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

Base Information

• Chemical Name: 2-(2-Methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 190788-60-4
• Molecular Formula: C13H19BO3
• Molecular Weight: 234.103
• Hs Code.: 2931900090
• European Community (EC) Number: 675-099-2
• DSSTox Substance ID: DTXSID10464770
• Nikkaji Number: J845.358F
• Wikidata: Q82290252
• Mol file: 190788-60-4.mol

Synonyms:190788-60-4;2-(2-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-Methoxyphenylboronic acid pinacol ester;2-METHOXYPHENYLBORONIC ACID, PINACOL ESTER;2-Methoxybenzeneboronic acid, pinacol ester;1,3,2-DIOXABOROLANE, 2-(2-METHOXYPHENYL)-4,4,5,5-TETRAMETHYL-;MFCD05863916;2-(2-METHOXYPHENYL)4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;SCHEMBL2774133;DTXSID10464770;ASDFSWMHZSWXPO-UHFFFAOYSA-N;AKOS015960110;AB22719;AS-2576;CS-W012915;2-Methoxybenzeneboronic acid pinacol ester;2-Methoxybenzeneboronic acid,pinacol ester;SY045457;FT-0643802;T3708;EN300-201482;H10869;J-012327;2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolyl)anisole;2-Methoxyphenylboronic acid, pinacol ester, AldrichCPR;(2-methoxyphenyl)boronic acid, pinacol ester, AldrichCPR;Z1336745076;2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)anisole;2-(2-methoxy-phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-(2-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxa borolane;?2-(2-METHOXYLOXYPHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE

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

Chemical Property:

• Vapor Pressure: 0.00036mmHg at 25°C
• Melting Point: 78-80 °C
• Refractive Index: 1.49
• Boiling Point: 328.5 °C at 760 mmHg
• Flash Point: 152.5 °C
• PSA: 27.69000
• Density: 1.02 g/cm³
• LogP: 1.99440
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 234.1427246
• Heavy Atom Count: 17
• Complexity: 262

Purity/Quality:

97% ^*data from raw suppliers

2-Methoxyphenylboronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=CC=C2OC
• Uses: 2-Methoxyphenylboronic Acid Pinacol Ester is used in the preparation of inhibitors of TGF-β1 and activin A signalling.

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

There total 45 articles about 2-(2-Methoxyphenyl)-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: 99.0%

2-Chloroanisole (766-51-8) + bis(pinacol)diborane (73183-34-3) → pinacol 2-anisylboronate (190788-60-4)

Guidance literature:

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

DOI:10.1002/adsc.201500844

Reference yield: 89.0%

4-iodoanisol (529-28-2) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → pinacol 2-anisylboronate (190788-60-4)

Guidance literature:

With triethylamine; bis(diphosphaferrocene)PdCl₂ dimer; In 1,4-dioxane; at 80 ℃; for 144h;

DOI:10.1016/S0022-328X(01)01146-9

Reference yield: 89.0%

2-bromoanisole (578-57-4) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → pinacol 2-anisylboronate (190788-60-4)

Guidance literature:

With triethylamine; dichloro bis(acetonitrile) palladium(II); In 1,4-dioxane; at 110 ℃; for 4h;

DOI:10.1021/jo800727s

upstream raw materials:

Phenyl triflate

2-methoxyphenyl triflate

2-bromoanisole

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

Downstream raw materials:

2-Methoxyphenylboronic acid

pinacol (+/-)-1-acetamido-1-(2-methoxyphenyl)methane-boronate

pinacol (+/-)-1-benzamido-1-(2-methoxyphenyl)methane-boronate

(+/-)-1-acetamido-1-(2-methoxyphenyl)methaneboronic acid