2-(3,5-Difluorophenyl)-5,5-dimethyl-1,3,2-dioxaborinane

Base Information

• Chemical Name: 2-(3,5-Difluorophenyl)-5,5-dimethyl-1,3,2-dioxaborinane
• CAS No.: 216393-57-6
• Molecular Formula: C11H13BF2O2
• Molecular Weight: 226.031
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70378864
• Nikkaji Number: J3.284.388C
• Wikidata: Q72462414
• Mol file: 216393-57-6.mol

Synonyms:216393-57-6;2-(3,5-difluorophenyl)-5,5-dimethyl-1,3,2-dioxaborinane;3,5-Difluorobenzeneboronic acid neopentyl glycol ester;3,5-DIFLUOROBENZENEBORONIC ACID NEOPENTYL GLYCOL CYCLIC ESTER;3,5-Difluorophenylboronic acid neopentyl glycol ester;SCHEMBL3304146;C11H13BF2O2;DTXSID70378864;OLHRAEPCGZMMTI-UHFFFAOYSA-N;MFCD01318139;AKOS016001312;AB08644;AS-70037;CS-0132464;FT-0614592;E81611;(1-PHENYL-ETHYLAMINO)-ACETICACIDHYDRAZIDE;A878980;3,5-Difluorobenzeneboronicacidneopentylglycolester,98+%;2-(3,5-Difluorophenyl)-5,5-dimethyldihydro-4H-1,3,2-dioxaborin

Chemical Property of 2-(3,5-Difluorophenyl)-5,5-dimethyl-1,3,2-dioxaborinane

Chemical Property:

• Vapor Pressure: 0.0035mmHg at 25°C
• Melting Point: 43-45°C
• Refractive Index: 1.468
• Boiling Point: 290.9 °C at 760 mmHg
• Flash Point: 129.8 °C
• PSA: 18.46000
• Density: 1.14g/cm³
• LogP: 1.73300
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 226.0976661
• Heavy Atom Count: 16
• Complexity: 230

Purity/Quality:

99% ^*data from raw suppliers

3,5-Difluorophenylboronicacidneopentylglycolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OCC(CO1)(C)C)C2=CC(=CC(=C2)F)F
• Uses: 3,5-Difluorophenylboronic acid neopentyl glycol ester

Technology Process of 2-(3,5-Difluorophenyl)-5,5-dimethyl-1,3,2-dioxaborinane

There total 1 articles about 2-(3,5-Difluorophenyl)-5,5-dimethyl-1,3,2-dioxaborinane 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: 99.0%

2,2-Dimethyl-1,3-propanediol (126-30-7) + 3,5-difluorophenylboronic acid (156545-07-2) → 2-(3,5-difluorophenyl)-5,5-dimethyl-1,3,2-dioxaborinane (216393-57-6)

Guidance literature:

In tetrahydrofuran; for 0.666667h; Dean-Stark; Reflux;

DOI:10.1002/adsc.201400147

Reference yield: 99.0%

1-methoxynaphthalene-2-carboxylic acid diethylamide (404574-87-4) + 2-(3,5-difluorophenyl)-5,5-dimethyl-1,3,2-dioxaborinane (216393-57-6) → 1-(3,5-difluorophenyl)-N,N-diethyl-2-naphthamide (1415045-91-8)

Guidance literature:

With carbonyl bis(hydrido)tris(triphenylphosphine)ruthenium(II); In toluene; for 20h; Inert atmosphere; Reflux; Sealed tube;

DOI:10.1021/acs.orglett.5b01913

Reference yield: 94.0%

2-(3,5-difluorophenyl)-5,5-dimethyl-1,3,2-dioxaborinane (216393-57-6) + 1-methyl-3(5)-(4-fluorophenyl)-pyrazole nonaflate (699010-08-7) → 3-(3,5-difluoro-phenyl)-5-(4-fluoro-phenyl)-1-methyl-1H-pyrazole

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 100 ℃;

DOI:10.1055/s-2004-820020

upstream raw materials:

2,2-Dimethyl-1,3-propanediol

3,5-difluorophenylboronic acid

Downstream raw materials:

(R)-iso-propyl 3-(3,5-difluorophenyl)-3-(1-(methylsulfonyl)piperidine-4-yl)propanoate

N,N-diethyl-2-(3,5-difluorophenyl)furan-3-carboxamide

1-(3,5-difluorophenyl)-N,N-diethyl-2-naphthamide

ethyl 2-(3,5-difluorophenyl)acetate

Refernces

• 1、 Zhao, Yigang,Snieckus, Victor. "C-H activation by amide chelation control: Ruthenium-catalyzed direct synthesis of 2-Aryl-3-furanamides". supporting information. p. 1527 - 1532. Retrieved 2014/06/09.
• 2、 Zhao, Yigang,Snieckus, Victor. "Beyond directed ortho metalation: Ru-catalyzed CAr-O activation/cross-coupling reaction by amide chelation". supporting information. p. 11224 - 11227. Retrieved 2014/09/29.