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

Base Information

• Chemical Name: 2-(4-bromo-3,5-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 1073338-97-2
• Molecular Formula: C14H20BBrO2
• Molecular Weight: 311.027
• Mol file: 1073338-97-2.mol

Synonyms:2-(4-bromo-3,5-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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

Chemical Property:

• PSA: 18.46000
• LogP: 3.36510

Purity/Quality:

98%min ^*data from raw suppliers

4-Bromo-3,5-dimethylphenylboronicAcidPinacolEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Bromo-3,5-dimethylphenylboronic Acid Pinacol Ester is useful as a reactant in organic synthesis.

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

There total 2 articles about 2-(4-bromo-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: 95.0%

2-Bromo-m-xylene (576-22-7) + bis(pinacol)diborane (73183-34-3) → 2-bromo-1,3-dimethyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzene (1073338-97-2)

Guidance literature:

With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine; In hexane; at 80 ℃; for 65h;

DOI:10.1002/chem.201405621

Reference yield:

2-bromo-5-iodo-1,3-dimethylbenzene (689260-53-5) + bis(pinacol)diborane (73183-34-3) → 2-bromo-1,3-dimethyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzene (1073338-97-2)

Guidance literature:

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

Reference yield:

2-bromo-1,3-dimethyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzene (1073338-97-2) → 2‐bromo‐5‐fluoro‐1,3‐dimethylbenzene (14659-58-6)

Guidance literature:

With C₁₃H₈BBiF₇NOS; sodium fluoride; 2,6-dichloro-1-fluoropyridin-1-ium tetrafluoroborate; In chloroform-d1; at 90 ℃; for 16h;

DOI:10.1126/science.aaz2258

upstream raw materials:

2-bromo-5-iodo-1,3-dimethylbenzene

bis(pinacol)diborane

2-Bromo-m-xylene

Downstream raw materials:

2-bromo-1,3-dimethyl-5-nitrobenzene

2‐bromo‐5‐fluoro‐1,3‐dimethylbenzene

Refernces

• 1、 Li, Xuejing,Deng, Xingwang,Coyne, Anthony G.,Srinivasan, Rajavel. "meta-Nitration of Arenes Bearing ortho/para Directing Group(s) Using C?H Borylation". supporting information. p. 8018 - 8023. Retrieved 2019/05/29.
• 2、 -. "NEW INDANYLOXYDIHYDROBENZOFURANYLACETIC ACID DERIVATIVES AND THEIR USE AS GPR40 RECEPTOR AGONISTS". Page/Page column 184. . Retrieved 2013/10/21.