,17)18;/h1-3H;/q-1;+1
