2-(4-Bromo-5-chlorothiophen-2-YL)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(4-Bromo-5-chlorothiophen-2-YL)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 942070-02-2
• Molecular Formula: C₁₀H₁₃BBrClO₂S
• Molecular Weight: 323.446
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID90700047
• Wikidata: Q82631219
• Mol file: 942070-02-2.mol

Synonyms:2-(4-BROMO-5-CHLOROTHIOPHEN-2-YL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;942070-02-2;4-Bromo-5-chlorothiophene-2-boronic acid, pinacol ester;SCHEMBL14198882;DTXSID90700047;MFCD12405463;AKOS015999365;AT16013;BS-24651;CS-0175560;EN300-7387928;A859526;4-Bromo-5-chlorothiophene-2-boronic acid,pinacol ester

Chemical Property of 2-(4-Bromo-5-chlorothiophen-2-YL)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

• Melting Point: 60-61 °C
• Boiling Point: 365.2±42.0 °C(Predicted)
• Density: 1.47±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 321.96012
• Heavy Atom Count: 16
• Complexity: 274

Purity/Quality:

97% ^*data from raw suppliers

4-Bromo-5-chlorothiophene-2-boronicacid,pinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC(=C(S2)Cl)Br

Technology Process of 2-(4-Bromo-5-chlorothiophen-2-YL)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 2 articles about 2-(4-Bromo-5-chlorothiophen-2-YL)-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: 78.0%

3-bromo-2-chlorothiophene (40032-73-3) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2-(4-bromo-5-chlorothiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (942070-02-2)

Guidance literature:

With 4,4'-di(tert-butyl)-2,2'-dipyridyl; [Ir(μ₂-OMe)(1,4-cyclooctadiene)]2; In hexane; at 20 ℃; for 0.166667h;

DOI:10.1016/j.tet.2008.02.111

Reference yield: 73.0%

3-bromo-2,5-dichloro thiophene (60404-18-4) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2-(4-bromo-5-chlorothiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (942070-02-2)

Guidance literature:

With 1,2-bis(dimethylphosphanyl)ethane; (indenyl)Ir(1,4-cyclooctadiene); at 150 ℃; for 2h;

DOI:10.1016/j.tet.2008.02.111

upstream raw materials:

3-bromo-2-chlorothiophene

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

3-bromo-2,5-dichloro thiophene

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