2-(4-Chloro-3,5-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(4-Chloro-3,5-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 1111096-20-8
• Molecular Formula: C14H20BClO2
• Molecular Weight: 266.5714
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID10682230
• Wikidata: Q82606537
• Mol file: 1111096-20-8.mol

Synonyms:1111096-20-8;2-(4-CHLORO-3,5-DIMETHYLPHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;3,5-Dimethyl-4-chlorophenylboronic acid pinacol ester;4-chloro-3,5-dimethylphenylboronic acid, pinacol ester;SCHEMBL15261973;DTXSID10682230;RDHCSMWEYOUZIO-UHFFFAOYSA-N;MFCD12405360;AKOS016004716;BS-22368;FT-0725150;EN300-317178;4-Chloro-3,5-dimethylphenylboronic acid pinacol ester;Z2044794933;2-chloro-1,3-dimethyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzene;2-cloro-1,3-dimethyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzene

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

Chemical Property:

• PSA: 18.46000
• LogP: 3.25600
• Storage Temp.: Room temperature.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 266.1244877
• Heavy Atom Count: 18
• Complexity: 291

Purity/Quality:

98.5% ^*data from raw suppliers

4-Chloro-3,5-dimethylphenylboronicAcidPinacolEster ^*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)C)Cl)C
• Uses: 4-Chloro-3,5-dimethylphenylboronic acid, pinacol ester

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

There total 3 articles about 2-(4-Chloro-3,5-dimethylphenyl)-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:

2,6-dimethyl-1-chlorobenzene (6781-98-2) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2-chloro-1,3-dimethyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzene (1111096-20-8)

Guidance literature:

1,2-bis(dimethylphosphanyl)ethane; at 150 ℃; for 18h;

Reference yield:

2,6-dimethyl-1-chlorobenzene (6781-98-2) + bis(pinacol)diborane (73183-34-3) → 2-chloro-1,3-dimethyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzene (1111096-20-8)

Guidance literature:

With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4′-di-(tert-butyl)-2,2′-bipyridyl; In tetrahydrofuran; at 80 ℃; for 24h; regioselective reaction; High pressure; Inert atmosphere;

DOI:10.1021/ol303164h

Reference yield:

→ 2-chloro-1,3-dimethyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzene (1111096-20-8)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In dimethyl sulfoxide; at 20 - 90 ℃; for 3h; Inert atmosphere;

upstream raw materials:

2,6-dimethyl-1-chlorobenzene

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

bis(pinacol)diborane

Downstream raw materials:

C₈H₁₀BClO₂

Refernces

• 1、 -. "NEW INDANYLOXYDIHYDROBENZOFURANYLACETIC ACIDS". Paragraph 0863; 0892. . Retrieved 2013/10/07.
• 2、 -. "Process for the synthesis of phenols from arenes". Page 21-22. . Retrieved 2008/06/13.