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

Base Information

• Chemical Name: 2-(3,4-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 365564-10-9
• Molecular Formula: C14H21BO4
• Molecular Weight: 264.129
• Hs Code.: 2934999090
• European Community (EC) Number: 675-096-6
• DSSTox Substance ID: DTXSID00579281
• Nikkaji Number: J1.683.545E
• Wikidata: Q72468260
• Mol file: 365564-10-9.mol

Synonyms:365564-10-9;2-(3,4-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;3,4-Dimethoxyphenylboronic acid pinacol ester;3,4-dimethoxyphenylboronic acid, pinacol ester;MFCD05863909;2-(3,4-dimethoxyloxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;SCHEMBL1877988;DTXSID00579281;QPWUFMRNTUHMJD-UHFFFAOYSA-N;2-(3,4-Dimethoxy-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane;AKOS015917398;AB22703;AS-2957;CS-W021387;SY105017;D5533;EN300-316290;H10840;A823294;3,4-Dimethoxyphenylboronic acid, pinacol ester, AldrichCPR;2-[3,4-bis(methyloxy)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-(3,4-dimethoxyloxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, AldrichCPR;2-(3 pound not4-Dimethoxyphenyl)-4 pound not4 pound not5 pound not5-tetramethyl-1 pound not3 pound not2-dioxaborolane

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

Chemical Property:

• Vapor Pressure: 7.76E-05mmHg at 25°C
• Melting Point: 86-87 °C
• Refractive Index: 1.49
• Boiling Point: 352.5 °C at 760 mmHg
• Flash Point: 167 °C
• PSA: 36.92000
• Density: 1.059 g/cm³
• LogP: 2.00300
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 264.1532893
• Heavy Atom Count: 19
• Complexity: 303

Purity/Quality:

98%,99%, ^*data from raw suppliers

3,4-Dimethoxyphenylboronic acid, pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38-36
• Safety Statements: 36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC(=C(C=C2)OC)OC

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

There total 12 articles about 2-(3,4-Dimethoxyphenyl)-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%

2,3-dimethyl-2,3-butane diol (76-09-5) + 3,4-Dimethoxyphenylboronic acid (122775-35-3) → 2-(3,4-dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (365564-10-9)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 16h; Heating;

DOI:10.1071/CH03292

Reference yield: 98.0%

1,2-dimethoxybenzene (91-16-7) + bis(pinacol)diborane (73183-34-3) → 2-(3,4-dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (365564-10-9)

Guidance literature:

With [2,2]bipyridinyl; bis(1,5-cyclooctadiene)diiridium(I) dichloride; In n-heptane; at 25 - 95 ℃;

Reference yield: 96.0%

3,4-dimethoxyaniline (6315-89-5) + bis(pinacol)diborane (73183-34-3) → 2-(3,4-dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (365564-10-9)

Guidance literature:

3,4-dimethoxyaniline; With hydrogenchloride; methanol; sodium nitrite; In water; at 0 - 5 ℃; for 0.5h; Green chemistry;

bis(pinacol)diborane; In water; at 20 ℃; for 1h; Green chemistry;

DOI:10.1055/s-0033-1339118

upstream raw materials:

1,2-dimethoxybenzene

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

bis(pinacol)diborane

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

Downstream raw materials:

ethyl 8-(benzyloxy)-2-(2,4-bis(benzyloxy)-5-methoxyphenyl)-1-(3,4-dimethoxyphenyl)-9-methoxy-5,6-dihydropyrrolo[2,1-a]-isoquinoline-3-carboxylate

3-(4-aminophenyl)-5-(3,4-dimethoxyphenyl)pyridin-2-amine

6-(3,4-dimethoxyphenyl)naphthalen-2-ol

3,4-dimethoxy-1,1'-biphenyl

Refernces

• 1、 Akhtar, Naved,Antil, Neha,Balendra,Begum, Wahida,Kumar, Ajay,Manna, Kuntal,Newar, Rajashree,Shukla, Sakshi. "Single-Site Cobalt-Catalyst Ligated with Pyridylimine-Functionalized Metal-Organic Frameworks for Arene and Benzylic Borylation". supporting information. p. 10473 - 10481. Retrieved 2020/08/05.
• 2、 Arman, Hadi D.,Dang, Hang. T.,Haug, Graham C.,He, Ru,Jin, Shengfei,Larionov, Oleg V.,Nguyen, Viet D.,Nguyen, Vu T.,Schanze, Kirk S.. "Visible Light-Induced Borylation of C-O, C-N, and C-X Bonds". supporting information. . Retrieved 2020/02/04.