POTASSIUM CYCLOPENTYLTRIFLUOROBORATE

Base Information

• Chemical Name: POTASSIUM CYCLOPENTYLTRIFLUOROBORATE
• CAS No.: 1040745-70-7
• Molecular Formula: C5H9BF3K
• Molecular Weight: 176.031
• Hs Code.: 2931900090
• Mol file: 1040745-70-7.mol

Synonyms:POTASSIUM CYCLOPENTYLTRIFLUOROBORATE;CHEMMAKER CMBC-00049

Chemical Property of POTASSIUM CYCLOPENTYLTRIFLUOROBORATE

Chemical Property:

• Melting Point: >300 °C
• PSA: 0.00000
• LogP: 2.77800
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

98.5% ^*data from raw suppliers

Potassiumcyclopentyltrifluoroborate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Organotrifluoroborate involved in:Direct alkylation of heteroarylsOxidation via Oxone or via copper(II) salts and Dess-Martin periodinaneCross-coupling with aryl chloridesSuzuki cross-couplingOrganotrifluoroborates as versatile and stable boronic acid surrogates.

Technology Process of POTASSIUM CYCLOPENTYLTRIFLUOROBORATE

There total 6 articles about POTASSIUM CYCLOPENTYLTRIFLUOROBORATE 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: 85.0%

cyclopentylmagnesium bromide (33240-34-5) → cyclopentyltrifluoro-λ4-borane potassium salt (1040745-70-7)

Guidance literature:

cyclopentylmagnesium bromide; With Trimethyl borate; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃; for 2h;

With hydrogenchloride; water; In tetrahydrofuran; diethyl ether; for 0.5h;

With potassium hydrogen difluoride; In methanol; water; at 20 ℃; for 1h;

DOI:10.1021/ja8031423

Reference yield: 63.0%

potassium hydrogen difluoride + tetrahydroxydiboron (13675-18-8) + 1,3-dioxoisoindolin-2-yl cyclopentanecarboxylate (946513-95-7) → cyclopentyltrifluoro-λ4-borane potassium salt (1040745-70-7)

Guidance literature:

tetrahydroxydiboron; 1,3-dioxoisoindolin-2-yl cyclopentanecarboxylate; With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; In N,N-dimethyl-formamide; for 12h; Inert atmosphere; Schlenk technique; Irradiation;

potassium hydrogen difluoride; In methanol; water; at 0 ℃; for 3h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.7b01181

Reference yield:

cyclopentene (142-29-0) → cyclopentyltrifluoro-λ4-borane potassium salt (1040745-70-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 2 h / 0 - 20 °C

1.2: 3 h / 20 °C

2.1: potassium hydrogen bifluoride / methanol / 2 h

With potassium hydrogen bifluoride; In tetrahydrofuran; methanol;

DOI:10.1021/acs.joc.6b02891

upstream raw materials:

cyclopentylmagnesium bromide

cyclopentane boronic acid

cyclopentene

tetrahydroxydiboron

Downstream raw materials:

1-(4-cyclopentylphenyl)-1H-pyrrole

1-cyclopentyl-4-methoxybenzene

1-cyclopentyl-2-methoxybenzene

methyl 3-cyclopentylbenzoate

Refernces

• 1、 Amani, Javad,Molander, Gary A.. "Synergistic Photoredox/Nickel Coupling of Acyl Chlorides with Secondary Alkyltrifluoroborates: Dialkyl Ketone Synthesis". . p. 1856 - 1863. Retrieved 2017/02/10.
• 2、 Hu, Dawei,Wang, Linghua,Li, Pengfei. "Decarboxylative Borylation of Aliphatic Esters under Visible-Light Photoredox Conditions". supporting information. p. 2770 - 2773. Retrieved 2017/05/24.