POTASSIUM BETA-STYRYLTRIFLUOROBORATE

Base Information

• Chemical Name: POTASSIUM BETA-STYRYLTRIFLUOROBORATE
• CAS No.: 201852-49-5
• Molecular Formula: C8H7BF3.K
• Molecular Weight: 210.048
• Mol file: 201852-49-5.mol

Synonyms:POTASSIUM BETA-STYRYLTRIFLUOROBORATE;POTASSIUM TRANS-STYRYLTRIFLUOROBORATE;beta-Styryltrifluoroboric acid potassium salt;Potassium b-styryltrifluoroborate;á-styryltrifluoroboric acid potassium salt;potassium á-styryltrifluoroborate;POTASSIUM SS-STYRYLTRIFLUOROBORATE;Potassium ~-styryltrifluoroborate

Chemical Property of POTASSIUM BETA-STYRYLTRIFLUOROBORATE

Chemical Property:

• Melting Point: >300°C
• PSA: 0.00000
• LogP: 3.08640
• Water Solubility.: Soluble in water.

Purity/Quality:

98%,99%, ^*data from raw suppliers

Potassium trans-styryltrifluoroborate 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Potassium trans-beta-styryltrifluoroborate is used as a reactant for Suzuki-Miyaura cross-coupling, in enantioselective total synthesis of naseseazines A and B via regioselective Friedel-Crafts based arylative dimerization, in metal-free chlorodeboronation reactions, in preparation of aryl ketones via Lewis acid-catalyzed nucleophilic substitution and in preparation of Weinreb amides by palladium-catalyzed cross-coupling reactions. Reactant for:Suzuki-Miyaura cross-couplingEnantioselective total synthesis of naseseazines A and B via regioselective Friedel-Crafts based arylative dimerizationMetal-free chlorodeboronation reactionsPreparation of aryl ketones via Lewis acid-catalyzed nucleophilic substitutionPreparation of Weinreb amides by palladium-catalyzed cross-coupling reactions

Technology Process of POTASSIUM BETA-STYRYLTRIFLUOROBORATE

There total 11 articles about POTASSIUM BETA-STYRYLTRIFLUOROBORATE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

potassium hydrogenfluoride (1279123-63-5) + trans-2-phenylvinylboronic acid (6783-05-7) → potassium (E)-trifluoro(styryl)borate (201852-49-5)

Guidance literature:

In methanol; water; at 0 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tetlet.2021.153412

Reference yield: 94.0%

potassium hydrogenfluoride (1279123-63-5) + 4,4,5,5-tetramethyl-2-((E)-styryl)-[1,3,2]dioxaborolane (83947-56-2) → potassium (E)-trifluoro(styryl)borate (201852-49-5)

Guidance literature:

In methanol; water; at 20 ℃; for 4h;

DOI:10.1039/d0nj02612c

Reference yield: 92.0%

trans-2-phenylvinylboronic acid (6783-05-7) → potassium (E)-trifluoro(styryl)borate (201852-49-5)

Guidance literature:

With potassium hydrogen bifluoride; In methanol; water; at 20 ℃;

upstream raw materials:

trans-2-phenylvinylboronic acid

phenylacetylene

Dihydroxy-styryl-boran

styrene

Downstream raw materials:

E-1-(phenyl)-2-(4'-methoxyphenyl)ethene

(E)-ethyl 4-styrylbenzoate

(E,E)-1,5-diphenyl-1,4-pentadiene

(1E)-1,4-pentadienylbenzene

Refernces

• 1、 Kabalka, George W.,Mereddy, Arjun R.,Green, James F.. "The no-carrier-added synthesis of bromine-76 labeled alkenyl and alkynyl bromides using organotrifluoroborates". . p. 11 - 15. Retrieved 2006.
• 2、 Li, Muyao,Li, Shichao,Li, Shu-Sen,Wang, Jianbo. "Pd-Catalyzed coupling of benzyl bromides with BMIDA-substituted: N -tosylhydrazones: synthesis of trans -alkenyl MIDA boronates". supporting information. p. 399 - 402. Retrieved 2022/01/19.
• 3、 Jaladi, Ashok Kumar,Choi, Hyeon Seong,An, Duk Keun. "Catalyst-free and solvent-free hydroboration of alkynes". . p. 13626 - 13632. Retrieved 2020/09/07.