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

Base Information

• Chemical Name: 2-(2,4-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 214360-69-7
• Molecular Formula: C₁₄H₂₁BO₄
• Molecular Weight: 264.129
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID20430825
• Wikidata: Q82244545
• Mol file: 214360-69-7.mol

Synonyms:214360-69-7;2-(2,4-dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2,4-DIMETHOXYPHENYLBORONIC ACID, PINACOL ESTER;2,4-Dimethoxyphenylboronic acid pinacol ester;MFCD06795688;SCHEMBL5899720;DTXSID20430825;AKOS015951142;AB29263;DS-14806;CS-0089494;FT-0698011;P16527;EN300-1425809;A879098;J-014066;2,4-DIMETHOXYPHENYLBORONIC ACID,PINACOL ESTER;2,4-Dimethoxyphenylboronic acid pinacol ester, AldrichCPR;1,3,2-DIOXABOROLANE, 2-(2,4-DIMETHOXYPHENYL)-4,4,5,5-TETRAMETHYL-

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

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.491
• Boiling Point: 367.9°Cat760mmHg
• Flash Point: 176.3°C
• PSA: 36.92000
• Density: 1.05g/cm³
• LogP: 2.00300
• Storage Temp.: 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:

97% ^*data from raw suppliers

2,4-Dimethoxyphenylboronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 8 articles about 2-(2,4-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: 97.0%

1-Bromo-2,4-dimethoxybenzene (17715-69-4) + 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) → 4,4,5,5-tetramethyl-2-(2,4-dimethoxyphenyl)-1,3,2-dioxaborolane (214360-69-7)

Guidance literature:

1-Bromo-2,4-dimethoxybenzene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; Inert atmosphere; Schlenk technique;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1039/d1nj04796e

Reference yield: 62.0%

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) + 1,3-Dimethoxybenzene (151-10-0) → 3,5-dimethoxyphenylboronic acid pinacol ester (365564-07-4) + 4,4,5,5-tetramethyl-2-(2,4-dimethoxyphenyl)-1,3,2-dioxaborolane (214360-69-7)

Guidance literature:

With Cp*Rh(η⁴-C6Me6); In cyclohexane; at 150 ℃; for 32h;

DOI:10.1021/ol0162668

Reference yield: 32.0%

bis(pinacol)diborane (73183-34-3) + 1,3-Dimethoxybenzene (151-10-0) → 3,5-dimethoxyphenylboronic acid pinacol ester (365564-07-4) + 4,4,5,5-tetramethyl-2-(2,4-dimethoxyphenyl)-1,3,2-dioxaborolane (214360-69-7)

Guidance literature:

With IrH(C₆H₃(NC₇H₄NC₆H₂(CH₃)3)2)Cl(NCCH₃); sodium t-butanolate; at 100 ℃; for 24h; Inert atmosphere;

DOI:10.1021/om100302g

upstream raw materials:

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

1,3-Dimethoxybenzene

1-iodo-2,4-dimethoxybenzene

bis(pinacol)diborane

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