4,4,5,5-Tetramethyl-2-(4-phenoxyphenyl)-1,3,2-dioxaborolane

Base Information

• Chemical Name: 4,4,5,5-Tetramethyl-2-(4-phenoxyphenyl)-1,3,2-dioxaborolane
• CAS No.: 269410-26-6
• Molecular Formula: C18H21BO3
• Molecular Weight: 296.174
• Hs Code.: 2931900090
• European Community (EC) Number: 807-311-8
• DSSTox Substance ID: DTXSID50590406
• Nikkaji Number: J3.485.222G
• Wikidata: Q72501065
• Mol file: 269410-26-6.mol

Synonyms:269410-26-6;4,4,5,5-tetramethyl-2-(4-phenoxyphenyl)-1,3,2-dioxaborolane;Phenoxyphenyl-4-boronic acid pinacol ester;4-Phenoxyphenylboronic acid pinacol ester;(4-PHENOXY)PHENYLBORONIC ACID PINACOL ESTER;4-PHENOXYPHENYLBORONIC ACID, PINACOL ESTER;MFCD06795691;1,3,2-DIOXABOROLANE, 4,4,5,5-TETRAMETHYL-2-(4-PHENOXYPHENYL)-;SCHEMBL5899727;DTXSID50590406;SFCRPRMZQXUXOG-UHFFFAOYSA-N;BCP22829;AKOS015919530;phenyl 4-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)]phenyl ether;AB29271;AM85689;AS-2976;CS-W000906;SY033545;T3831;EN300-316755;Z1336745187

Chemical Property of 4,4,5,5-Tetramethyl-2-(4-phenoxyphenyl)-1,3,2-dioxaborolane

Chemical Property:

• Melting Point: 54 °C
• Boiling Point: 393.2±25.0 °C(Predicted)
• Flash Point: 215.356oC
• PSA: 27.69000
• Density: 1.09
• LogP: 3.77810
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 296.1583747
• Heavy Atom Count: 22
• Complexity: 353

Purity/Quality:

97% ^*data from raw suppliers

4,4,5,5-Tetramethyl-2-(4-phenoxyphenyl)-1,3,2-dioxaborolane ^*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)C2=CC=C(C=C2)OC3=CC=CC=C3

Technology Process of 4,4,5,5-Tetramethyl-2-(4-phenoxyphenyl)-1,3,2-dioxaborolane

There total 25 articles about 4,4,5,5-Tetramethyl-2-(4-phenoxyphenyl)-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: 99.0%

4-Bromodiphenyl ether (101-55-3) + bis(pinacol)diborane (73183-34-3) → phenyl 4-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)]phenyl ether (269410-26-6)

Guidance literature:

With DPEPhos; sodium acetate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; for 12h; Heating;

DOI:10.1002/adsc.201500844

Reference yield: 93.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + 4-phenoxyphenylboronic acid (51067-38-0) → phenyl 4-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)]phenyl ether (269410-26-6)

Guidance literature:

In diethyl ether; at 25 ℃; Inert atmosphere;

DOI:10.1002/anie.201810714

Reference yield: 88.0%

4-phenoxybenzene-1-diazonium tetrafluoroborate + bis(pinacol)diborane (73183-34-3) → phenyl 4-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)]phenyl ether (269410-26-6)

Guidance literature:

With dimanganese decacarbonyl; In acetonitrile; at 20 ℃; for 2h; Sealed tube; Inert atmosphere; Irradiation;

DOI:10.1002/chem.202004568

upstream raw materials:

2,3-dimethyl-2,3-butane diol

4-phenoxyphenylboronic acid

4-Bromodiphenyl ether

bis(pinacol)diborane

Downstream raw materials:

C₂₉H₂₃N₃O₃S

C₃₀H₂₅N₃O₃S

1-phenoxy-4-(trifluoromethyl)benzene

C₁₆H₁₃N₃O₂