2-(2-Fluorobenzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(2-Fluorobenzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 517920-60-4
• Molecular Formula: C13H18 B F O2
• Molecular Weight: 236.094
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70681941
• Nikkaji Number: J1.857.032G
• Wikidata: Q72479299
• Mol file: 517920-60-4.mol

Synonyms:517920-60-4;2-(2-Fluorobenzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-Fluorobenzylboronic acid pinacol ester;2-[(2-fluorophenyl)methyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-Fluorobenzylboronicacidpinacolester;(2-FLUOROBENZYL)BORONIC ACID PINACOL ESTER;SCHEMBL15194983;DTXSID70681941;ABOCFFXSSUAFRP-UHFFFAOYSA-N;MFCD10698520;AKOS015995197;AB62287;CS-W004352;AM803980;AS-55660;A7625;FT-0746871;EN300-6977583;J-505620

Chemical Property of 2-(2-Fluorobenzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

• Boiling Point: 271 ºC
• Flash Point: 118 ºC
• PSA: 18.46000
• Density: 1.04
• LogP: 3.26600
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 236.1383881
• Heavy Atom Count: 17
• Complexity: 265

Purity/Quality:

97% ^*data from raw suppliers

2-Fluorobenzylboronicacidpinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)CC2=CC=CC=C2F

Technology Process of 2-(2-Fluorobenzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 6 articles about 2-(2-Fluorobenzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 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: 82.0%

2-fluorobenzyl chloride (345-35-7) + bis(pinacol)diborane (73183-34-3) → 2-(2-fluorobenzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (517920-60-4)

Guidance literature:

With iron(III)-acetylacetonate; magnesium; In tetrahydrofuran; at 0 ℃; for 3h; Inert atmosphere;

Reference yield: 81.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + o-fluorophenylboronic acid (1993-03-9) + diazomethyl-trimethyl-silane (18107-18-1) → 2-(2-fluorobenzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (517920-60-4)

Guidance literature:

o-fluorophenylboronic acid; diazomethyl-trimethyl-silane; In hexane; toluene; at 60 ℃; for 4h;

2,3-dimethyl-2,3-butane diol; With tetrabutyl ammonium fluoride; In tetrahydrofuran; 1,4-dioxane; water; at 60 ℃; for 4h;

Reference yield: 65.0%

o-fluorobenzyl bromide (446-48-0) + bis(pinacol)diborane (73183-34-3) → 2-(2-fluorobenzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (517920-60-4)

Guidance literature:

With copper(l) iodide; lithium methanolate; triphenylphosphine; In N,N-dimethyl-formamide; at 25 ℃; for 18h; Inert atmosphere;

DOI:10.1002/anie.201106299

upstream raw materials:

2-fluorobenzyl chloride

bis(pinacol)diborane

o-fluorobromobenzene

4,4,5,5-tetramethyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-1,3,2-dioxaborolane

Downstream raw materials:

1-ethyl-2-fluorobenzene