2-(4-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane

Base Information

• Chemical Name: 2-(4-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane
• CAS No.: 213596-33-9
• Molecular Formula: C12H17BO3
• Molecular Weight: 220.076
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID20449275
• Nikkaji Number: J991.280K
• Wikidata: Q82268693
• Mol file: 213596-33-9.mol

Synonyms:2-(4-methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane;213596-33-9;1,3,2-Dioxaborinane, 2-(4-methoxyphenyl)-5,5-dimethyl-;SCHEMBL2273369;DTXSID20449275;JTJMYIZHNJBNRY-UHFFFAOYSA-N;MFCD09909078;AKOS024258546;AS-3064;CS-0175747;F75301;2-(4-Methoxyphenyl)-5,5-dimethyl-2-bora-1,3-dioxane

Chemical Property of 2-(4-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane

Chemical Property:

• PSA: 27.69000
• LogP: 1.46340
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 220.1270746
• Heavy Atom Count: 16
• Complexity: 214

Purity/Quality:

99%, ^*data from raw suppliers

2-(4-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OCC(CO1)(C)C)C2=CC=C(C=C2)OC

Technology Process of 2-(4-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane

There total 46 articles about 2-(4-Methoxyphenyl)-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: 100.0%

4-methoxyphenylboronic acid (5720-07-0) + 2,2-Dimethyl-1,3-propanediol (126-30-7) → 2-(4-methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborolane (213596-33-9)

Guidance literature:

In tetrahydrofuran; for 1h; Inert atmosphere; Dean-Stark; Reflux;

DOI:10.1002/ejoc.201800767

Reference yield: 99.0%

para-iodoanisole (696-62-8) + 2,2-Dimethyl-1,3-propanediol (126-30-7) → 2-(4-methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborolane (213596-33-9)

Guidance literature:

para-iodoanisole; With diisopropopylaminoborane; triethylamine; triphenylphosphine; palladium dichloride; In tetrahydrofuran; at 65 ℃; for 12h; Inert atmosphere;

2,2-Dimethyl-1,3-propanediol; In tetrahydrofuran; at 0 - 25 ℃; for 0.25h; Further stages; Inert atmosphere;

DOI:10.1016/j.tet.2010.11.065

Reference yield: 98.0%

para-iodoanisole (696-62-8) + 5,5-dimethyl-1,3,2-dioxaborinane (668987-38-0) → 2-(4-methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborolane (213596-33-9)

Guidance literature:

With triethylamine; 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; In toluene; at 100 ℃; for 18h; Product distribution / selectivity; Inert atmosphere;

upstream raw materials:

4-methoxyphenyl triflate

2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane

tris(p-anisyl)antimony

2,2-Dimethyl-1,3-propanediol

Downstream raw materials:

3,8-bis-(4-methoxyphenyl)-1,10-phenanthroline

4'-methoxy-2-nitrobiphenyl

2-chloro-5-(4-methoxyphenyl)pyridine

3-(4-methoxyphenyl)-7-methyl-1,10-ohenanthroline